MiMeDB: Showing metabocard for 2-Oxepin-2(3H)-ylideneacetyl-CoA (MMDBc0031579)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:40:01 UTC

Update Date

2022-08-31 18:21:55 UTC

MiMeDB ID

MMDBc0031579

Metabolite Identification

Common Name

2-Oxepin-2(3H)-ylideneacetyl-CoA

Description

2-Oxepin-2(3h)-ylideneacetyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine.

Structure

MOL SDF PDB SMILES InChI

 
  Mrv0541 07091216132D          
 
 58 61  0  0  1  0            999 V2000
    6.9713  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7138  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4150  -11.5500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1163  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8588  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5600  -11.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2613  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0038  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4063  -11.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1488  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500  -11.1375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.5513  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2525  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7138  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2613  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1488  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200  -11.5500    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9838   -8.6213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.8088   -8.6213    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.0563   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3963   -7.3425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7363   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8400   -7.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4888   -9.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3038   -9.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1288   -9.2813    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.1288   -8.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9538   -9.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1288  -10.1063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3025   -6.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3025   -7.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7463   -7.5900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7463   -6.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0038   -6.3525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6013   -6.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8588   -6.7650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8588   -7.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6013   -8.0025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6013   -5.5275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200   -7.8375    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200   -9.7350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2288  -12.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9713  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7138  -12.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9200  -13.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1050  -13.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4663  -14.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6413  -14.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 16  2  0  0  0  0
  7 17  2  0  0  0  0
 11 18  2  0  0  0  0
 12 19  1  6  0  0  0
 13 20  1  0  0  0  0
 13 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 27 30  1  6  0  0  0
 25 31  1  1  0  0  0
 26 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  2  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 37 41  1  0  0  0  0
 37 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 38 45  1  0  0  0  0
 42 46  1  0  0  0  0
 29 39  1  6  0  0  0
 30 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 48 51  1  0  0  0  0
 22 51  1  0  0  0  0
 54 55  1  0  0  0  0
 52 56  1  0  0  0  0
 55 57  2  0  0  0  0
 53 54  1  0  0  0  0
 56 58  2  0  0  0  0
 52 53  1  0  0  0  0
 57 58  1  0  0  0  0
  1 53  2  0  0  0  0
M  END

 
  Mrv0541 07091216132D          
 
 58 61  0  0  1  0            999 V2000
    6.9713  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7138  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4150  -11.5500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1163  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8588  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5600  -11.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2613  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0038  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4063  -11.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1488  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500  -11.1375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.5513  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2525  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7138  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2613  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1488  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200  -11.5500    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9838   -8.6213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.8088   -8.6213    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.0563   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3963   -7.3425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7363   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8400   -7.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4888   -9.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3038   -9.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1288   -9.2813    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.1288   -8.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9538   -9.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1288  -10.1063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3025   -6.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3025   -7.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7463   -7.5900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7463   -6.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0038   -6.3525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6013   -6.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8588   -6.7650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8588   -7.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6013   -8.0025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6013   -5.5275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200   -7.8375    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6450   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8200   -9.7350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2288  -12.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9713  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7138  -12.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9200  -13.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1050  -13.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4663  -14.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6413  -14.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 16  2  0  0  0  0
  7 17  2  0  0  0  0
 11 18  2  0  0  0  0
 12 19  1  6  0  0  0
 13 20  1  0  0  0  0
 13 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 27 30  1  6  0  0  0
 25 31  1  1  0  0  0
 26 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  2  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 37 41  1  0  0  0  0
 37 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 38 45  1  0  0  0  0
 42 46  1  0  0  0  0
 29 39  1  6  0  0  0
 30 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 48 51  1  0  0  0  0
 22 51  1  0  0  0  0
 54 55  1  0  0  0  0
 52 56  1  0  0  0  0
 55 57  2  0  0  0  0
 53 54  1  0  0  0  0
 56 58  2  0  0  0  0
 52 53  1  0  0  0  0
 57 58  1  0  0  0  0
  1 53  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031579

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@H](C(C)(C)COP(=O)(O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(=O)NCCC(=O)NCCSC(=O)\C=C1\CC=CC=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C29H42N7O18P3S/c1-29(2,24(40)27(41)32-8-7-19(37)31-9-11-58-20(38)12-17-6-4-3-5-10-49-17)14-51-57(47,48)54-56(45,46)50-13-18-23(53-55(42,43)44)22(39)28(52-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-5,10,12,15-16,18,22-24,28,39-40H,6-9,11,13-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/b17-12-/t18-,22-,23-,24+,28-/m1/s1

> <INCHI_KEY>
ZQZCWPBSHHYCMM-BETJHJQZSA-N

> <FORMULA>
C29H42N7O18P3S

> <MOLECULAR_WEIGHT>
901.666

> <EXACT_MASS>
901.151987801

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
79.70339986559243

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3R)-3-[(2-{[2-({2-[(2Z)-2,3-dihydrooxepin-2-ylidene]acetyl}sulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
0.23

> <JCHEM_LOGP>
-5.802646004299685

> <ALOGPS_LOGS>
-2.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
2.6787711798581495

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8252479627216065

> <JCHEM_PKA_STRONGEST_BASIC>
4.946047024039826

> <JCHEM_POLAR_SURFACE_AREA>
372.85999999999996

> <JCHEM_REFRACTIVITY>
202.60780000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.73e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxepin-CoA

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-12         0                                  
HETATM    1  C   UNK     0      13.013 -21.560   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.399 -20.790   0.000  0.00  0.00           C+0
HETATM    3  S   UNK     0      15.708 -21.560   0.000  0.00  0.00           S+0
HETATM    4  C   UNK     0      17.017 -20.790   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.403 -21.560   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      19.712 -20.790   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      21.021 -21.560   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.407 -20.790   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.716 -21.560   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      25.025 -20.790   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      26.411 -21.560   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.720 -20.790   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.029 -21.560   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.338 -20.790   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      31.724 -21.560   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.399 -19.250   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      21.021 -23.100   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      26.411 -23.100   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      27.720 -19.250   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      29.029 -20.020   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.029 -23.100   0.000  0.00  0.00           C+0
HETATM   22  P   UNK     0      33.264 -21.560   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0      34.804 -21.560   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      33.264 -23.100   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      26.103 -16.093   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      27.643 -16.093   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      28.105 -14.630   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      26.873 -13.706   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      25.641 -14.630   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      29.568 -14.168   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      25.179 -17.325   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      28.567 -17.325   0.000  0.00  0.00           O+0
HETATM   33  P   UNK     0      30.107 -17.325   0.000  0.00  0.00           P+0
HETATM   34  O   UNK     0      30.107 -15.785   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      31.647 -17.325   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      30.107 -18.865   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      21.098 -12.628   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      21.098 -14.168   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0      23.793 -14.168   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0      23.793 -12.628   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      22.407 -11.858   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      19.789 -11.858   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0      18.403 -12.628   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      18.403 -14.168   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      19.789 -14.938   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      19.789 -10.318   0.000  0.00  0.00           N+0
HETATM   47  O   UNK     0      31.724 -14.630   0.000  0.00  0.00           O+0
HETATM   48  P   UNK     0      33.264 -14.630   0.000  0.00  0.00           P+0
HETATM   49  O   UNK     0      33.264 -13.090   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      34.804 -14.630   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      33.264 -18.172   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      11.627 -23.793   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      13.013 -23.100   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      14.399 -23.716   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      14.784 -25.256   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      11.396 -25.333   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      13.937 -26.488   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      12.397 -26.488   0.000  0.00  0.00           C+0
CONECT    1    2   53                                                       
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   20   21                                             
CONECT   14   13   15                                                       
CONECT   15   14   22                                                       
CONECT   16    2                                                            
CONECT   17    7                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   13                                                            
CONECT   22   15   23   24   51                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   26   29   31                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28   25   39                                                  
CONECT   30   27   47                                                       
CONECT   31   25                                                            
CONECT   32   26   33                                                       
CONECT   33   32   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   38   41   42                                                  
CONECT   38   37   39   45                                                  
CONECT   39   38   40   29                                                  
CONECT   40   39   41                                                       
CONECT   41   40   37                                                       
CONECT   42   37   43   46                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   38                                                       
CONECT   46   42                                                            
CONECT   47   30   48                                                       
CONECT   48   47   49   50   51                                             
CONECT   49   48                                                            
CONECT   50   48                                                            
CONECT   51   48   22                                                       
CONECT   52   56   53                                                       
CONECT   53   54   52    1                                                  
CONECT   54   55   53                                                       
CONECT   55   54   57                                                       
CONECT   56   52   58                                                       
CONECT   57   55   58                                                       
CONECT   58   56   57                                                       
MASTER        0    0    0    0    0    0    0    0   58    0  122    0
END

Synonyms

Value	Source
Oxepin-CoA	ChEBI

Chemical Formula

C₂₉H₄₂N₇O₁₈P₃S

Average Molecular Weight

901.666

Monoisotopic Molecular Weight

901.151987801

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3R)-3-[(2-{[2-({2-[(2Z)-2,3-dihydrooxepin-2-ylidene]acetyl}sulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

Traditional Name

oxepin-CoA

CAS Registry Number

Not Available

SMILES

O[C@H](C(C)(C)COP(=O)(O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(=O)NCCC(=O)NCCSC(=O)\C=C1\CC=CC=CO1

InChI Identifier

InChI=1S/C29H42N7O18P3S/c1-29(2,24(40)27(41)32-8-7-19(37)31-9-11-58-20(38)12-17-6-4-3-5-10-49-17)14-51-57(47,48)54-56(45,46)50-13-18-23(53-55(42,43)44)22(39)28(52-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-5,10,12,15-16,18,22-24,28,39-40H,6-9,11,13-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/b17-12-/t18-,22-,23-,24+,28-/m1/s1

InChI Key

ZQZCWPBSHHYCMM-BETJHJQZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Acyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Ribonucleoside 3'-phosphate
Pentose phosphate
Pentose-5-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Monosaccharide
Alkyl phosphate
Fatty amide
Phosphoric acid ester
Imidolactam
Pyrimidine
Imidazole
Azole
Vinylogous ester
Heteroaromatic compound
Tetrahydrofuran
Amino acid or derivatives
Thiocarboxylic acid ester
Carbothioic s-ester
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Sulfenyl compound
Thiocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Organosulfur compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Primary amine
Organopnictogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Alcohol
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acyl-CoA (CHEBI:63251 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.73 g/L	ALOGPS
logP	0.23	ALOGPS
logP	-5.8	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	372.86 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	202.61 m³·mol⁻¹	ChemAxon
Polarizability	79.7 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1912000120-ac12d68d414245d8ccfa	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0933000000-28af69d86b4b2c5eb4b7	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-2911000000-7d58a53ead7fe5d17826	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-053r-2911030222-69dc55286d1a6485804f	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-3910010010-786c7725eccfa0940350	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-5900100000-a900dc3ca65cd722406d	2015-09-16	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Proteobacteria	1	Human	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C19975

BioCyc ID

CPD0-2363

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46926227

PDB ID

Not Available

ChEBI ID

63251

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 2-Oxepin-2(3H)-ylideneacetyl-CoA (MMDBc0031579)

MOL for #<Metabolite:0x000055b76dd98aa8>

3D MOL for #<Metabolite:0x000055b76dd98aa8>

3D SDF for #<Metabolite:0x000055b76dd98aa8>

3D-SDF for #<Metabolite:0x000055b76dd98aa8>

PDB for #<Metabolite:0x000055b76dd98aa8>

3D PDB for #<Metabolite:0x000055b76dd98aa8>

SMILES for #<Metabolite:0x000055b76dd98aa8>

INCHI for #<Metabolite:0x000055b76dd98aa8>

Structure for #<Metabolite:0x000055b76dd98aa8>

3D Structure for #<Metabolite:0x000055b76dd98aa8>