MiMeDB: Showing metabocard for Ferricytochrome c (MMDBc0030445)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:08:33 UTC

Update Date

2022-08-31 17:51:14 UTC

Metabolite ID

MMDBc0030445

Metabolite Identification

Common Name

Ferricytochrome c

Description

Cytochrome c, or Cyt c, is a small heme protein and a component of the oxidative phosphorylation electron transport chain. The heme group of cytochrome c accepts electrons from the Cytochrome b-c1 complex (Complex III) and transfers electrons to the Cytochrome oxidase complex (Complex IV). Cyt c is capable of undergoing oxidation and reduction, but does not bind oxygen. Cytochrome c is a highly conserved protein across the spectrum of species, found in plants, animals, and many unicellular organisms. This, along with its small size (molecular weight about 12,000 daltons), makes it useful in studies of cladistics. Its primary structure consists of a chain of about 100 amino acids. (Wikipedia)

Structure

MOL SDF PDB SMILES InChI

      
  Mrv1533005191515382D          

 55 60  0  0  0  0            999 V2000
    3.0622    2.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    2.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    0.8560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7767    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7767    2.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332    0.8559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8629    0.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1691    0.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1691    1.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5454    2.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2598    1.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2599    0.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5453    0.4930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744    0.4931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888    0.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033    0.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1177    0.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8322    0.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5467    0.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2612    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742    2.1430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5454    2.9681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8836    2.1430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332    2.5060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    3.3310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911    2.5060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911    0.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2056    1.2683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2612   -0.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033   -0.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9286   -0.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6737   -1.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8487   -1.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5938   -0.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7357   -0.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2877   -1.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0328   -2.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2258   -2.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5849   -2.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3299   -3.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5230   -3.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9709   -2.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3920   -2.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9439   -3.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6889   -3.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8818   -4.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1002   -0.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3382   -2.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0946   -1.0865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8398   -1.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6268   -4.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0748   -4.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2409   -4.4954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9756    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  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
  9 10  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  5 28  1  0  0  0  0
 21 30  1  0  0  0  0
 17 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 30 32  1  0  0  0  0
 30 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 33 39  1  0  0  0  0
 32 36  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 39 43  1  0  0  0  0
 38 40  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 41 47  1  0  0  0  0
 40 44  1  0  0  0  0
 32 48  1  0  0  0  0
 33 49  1  0  0  0  0
 38 51  1  0  0  0  0
 47 52  1  0  0  0  0
 47 53  1  0  0  0  0
  1 26  1  0  0  0  0
  2 25  1  0  0  0  0
 10 24  1  0  0  0  0
 11 23  1  0  0  0  0
 12 22  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6 27  1  0  0  0  0
 28 29  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 37 50  2  0  0  0  0
 46 54  1  0  0  0  0
 21 55  1  0  0  0  0
M  END

      
  Mrv1533005191515382D          

 55 60  0  0  0  0            999 V2000
    3.0622    2.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    2.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    0.8560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7767    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7767    2.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332    0.8559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8629    0.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1691    0.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1691    1.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5454    2.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2598    1.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2599    0.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5453    0.4930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744    0.4931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888    0.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033    0.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1177    0.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8322    0.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5467    0.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2612    0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742    2.1430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5454    2.9681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8836    2.1430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332    2.5060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    3.3310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911    2.5060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911    0.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2056    1.2683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2612   -0.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033   -0.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9286   -0.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6737   -1.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8487   -1.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5938   -0.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7357   -0.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2877   -1.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0328   -2.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2258   -2.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5849   -2.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3299   -3.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5230   -3.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9709   -2.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3920   -2.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9439   -3.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6889   -3.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8818   -4.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1002   -0.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3382   -2.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0946   -1.0865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8398   -1.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6268   -4.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0748   -4.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2409   -4.4954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9756    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  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
  9 10  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  5 28  1  0  0  0  0
 21 30  1  0  0  0  0
 17 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 30 32  1  0  0  0  0
 30 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 33 39  1  0  0  0  0
 32 36  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 39 43  1  0  0  0  0
 38 40  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 41 47  1  0  0  0  0
 40 44  1  0  0  0  0
 32 48  1  0  0  0  0
 33 49  1  0  0  0  0
 38 51  1  0  0  0  0
 47 52  1  0  0  0  0
 47 53  1  0  0  0  0
  1 26  1  0  0  0  0
  2 25  1  0  0  0  0
 10 24  1  0  0  0  0
 11 23  1  0  0  0  0
 12 22  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6 27  1  0  0  0  0
 28 29  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 37 50  2  0  0  0  0
 46 54  1  0  0  0  0
 21 55  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030445

> <DATABASE_NAME>
MIME

> <SMILES>
CC(CC\C=C(/C)COC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C1CCC2(C)C3CC=C4C(CCC(O)C4(C)C)C3(C)C(=O)CC12C

> <INCHI_IDENTIFIER>
InChI=1S/C42H68O13/c1-21(19-52-37-36(51)34(49)32(47)27(55-37)20-53-38-35(50)33(48)31(46)26(18-43)54-38)9-8-10-22(2)23-15-16-40(5)28-13-11-24-25(12-14-29(44)39(24,3)4)42(28,7)30(45)17-41(23,40)6/h9,11,22-23,25-29,31-38,43-44,46-51H,8,10,12-20H2,1-7H3/b21-9+

> <INCHI_KEY>
FHOKVOIILRHONR-ZVBGSRNCSA-N

> <FORMULA>
C42H68O13

> <MOLECULAR_WEIGHT>
780.993

> <EXACT_MASS>
780.46599225

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
123

> <JCHEM_AVERAGE_POLARIZABILITY>
86.74539087737504

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-1,6,6,11,15-pentamethyl-14-[(5E)-6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-17-one

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
2.2606045363333327

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.432769145203924

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.910526968141047

> <JCHEM_PKA_STRONGEST_BASIC>
-0.87054111317902

> <JCHEM_POLAR_SURFACE_AREA>
215.82999999999998

> <JCHEM_REFRACTIVITY>
202.10580000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-1,6,6,11,15-pentamethyl-14-[(5E)-6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-17-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-MAY-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAY-15         0                                  
HETATM    1  C   UNK     0       5.716   4.678   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.382   3.908   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.382   2.368   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.716   1.598   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.050   2.368   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.050   3.908   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.049   1.598   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.611   0.857   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.316   1.690   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.316   3.230   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.018   4.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.352   3.230   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.352   1.690   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.018   0.920   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -3.686   0.920   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -5.019   1.690   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.353   0.921   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.686   1.691   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.020   0.921   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -10.354   1.691   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.688   0.921   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.685   4.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.018   5.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.649   4.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.049   4.678   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.716   6.218   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.383   4.678   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.383   1.598   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.717   2.367   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0     -11.688  -0.619   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -6.353  -0.619   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -12.933  -1.524   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -12.458  -2.989   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -10.918  -2.989   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -10.442  -1.524   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -14.440  -1.204   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -15.470  -2.348   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -14.995  -3.813   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -13.488  -4.133   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -16.025  -4.958   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -15.549  -6.422   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -14.043  -6.743   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -13.012  -5.598   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -17.532  -4.638   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -18.562  -5.782   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -18.086  -7.247   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -16.579  -7.567   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -13.254  -0.018   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -11.831  -4.396   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0     -16.977  -2.028   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0     -16.501  -3.493   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -16.103  -9.031   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -15.073  -7.887   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0     -19.116  -8.391   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0     -13.021   1.691   0.000  0.00  0.00           C+0
CONECT    1    2    6   26                                                  
CONECT    2    1    3   25                                                  
CONECT    3    2    7    4                                                  
CONECT    4    3    5                                                       
CONECT    5    6   28    4                                                  
CONECT    6    1    5   27                                                  
CONECT    7    3    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10   11    9   24                                                  
CONECT   11   10   12   23                                                  
CONECT   12   11   13   22                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13   16                                                       
CONECT   16   17   15                                                       
CONECT   17   16   18   31                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   30   55                                                  
CONECT   22   12                                                            
CONECT   23   11                                                            
CONECT   24   10                                                            
CONECT   25    2                                                            
CONECT   26    1                                                            
CONECT   27    6                                                            
CONECT   28    5   29                                                       
CONECT   29   28                                                            
CONECT   30   21   32   35                                                  
CONECT   31   17                                                            
CONECT   32   33   30   36   48                                             
CONECT   33   32   34   39   49                                             
CONECT   34   33   35                                                       
CONECT   35   34   30                                                       
CONECT   36   37   32                                                       
CONECT   37   36   38   50                                                  
CONECT   38   37   39   40   51                                             
CONECT   39   38   33   43                                                  
CONECT   40   41   38   44                                                  
CONECT   41   40   42   47                                                  
CONECT   42   41   43                                                       
CONECT   43   42   39                                                       
CONECT   44   45   40                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   54                                                  
CONECT   47   46   41   52   53                                             
CONECT   48   32                                                            
CONECT   49   33                                                            
CONECT   50   37                                                            
CONECT   51   38                                                            
CONECT   52   47                                                            
CONECT   53   47                                                            
CONECT   54   46                                                            
CONECT   55   21                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  120    0
END

Synonyms

Not Available

Molecular Formula

C₄₂H₆₈O₁₃

Average Mass

780.993

Monoisotopic Mass

780.46599225

IUPAC Name

5-hydroxy-1,6,6,11,15-pentamethyl-14-[(5E)-6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-17-one

Traditional Name

CAS Registry Number

9007-43-6

SMILES

CC(CC\C=C(/C)COC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C1CCC2(C)C3CC=C4C(CCC(O)C4(C)C)C3(C)C(=O)CC12C

InChI Identifier

InChI=1S/C42H68O13/c1-21(19-52-37-36(51)34(49)32(47)27(55-37)20-53-38-35(50)33(48)31(46)26(18-43)54-38)9-8-10-22(2)23-15-16-40(5)28-13-11-24-25(12-14-29(44)39(24,3)4)42(28,7)30(45)17-41(23,40)6/h9,11,22-23,25-29,31-38,43-44,46-51H,8,10,12-20H2,1-7H3/b21-9+

InChI Key

FHOKVOIILRHONR-ZVBGSRNCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cucurbitacins

Direct Parent

Cucurbitacins

Alternative Parents

Substituents

Cucurbitacin skeleton
Triterpenoid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
Oxosteroid
11-oxosteroid
Delta-5-steroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Glycosyl compound
Disaccharide
O-glycosyl compound
Fatty acyl
Oxane
Cyclic alcohol
Secondary alcohol
Ketone
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Primary alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.073 g/L	ALOGPS
logP	3.32	ALOGPS
logP	2.26	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	215.83 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	202.11 m³·mol⁻¹	ChemAxon
Polarizability	86.75 Å³	ChemAxon
Number of Rings	6	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 GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dr-0001501900-322d7c529d547598fdbc	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01p9-0201903200-1bc7dad8ab75b3346070	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03ds-3601711900-323a08ca56d1c1a6e62d	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01t9-2411312900-f8d49b7e5c9270ab15d9	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03mi-4912300400-8c7f3ad3fd65569df1a9	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9410401000-38a2fe1ed61dae60c681	2016-09-14	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000556	Ferrocytochrome c	Ferricytochrome c	Not Available	VMH	30371894
MMDBr0000557	Ferricytochrome c	Ferrocytochrome c	Not Available	VMH	10453733 11047755
MMDBr0001571	Ferricytochrome c	Ferrocytochrome c	cytochrome b5 domain containing 1	VMH	18831974
MMDBr0002188	Ferricytochrome c	Ferrocytochrome c	sulfite oxidase	VMH	14729666
MMDBr0005057	Ferrocytochrome c	Ferricytochrome c	Not Available	VMH	10869362 12241082
MMDBr0006926	Ferricytochrome c	Ferrocytochrome c	Not Available	VMH	30371894
MMDBr0007059	Ferricytochrome c	Ferrocytochrome c	Not Available	VMH	30371894
MMDBr0007183	Ferrocytochrome c	Ferricytochrome c	Not Available	VMH	30371894
MMDBr0007893	Ferricytochrome c	Ferrocytochrome c	Not Available	VMH	30371894
MMDBr0007927	Ferricytochrome c	Ferrocytochrome c	Not Available	VMH	30371894
MMDBr0008277	Ferrocytochrome c	Ferricytochrome c	Not Available	VMH	30371894
MMDBr0008449	Ferrocytochrome c	Ferricytochrome c	Not Available	VMH	30371894
MMDBr0008486	Ferrocytochrome c	Ferricytochrome c	Not Available	VMH	30371894
MMDBr0008499	Ferricytochrome c	Ferrocytochrome c	Not Available	VMH	30371894
MMDBr0009727	13-L-Hydroperoxylinoleic acid	13-Oxy Radical-Octadecadienoate	Not Available	VMH	30371894
MMDBr0010262	Ferricytochrome c	Ferrocytochrome c	cytochrome b5 domain containing 1	VMH; KEGG	30371894
MMDBr0010687	Ferrocytochrome c	Ferricytochrome c	P450 (cytochrome) oxidoreductase	VMH; KEGG	30371894
MMDBr0010956	Ferricytochrome c	Ferrocytochrome c	Not Available	VMH	30371894
MMDBr0012612	Ferricytochrome c	Ferrocytochrome c	cytochrome c-1	VMH	30371894
MMDBr0012615	Ferrocytochrome c	Ferricytochrome c	cytochrome c oxidase subunit IV isoform 1	VMH	30371894
MMDBr0012616	Ferrocytochrome c	Ferricytochrome c	cytochrome c oxidase subunit IV isoform 1	VMH	30371894

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	Proteobacteria	169	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Human stool	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	357	Pig ; Human feces; Human ; Human stool; Human subgingival plaque; Human saliva; Human pleural fluid plaque; Cattle	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	93	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human supragingival plaque; Human subgingival plaque; Human gastric fluid	Metabolic reconstruction
Bacteria	Actinobacteria	118	Human feces; Human ; Human supragingival plaque; Human mucosa; Human pleural fluid plaque; Human dental plaque; Human sputum; Human nasopharyngeal swab; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Fusobacteria	19	Human feces; Human	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	2	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

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
Human Feces	Detected but not Quantified									HMDB

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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6123585

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wilson HL, Rajagopalan KV: The role of tyrosine 343 in substrate binding and catalysis by human sulfite oxidase. J Biol Chem. 2004 Apr 9;279(15):15105-13. doi: 10.1074/jbc.M314288200. Epub 2004 Jan 16. [PubMed:14729666 ]
Passarella S, de Bari L, Valenti D, Pizzuto R, Paventi G, Atlante A: Mitochondria and L-lactate metabolism. FEBS Lett. 2008 Oct 29;582(25-26):3569-76. doi: 10.1016/j.febslet.2008.09.042. Epub 2008 Oct 1. [PubMed:18831974 ]
Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
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 ]

Showing metabocard for Ferricytochrome c (MMDBc0030445)

MOL for #<Metabolite:0x00007fece819ee20>

3D MOL for #<Metabolite:0x00007fece819ee20>

3D SDF for #<Metabolite:0x00007fece819ee20>

3D-SDF for #<Metabolite:0x00007fece819ee20>

PDB for #<Metabolite:0x00007fece819ee20>

3D PDB for #<Metabolite:0x00007fece819ee20>

SMILES for #<Metabolite:0x00007fece819ee20>

INCHI for #<Metabolite:0x00007fece819ee20>

Structure for #<Metabolite:0x00007fece819ee20>

3D Structure for #<Metabolite:0x00007fece819ee20>