MiMeDB: Showing metabocard for 15-cis-4,4'-diapophytoene (MMDBc0055173)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:45:26 UTC

Update Date

2022-08-12 20:09:15 UTC

MiMeDB ID

MMDBc0055173

Metabolite Identification

Common Name

15-cis-4,4'-diapophytoene

Description

15-cis-4,4'-diapophytoene, also known as dehydrosqualene, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, 15-cis-4,4'-diapophytoene is considered to be an isoprenoid. Based on a literature review very few articles have been published on 15-cis-4,4'-diapophytoene.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221452D          

 36 35  0  0  0  0            999 V2000
    9.9000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 13  1  0  0  0  0
 24 14  1  0  0  0  0
 25  1  1  0  0  0  0
 25  2  1  0  0  0  0
 25 15  2  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 16  2  0  0  0  0
 27  5  1  0  0  0  0
 27 17  2  0  0  0  0
 27 21  1  0  0  0  0
 28  6  1  0  0  0  0
 28 18  2  0  0  0  0
 28 22  1  0  0  0  0
 29  7  1  0  0  0  0
 29 19  1  0  0  0  0
 29 23  2  0  0  0  0
 30  8  1  0  0  0  0
 30 20  1  0  0  0  0
 30 24  2  0  0  0  0
 31  9  1  0  0  0  0
 32 10  1  0  0  0  0
 33 17  1  0  0  0  0
 34 18  1  0  0  0  0
 35 23  1  0  0  0  0
 36 24  1  0  0  0  0
M  END


  Mrv1652306172221452D          

 36 35  0  0  0  0            999 V2000
    9.9000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 13  1  0  0  0  0
 24 14  1  0  0  0  0
 25  1  1  0  0  0  0
 25  2  1  0  0  0  0
 25 15  2  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 16  2  0  0  0  0
 27  5  1  0  0  0  0
 27 17  2  0  0  0  0
 27 21  1  0  0  0  0
 28  6  1  0  0  0  0
 28 18  2  0  0  0  0
 28 22  1  0  0  0  0
 29  7  1  0  0  0  0
 29 19  1  0  0  0  0
 29 23  2  0  0  0  0
 30  8  1  0  0  0  0
 30 20  1  0  0  0  0
 30 24  2  0  0  0  0
 31  9  1  0  0  0  0
 32 10  1  0  0  0  0
 33 17  1  0  0  0  0
 34 18  1  0  0  0  0
 35 23  1  0  0  0  0
 36 24  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0055173

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(CC\C(C)=C(/[H])\C(\[H])=C(\[H])C([H])=C(C)CC\C([H])=C(/C)CCC=C(C)C)=C(C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H48/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h9-10,15-18,23-24H,11-14,19-22H2,1-8H3/b10-9-,27-17+,28-18+,29-23+,30-24+

> <INCHI_KEY>
NXJJBCPAGHGVJC-LIKFLUFESA-N

> <FORMULA>
C30H48

> <MOLECULAR_WEIGHT>
408.714

> <EXACT_MASS>
408.375601546

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
55.19251233877598

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6E,10E,12Z,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,12,14,18,22-heptaene

> <JCHEM_LOGP>
10.060089895999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
145.73440000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
15-cis-4,4'-diapophytoene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      18.480   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.480   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.390  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.930   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.860   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.400   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.780   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.170   4.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.240   2.667   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.860   2.667   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.240   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.550   1.334   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.710   4.001   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.470   1.334   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.090   1.334   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0       9.240   5.335   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.160   5.335   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      10.780   2.667   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       7.700   2.667   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      10.010   1.334   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.310  -1.334   0.000  0.00  0.00           H+0
CONECT    1   25                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8   30                                                            
CONECT    9   10   17   31                                                  
CONECT   10    9   18   32                                                  
CONECT   11   15   19                                                       
CONECT   12   16   20                                                       
CONECT   13   21   23                                                       
CONECT   14   22   24                                                       
CONECT   15   11   25                                                       
CONECT   16   12   26                                                       
CONECT   17    9   27   33                                                  
CONECT   18   10   28   34                                                  
CONECT   19   11   29                                                       
CONECT   20   12   30                                                       
CONECT   21   13   27                                                       
CONECT   22   14   28                                                       
CONECT   23   13   29   35                                                  
CONECT   24   14   30   36                                                  
CONECT   25    1    2   15                                                  
CONECT   26    3    4   16                                                  
CONECT   27    5   17   21                                                  
CONECT   28    6   18   22                                                  
CONECT   29    7   19   23                                                  
CONECT   30    8   20   24                                                  
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
CONECT   35   23                                                            
CONECT   36   24                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   70    0
END

Synonyms

Value	Source
(12Z)-Dehydrosqualene	ChEBI
12-cis-Dehydrosqualene	ChEBI
12cis-Dehydrosqualene	ChEBI
Dehydrosqualene	ChEBI

Chemical Formula

C₃₀H₄₈

Average Molecular Weight

408.714

Monoisotopic Molecular Weight

408.375601546

IUPAC Name

(6E,10E,12Z,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,12,14,18,22-heptaene

Traditional Name

15-cis-4,4'-diapophytoene

CAS Registry Number

Not Available

SMILES

[H]C(CC\C(C)=C(/[H])\C(\[H])=C(\[H])C([H])=C(C)CC\C([H])=C(/C)CCC=C(C)C)=C(C)CCC=C(C)C

InChI Identifier

InChI=1S/C30H48/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h9-10,15-18,23-24H,11-14,19-22H2,1-8H3/b10-9-,27-17+,28-18+,29-23+,30-24+

InChI Key

NXJJBCPAGHGVJC-LIKFLUFESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Branched unsaturated hydrocarbon
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Acyclic olefin
Hydrocarbon
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

4,4'-diapophytoene (CHEBI:62738 )
C40 isoprenoids (tetraterpenes) (C16144 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	10.06	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	145.73 m³·mol⁻¹	ChemAxon
Polarizability	55.19 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View 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
	Firmicutes	12	Human ; Cattle

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

26332853

KEGG Compound ID

C16144

BioCyc ID

CPD-9906

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14019219

PDB ID

Not Available

ChEBI ID

62738

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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 15-cis-4,4'-diapophytoene (MMDBc0055173)

MOL for #<Metabolite:0x0000564abec0d320>

3D MOL for #<Metabolite:0x0000564abec0d320>

3D SDF for #<Metabolite:0x0000564abec0d320>

3D-SDF for #<Metabolite:0x0000564abec0d320>

PDB for #<Metabolite:0x0000564abec0d320>

3D PDB for #<Metabolite:0x0000564abec0d320>

SMILES for #<Metabolite:0x0000564abec0d320>

INCHI for #<Metabolite:0x0000564abec0d320>

Structure for #<Metabolite:0x0000564abec0d320>

3D Structure for #<Metabolite:0x0000564abec0d320>