MiMeDB: Showing metabocard for Heptaprenylcycline (MMDBc0012825)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 04:16:22 UTC

Update Date

2022-08-31 06:35:07 UTC

Metabolite ID

MMDBc0012825

Metabolite Identification

Common Name

Heptaprenylcycline

Description

Heptaprenylcycline belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Heptaprenylcycline is possibly neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152106162D          

 36 36  0  0  0  0            999 V2000
   11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4354   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 14  9  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 12  1  0  0  0  0
 22 13  1  0  0  0  0
 23 13  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28  1  1  0  0  0  0
 28  2  1  0  0  0  0
 28 14  1  0  0  0  0
 29  3  1  0  0  0  0
 29 15  1  0  0  0  0
 29 16  1  0  0  0  0
 30  4  1  0  0  0  0
 30 17  1  0  0  0  0
 30 18  1  0  0  0  0
 31  5  1  0  0  0  0
 31 19  1  0  0  0  0
 31 20  1  0  0  0  0
 32  6  1  0  0  0  0
 32 21  1  0  0  0  0
 32 22  2  0  0  0  0
 33  7  1  0  0  0  0
 33 24  2  0  0  0  0
 33 25  1  0  0  0  0
 34  8  2  0  0  0  0
 34 23  1  0  0  0  0
 35 26  1  0  0  0  0
 35 27  1  0  0  0  0
 35 34  1  0  0  0  0
 36 22  1  0  0  0  0
M  END


  Mrv1652305152106162D          

 36 36  0  0  0  0            999 V2000
   11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4354   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 14  9  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 12  1  0  0  0  0
 22 13  1  0  0  0  0
 23 13  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28  1  1  0  0  0  0
 28  2  1  0  0  0  0
 28 14  1  0  0  0  0
 29  3  1  0  0  0  0
 29 15  1  0  0  0  0
 29 16  1  0  0  0  0
 30  4  1  0  0  0  0
 30 17  1  0  0  0  0
 30 18  1  0  0  0  0
 31  5  1  0  0  0  0
 31 19  1  0  0  0  0
 31 20  1  0  0  0  0
 32  6  1  0  0  0  0
 32 21  1  0  0  0  0
 32 22  2  0  0  0  0
 33  7  1  0  0  0  0
 33 24  2  0  0  0  0
 33 25  1  0  0  0  0
 34  8  2  0  0  0  0
 34 23  1  0  0  0  0
 35 26  1  0  0  0  0
 35 27  1  0  0  0  0
 35 34  1  0  0  0  0
 36 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0012825

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CCC(=C)C1CCC(C)=CC1)=C(/C)CCCC(C)CCCC(C)CCCC(C)CCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C35H64/c1-28(2)14-9-15-29(3)16-10-17-30(4)18-11-19-31(5)20-12-21-32(6)22-13-23-34(8)35-26-24-33(7)25-27-35/h22,24,28-31,35H,8-21,23,25-27H2,1-7H3/b32-22-

> <INCHI_KEY>
HYJZKCOWAKHVCB-JDCMOKTRSA-N

> <FORMULA>
C35H64

> <MOLECULAR_WEIGHT>
484.897

> <EXACT_MASS>
484.500802061

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
66.28237065951518

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-methyl-4-[(5Z)-6,10,14,18,22-pentamethyltricosa-1,5-dien-2-yl]cyclohex-1-ene

> <ALOGPS_LOGP>
10.32

> <JCHEM_LOGP>
13.140701951999999

> <ALOGPS_LOGS>
-7.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
162.09330000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.41e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methyl-4-[(5Z)-6,10,14,18,22-pentamethyltricosa-1,5-dien-2-yl]cyclohex-1-ene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      21.339  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      22.673  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      28.007  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      33.342  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      38.677  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      44.011  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      49.346 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      42.678  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.340  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      30.675  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      36.009  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      41.344  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      45.345  -6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.006  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.674  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.341  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      32.008  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.676  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.343  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      40.010  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      42.678  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      45.345  -4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      44.011  -6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      48.012  -9.240   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      46.679 -11.550   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      46.679  -8.470   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      45.345 -10.780   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      22.673  -3.850   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      28.007  -3.850   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      33.342  -3.850   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      38.677  -3.850   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      44.011  -3.850   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      48.012 -10.780   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      44.011  -8.470   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      45.345  -9.240   0.000  0.00  0.00           C+0
HETATM   36  H   UNK     0      46.679  -3.850   0.000  0.00  0.00           H+0
CONECT    1   28                                                            
CONECT    2   28                                                            
CONECT    3   29                                                            
CONECT    4   30                                                            
CONECT    5   31                                                            
CONECT    6   32                                                            
CONECT    7   33                                                            
CONECT    8   34                                                            
CONECT    9   14   15                                                       
CONECT   10   16   17                                                       
CONECT   11   18   19                                                       
CONECT   12   20   21                                                       
CONECT   13   22   23                                                       
CONECT   14    9   28                                                       
CONECT   15    9   29                                                       
CONECT   16   10   29                                                       
CONECT   17   10   30                                                       
CONECT   18   11   30                                                       
CONECT   19   11   31                                                       
CONECT   20   12   31                                                       
CONECT   21   12   32                                                       
CONECT   22   13   32   36                                                  
CONECT   23   13   34                                                       
CONECT   24   26   33                                                       
CONECT   25   27   33                                                       
CONECT   26   24   35                                                       
CONECT   27   25   35                                                       
CONECT   28    1    2   14                                                  
CONECT   29    3   15   16                                                  
CONECT   30    4   17   18                                                  
CONECT   31    5   19   20                                                  
CONECT   32    6   21   22                                                  
CONECT   33    7   24   25                                                  
CONECT   34    8   23   35                                                  
CONECT   35   26   27   34                                                  
CONECT   36   22                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   72    0
END

Synonyms

Not Available

Molecular Formula

C₃₅H₆₄

Average Mass

484.897

Monoisotopic Mass

484.500802061

IUPAC Name

1-methyl-4-[(5Z)-6,10,14,18,22-pentamethyltricosa-1,5-dien-2-yl]cyclohex-1-ene

Traditional Name

1-methyl-4-[(5Z)-6,10,14,18,22-pentamethyltricosa-1,5-dien-2-yl]cyclohex-1-ene

CAS Registry Number

Not Available

SMILES

[H]\C(CCC(=C)C1CCC(C)=CC1)=C(/C)CCCC(C)CCCC(C)CCCC(C)CCCC(C)C

InChI Identifier

InChI=1S/C35H64/c1-28(2)14-9-15-29(3)16-10-17-30(4)18-11-19-31(5)20-12-21-32(6)22-13-23-34(8)35-26-24-33(7)25-27-35/h22,24,28-31,35H,8-21,23,25-27H2,1-7H3/b32-22-

InChI Key

HYJZKCOWAKHVCB-JDCMOKTRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Branched unsaturated hydrocarbon
Cycloalkene
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.4e-05 g/L	ALOGPS
logP	10.32	ALOGPS
logP	13.14	ChemAxon
logS	-7.3	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	162.09 m³·mol⁻¹	ChemAxon
Polarizability	66.28 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	1	Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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

28285668

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25135395

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Heptaprenylcycline (MMDBc0012825)

MOL for #<Metabolite:0x00007f47057004b0>

3D MOL for #<Metabolite:0x00007f47057004b0>

3D SDF for #<Metabolite:0x00007f47057004b0>

3D-SDF for #<Metabolite:0x00007f47057004b0>

PDB for #<Metabolite:0x00007f47057004b0>

3D PDB for #<Metabolite:0x00007f47057004b0>

SMILES for #<Metabolite:0x00007f47057004b0>

INCHI for #<Metabolite:0x00007f47057004b0>

Structure for #<Metabolite:0x00007f47057004b0>

3D Structure for #<Metabolite:0x00007f47057004b0>