Showing metabocard for zymosterol intermediate 2 (MMDBc0033051)

Plant
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:32:36 UTC
Update Date2022-12-15 22:51:53 UTC
Metabolite IDMMDBc0033051
Metabolite Identification
Common Namezymosterol intermediate 2
DescriptionZymosterol is the precursor of cholesterol and is found in the plasma membrane. zymosterol circulates within the cells. The structural features of zymosterol provided optimal substrate acceptability. In human fibroblasts, zymosterol is converted to cholesterol solely in the rough ER. Little or no zymosterol or cholesterol accumulates in the rough ER in vivo. Newly synthesized zymosterol moves to the plasma membrane without a detectable lag and with a half-time of 9 min, about twice as fast as cholesterol. The pool of radiolabeled zymosterol in the plasma membrane turns over rapidly, faster than does intracellular cholesterol. Thus, plasma membrane zymosterol is not stagnant. [3H]Zymosterol pulsed into intact cells is initially found in the plasma membrane. (PMID: 1939176 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560bdf9283a8>

Structure #1
  Mrv0541 02241222272D          

 31 34  0  0  0  0            999 V2000
    7.3614   -7.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6388   -7.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6388   -8.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3614   -9.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0607   -8.6939    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7756   -9.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5060   -8.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5060   -7.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7756   -7.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0607   -7.8548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7756   -6.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5060   -6.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2053   -6.6504    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2053   -7.4585    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9900   -7.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4563   -7.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9900   -6.3940    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2053   -5.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0607   -7.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.7127   -5.9899    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0586   -9.4726    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9060   -9.1244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4190   -5.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1335   -5.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8479   -5.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8479   -6.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5624   -5.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7045   -5.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9900   -5.5470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2756   -5.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 17 13  1  0  0  0  0
 12 13  1  0  0  0  0
 13 18  1  1  0  0  0
  8 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 20  1  6  0  0  0
 11  9  1  0  0  0  0
 10  9  1  0  0  0  0
  8  9  2  0  0  0  0
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  5 10  1  0  0  0  0
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  1 10  1  0  0  0  0
 16 17  1  0  0  0  0
 30 17  1  0  0  0  0
 17 21  1  6  0  0  0
 11 12  1  0  0  0  0
 16 15  1  0  0  0  0
  6  7  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  2  1  1  0  0  0  0
  3  4  1  0  0  0  0
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  5 22  1  6  0  0  0
  3 23  2  0  0  0  0
 29 24  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  2  0  0  0  0
 27 26  1  0  0  0  0
 28 26  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x0000560bdf9283a8>

HMDB0304222
     RDKit          3D
5alpha-cholesta-8,24-dien-3-one
 70 73  0  0  0  0  0  0  0  0999 V2000
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    4.8994   -0.9287   -1.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3212    1.2145   -0.8201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2077    1.0847   -0.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4358   -0.1161   -0.3190 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0460   -0.0263    1.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0280    1.0169   -1.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5227    0.8324   -1.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9298   -0.5092   -0.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9340   -0.5889    0.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7066   -1.4523   -0.9663 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.0189   -2.1477    0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8813   -2.6044   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6427    2.8687   -0.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0054    0.9729    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102    3.1838    1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6630    3.2829    1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8958    2.2648    2.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3334   -0.4152    0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864    0.4764    3.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -1.0134    2.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2514   -0.4165    2.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450   -1.9449    2.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310   -1.4229    0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6407    2.1071   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5886    1.2542   -1.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5572    2.0673   -1.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4458    0.2646   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206    1.1085    1.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3926    1.5740    2.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7894    0.8157    1.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5879   -0.9444    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4784   -2.0119   -2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4709   -2.6005   -0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611   -1.3208   -2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2557   -3.0302   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5476   -2.1096    1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 14 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 28 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
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  6 39  1  0
  7 40  1  1
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  8 43  1  0
  9 44  1  6
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 15 50  1  0
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 27 68  1  0
 28 69  1  0
 28 70  1  0
M  END
Download

3D SDF for #<Metabolite:0x0000560bdf9283a8>

Structure #1
  Mrv0541 02241222272D          

 31 34  0  0  0  0            999 V2000
    7.3614   -7.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6388   -7.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6388   -8.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3614   -9.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0607   -8.6939    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7756   -9.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5060   -8.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5060   -7.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7756   -7.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0607   -7.8548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7756   -6.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5060   -6.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2053   -6.6504    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2053   -7.4585    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9900   -7.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4563   -7.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9900   -6.3940    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2053   -5.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0607   -7.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2053   -8.2899    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7127   -5.9899    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0586   -9.4726    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9060   -9.1244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4190   -5.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1335   -5.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8479   -5.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8479   -6.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5624   -5.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7045   -5.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9900   -5.5470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2756   -5.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0  0  0  0
 17 13  1  0  0  0  0
 12 13  1  0  0  0  0
 13 18  1  1  0  0  0
  8 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 20  1  6  0  0  0
 11  9  1  0  0  0  0
 10  9  1  0  0  0  0
  8  9  2  0  0  0  0
  7  8  1  0  0  0  0
  5 10  1  0  0  0  0
 10 19  1  1  0  0  0
  1 10  1  0  0  0  0
 16 17  1  0  0  0  0
 30 17  1  0  0  0  0
 17 21  1  6  0  0  0
 11 12  1  0  0  0  0
 16 15  1  0  0  0  0
  6  7  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  2  1  1  0  0  0  0
  3  4  1  0  0  0  0
  3  2  1  0  0  0  0
  5 22  1  6  0  0  0
  3 23  2  0  0  0  0
 29 24  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  2  0  0  0  0
 27 26  1  0  0  0  0
 28 26  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033051

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C[C@]1([H])CC3)[C@H](C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,19-20,23-24H,6,8-17H2,1-5H3/t19-,20+,23-,24+,26+,27-/m1/s1

> <INCHI_KEY>
AUNLIRXIJAVBNM-ZSBATXSLSA-N

> <FORMULA>
C27H42O

> <MOLECULAR_WEIGHT>
382.6218

> <EXACT_MASS>
382.323565966

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
48.850958266883396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one

> <ALOGPS_LOGP>
6.92

> <JCHEM_LOGP>
6.871152526333334

> <ALOGPS_LOGS>
-5.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.962530739976856

> <JCHEM_PKA_STRONGEST_BASIC>
-7.353211484801864

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
120.17179999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.11e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5α-cholesta-8,24-dien-3-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x0000560bdf9283a8>

HMDB0304222
     RDKit          3D
5alpha-cholesta-8,24-dien-3-one
 70 73  0  0  0  0  0  0  0  0999 V2000
    6.1837   -1.6854   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994   -0.9287   -1.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7499   -1.7226   -1.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8639    0.3647   -1.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7005    1.2020   -1.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3763    2.1449   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0503    1.4569    0.9337 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7959    2.5718    1.9459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0197    0.4366    0.8961 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8282   -0.2211    2.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670   -0.8746    2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0867   -0.7194    0.8100 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2931   -0.9004    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9645    0.0299   -0.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3212    1.2145   -0.8201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2077    1.0847   -0.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6093    0.7276    0.5921 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1234    1.5516    1.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358   -0.1161   -0.3190 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0460   -0.0263    1.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0280    1.0169   -1.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5227    0.8324   -1.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9298   -0.5092   -0.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9340   -0.5889    0.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1697   -1.7231   -1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7066   -1.4523   -0.9663 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9172   -2.5859   -0.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -2.1477    0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8813   -2.6044   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7592   -1.0444   -0.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7353   -1.8998   -1.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2427   -2.2025   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302   -1.1633   -2.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072   -2.5960   -2.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7705    0.8990   -0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8038    0.6908   -1.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897    1.8861   -2.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3854    2.6985   -0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6427    2.8687   -0.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0054    0.9729    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102    3.1838    1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6630    3.2829    1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8958    2.2648    2.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3334   -0.4152    0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864    0.4764    3.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -1.0134    2.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2514   -0.4165    2.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450   -1.9449    2.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310   -1.4229    0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6407    2.1071   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5886    1.2542   -1.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5572    2.0673   -1.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4458    0.2646   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206    1.1085    1.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3606    2.5890    1.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3926    1.5740    2.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7894    0.8157    1.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5879   -0.9444    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3112    0.1612    1.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6379    1.0701   -2.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7274    1.9592   -0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8885    0.9061   -2.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9925    1.6274   -0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4784   -2.0119   -2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4709   -2.6005   -0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611   -1.3208   -2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2557   -3.0302   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5509   -3.4066    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991   -3.0140    0.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5476   -2.1096    1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 14 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 28 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  1
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  6
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  6
 27 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
M  END
Download

PDB for #<Metabolite:0x0000560bdf9283a8>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      13.741 -13.923   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.392 -14.662   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.392 -16.229   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.741 -16.997   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.047 -16.229   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.381 -16.997   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.745 -16.229   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.745 -14.662   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.381 -13.923   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.047 -14.662   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.381 -12.414   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.745 -11.631   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.050 -12.414   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.050 -13.923   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.515 -14.401   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.385 -13.183   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.515 -11.935   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.050 -10.833   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.047 -13.154   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      19.050 -15.474   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      21.864 -11.181   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      15.043 -17.682   0.000  0.00  0.00           H+0
HETATM   23  O   UNK     0      11.025 -17.032   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      23.182 -10.354   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      24.516  -9.584   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.849 -10.354   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.849 -11.894   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      27.183  -9.584   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      21.848  -9.584   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.515 -10.354   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      19.181  -9.584   0.000  0.00  0.00           C+0
CONECT    1   10    2                                                       
CONECT    2    1    3                                                       
CONECT    3    4    2   23                                                  
CONECT    4    5    3                                                       
CONECT    5   10    4    6   22                                             
CONECT    6    7    5                                                       
CONECT    7    8    6                                                       
CONECT    8   14    9    7                                                  
CONECT    9   11   10    8                                                  
CONECT   10    9    5   19    1                                             
CONECT   11    9   12                                                       
CONECT   12   13   11                                                       
CONECT   13   14   17   12   18                                             
CONECT   14   13    8   15   20                                             
CONECT   15   14   16                                                       
CONECT   16   17   15                                                       
CONECT   17   13   16   30   21                                             
CONECT   18   13                                                            
CONECT   19   10                                                            
CONECT   20   14                                                            
CONECT   21   17                                                            
CONECT   22    5                                                            
CONECT   23    3                                                            
CONECT   24   29   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30                                                       
CONECT   30   17   29   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END
Download

3D PDB for #<Metabolite:0x0000560bdf9283a8>

COMPND    HMDB0304222
HETATM    1  C1  UNL     1       6.184  -1.685  -1.029  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.899  -0.929  -1.356  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.750  -1.723  -1.839  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.864   0.365  -1.230  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.700   1.202  -1.507  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.376   2.145  -0.346  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.050   1.457   0.934  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.796   2.572   1.946  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.020   0.437   0.896  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.828  -0.221   2.299  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.467  -0.875   2.243  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.087  -0.719   0.810  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.293  -0.900   0.449  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.965   0.030  -0.201  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.321   1.215  -0.820  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.208   1.085  -0.780  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.609   0.728   0.592  1.00  0.00           C  
HETATM   18  C18 UNL     1      -0.123   1.552   1.627  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.436  -0.116  -0.319  1.00  0.00           C  
HETATM   20  C20 UNL     1      -4.046  -0.026   1.056  1.00  0.00           C  
HETATM   21  C21 UNL     1      -4.028   1.017  -1.141  1.00  0.00           C  
HETATM   22  C22 UNL     1      -5.523   0.832  -1.159  1.00  0.00           C  
HETATM   23  C23 UNL     1      -5.930  -0.509  -0.679  1.00  0.00           C  
HETATM   24  O1  UNL     1      -6.934  -0.589   0.010  1.00  0.00           O  
HETATM   25  C24 UNL     1      -5.170  -1.723  -1.004  1.00  0.00           C  
HETATM   26  C25 UNL     1      -3.707  -1.452  -0.966  1.00  0.00           C  
HETATM   27  C26 UNL     1      -2.917  -2.586  -0.359  1.00  0.00           C  
HETATM   28  C27 UNL     1      -2.019  -2.148   0.786  1.00  0.00           C  
HETATM   29  H1  UNL     1       5.881  -2.604  -0.504  1.00  0.00           H  
HETATM   30  H2  UNL     1       6.759  -1.044  -0.330  1.00  0.00           H  
HETATM   31  H3  UNL     1       6.735  -1.900  -1.956  1.00  0.00           H  
HETATM   32  H4  UNL     1       3.243  -2.202  -0.963  1.00  0.00           H  
HETATM   33  H5  UNL     1       3.030  -1.163  -2.455  1.00  0.00           H  
HETATM   34  H6  UNL     1       4.107  -2.596  -2.470  1.00  0.00           H  
HETATM   35  H7  UNL     1       5.770   0.899  -0.888  1.00  0.00           H  
HETATM   36  H8  UNL     1       2.804   0.691  -1.851  1.00  0.00           H  
HETATM   37  H9  UNL     1       3.990   1.886  -2.369  1.00  0.00           H  
HETATM   38  H10 UNL     1       4.385   2.699  -0.204  1.00  0.00           H  
HETATM   39  H11 UNL     1       2.643   2.869  -0.715  1.00  0.00           H  
HETATM   40  H12 UNL     1       4.005   0.973   1.294  1.00  0.00           H  
HETATM   41  H13 UNL     1       1.910   3.184   1.694  1.00  0.00           H  
HETATM   42  H14 UNL     1       3.663   3.283   1.775  1.00  0.00           H  
HETATM   43  H15 UNL     1       2.896   2.265   2.984  1.00  0.00           H  
HETATM   44  H16 UNL     1       2.333  -0.415   0.269  1.00  0.00           H  
HETATM   45  H17 UNL     1       1.986   0.476   3.108  1.00  0.00           H  
HETATM   46  H18 UNL     1       2.620  -1.013   2.416  1.00  0.00           H  
HETATM   47  H19 UNL     1      -0.251  -0.416   2.953  1.00  0.00           H  
HETATM   48  H20 UNL     1       0.545  -1.945   2.521  1.00  0.00           H  
HETATM   49  H21 UNL     1       0.731  -1.423   0.225  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.641   2.107  -0.260  1.00  0.00           H  
HETATM   51  H23 UNL     1      -1.589   1.254  -1.896  1.00  0.00           H  
HETATM   52  H24 UNL     1       0.557   2.067  -1.147  1.00  0.00           H  
HETATM   53  H25 UNL     1       0.446   0.265  -1.489  1.00  0.00           H  
HETATM   54  H26 UNL     1      -1.121   1.108   1.835  1.00  0.00           H  
HETATM   55  H27 UNL     1      -0.361   2.589   1.247  1.00  0.00           H  
HETATM   56  H28 UNL     1       0.393   1.574   2.584  1.00  0.00           H  
HETATM   57  H29 UNL     1      -4.789   0.816   1.143  1.00  0.00           H  
HETATM   58  H30 UNL     1      -4.588  -0.944   1.361  1.00  0.00           H  
HETATM   59  H31 UNL     1      -3.311   0.161   1.864  1.00  0.00           H  
HETATM   60  H32 UNL     1      -3.638   1.070  -2.158  1.00  0.00           H  
HETATM   61  H33 UNL     1      -3.727   1.959  -0.628  1.00  0.00           H  
HETATM   62  H34 UNL     1      -5.889   0.906  -2.218  1.00  0.00           H  
HETATM   63  H35 UNL     1      -5.992   1.627  -0.530  1.00  0.00           H  
HETATM   64  H36 UNL     1      -5.478  -2.012  -2.051  1.00  0.00           H  
HETATM   65  H37 UNL     1      -5.471  -2.600  -0.390  1.00  0.00           H  
HETATM   66  H38 UNL     1      -3.361  -1.321  -2.038  1.00  0.00           H  
HETATM   67  H39 UNL     1      -2.256  -3.030  -1.129  1.00  0.00           H  
HETATM   68  H40 UNL     1      -3.551  -3.407   0.027  1.00  0.00           H  
HETATM   69  H41 UNL     1      -1.299  -3.014   0.912  1.00  0.00           H  
HETATM   70  H42 UNL     1      -2.548  -2.110   1.760  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    4
CONECT    3   32   33   34
CONECT    4    5   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8    9   40
CONECT    8   41   42   43
CONECT    9   10   17   44
CONECT   10   11   45   46
CONECT   11   12   47   48
CONECT   12   13   17   49
CONECT   13   14   14   28
CONECT   14   15   19
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18
CONECT   18   54   55   56
CONECT   19   20   21   26
CONECT   20   57   58   59
CONECT   21   22   60   61
CONECT   22   23   62   63
CONECT   23   24   24   25
CONECT   25   26   64   65
CONECT   26   27   66
CONECT   27   28   67   68
CONECT   28   69   70
END
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SMILES for #<Metabolite:0x0000560bdf9283a8>

[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C[C@]1([H])CC3)[C@H](C)CCC=C(C)C
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INCHI for #<Metabolite:0x0000560bdf9283a8>

InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,19-20,23-24H,6,8-17H2,1-5H3/t19-,20+,23-,24+,26+,27-/m1/s1
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Synonyms
ValueSource
ZymosteroneChEBI
5a-Cholesta-8,24-dien-3-oneGenerator
5Α-cholesta-8,24-dien-3-oneGenerator
Molecular FormulaC27H42O
Average Mass382.6218
Monoisotopic Mass382.323565966
IUPAC Name(2S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one
Traditional Name5α-cholesta-8,24-dien-3-one
CAS Registry Number128-33-6
SMILES
[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C[C@]1([H])CC3)[C@H](C)CCC=C(C)C
InChI Identifier
InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,19-20,23-24H,6,8-17H2,1-5H3/t19-,20+,23-,24+,26+,27-/m1/s1
InChI KeyAUNLIRXIJAVBNM-ZSBATXSLSA-N