MiMeDB: Showing metabocard for Coprinacin B (MMDBc0017291)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:43:02 UTC

Update Date

2022-08-31 06:42:06 UTC

Metabolite ID

MMDBc0017291

Metabolite Identification

Common Name

Coprinacin B

Description

Coprinacin B belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a significant number of articles have been published on Coprinacin B.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109432D          

 56 59  0  0  1  0            999 V2000
   -3.2000   -1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3282   -0.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -0.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    0.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4005    4.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505   -1.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6838    1.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7094    2.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7119    3.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    2.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046   -0.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -0.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -0.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    0.3176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8091    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884    4.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0626   -0.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717    1.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6810    0.4304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5703   -0.4831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1200    2.0716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0566    4.6765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5945   -1.5808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5914    0.4067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626    2.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9919    1.1946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3081    3.2699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3701   -0.3338    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1887    1.1973    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982    0.5433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202    3.4151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5308   -0.3193    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717    2.0084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8081    2.4441    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1490    1.6202    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0  0  0  0
 15 14  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20 12  2  0  0  0  0
 21  3  1  6  0  0  0
 22  4  1  0  0  0  0
 23  5  1  0  0  0  0
 24  6  1  0  0  0  0
 25  7  1  0  0  0  0
 26 17  1  0  0  0  0
 27 13  1  0  0  0  0
 27 21  1  0  0  0  0
 28 16  1  0  0  0  0
 29 18  1  0  0  0  0
 30 16  1  0  0  0  0
 31 14  1  0  0  0  0
 32 21  1  6  0  0  0
 32 26  1  0  0  0  0
 33 29  1  0  0  0  0
 34 28  1  0  0  0  0
 34 33  2  0  0  0  0
 35  8  1  0  0  0  0
 35  9  1  0  0  0  0
 35 30  1  0  0  0  0
 35 31  1  0  0  0  0
 36 10  1  1  0  0  0
 36 15  1  0  0  0  0
 36 30  1  0  0  0  0
 36 33  1  0  0  0  0
 37 11  1  6  0  0  0
 37 17  1  0  0  0  0
 37 34  1  0  0  0  0
 38 18  1  0  0  0  0
 38 19  1  1  0  0  0
 38 32  1  0  0  0  0
 38 37  1  0  0  0  0
 39 19  1  0  0  0  0
 40 22  2  0  0  0  0
 41 23  2  0  0  0  0
 42 24  2  0  0  0  0
 43 25  2  0  0  0  0
 26 44  1  1  0  0  0
 45 22  1  0  0  0  0
 27 45  1  6  0  0  0
 46 23  1  0  0  0  0
 28 46  1  6  0  0  0
 47 24  1  0  0  0  0
 29 47  1  1  0  0  0
 48 25  1  0  0  0  0
 31 48  1  1  0  0  0
 21 49  1  1  0  0  0
 26 50  1  6  0  0  0
 27 51  1  1  0  0  0
 28 52  1  1  0  0  0
 29 53  1  6  0  0  0
 30 54  1  6  0  0  0
 31 55  1  6  0  0  0
 32 56  1  6  0  0  0
M  END


  Mrv1652305152109432D          

 56 59  0  0  1  0            999 V2000
   -3.2000   -1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3282   -0.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -0.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    0.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4005    4.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505   -1.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6838    1.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7094    2.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7119    3.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    2.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046   -0.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -0.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -0.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    0.3176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8091    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884    4.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0626   -0.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717    1.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6810    0.4304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5703   -0.4831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1200    2.0716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0566    4.6765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5945   -1.5808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5914    0.4067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626    2.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9919    1.1946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3081    3.2699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3701   -0.3338    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1887    1.1973    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982    0.5433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202    3.4151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5308   -0.3193    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717    2.0084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8081    2.4441    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1490    1.6202    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0  0  0  0
 15 14  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20 12  2  0  0  0  0
 21  3  1  6  0  0  0
 22  4  1  0  0  0  0
 23  5  1  0  0  0  0
 24  6  1  0  0  0  0
 25  7  1  0  0  0  0
 26 17  1  0  0  0  0
 27 13  1  0  0  0  0
 27 21  1  0  0  0  0
 28 16  1  0  0  0  0
 29 18  1  0  0  0  0
 30 16  1  0  0  0  0
 31 14  1  0  0  0  0
 32 21  1  6  0  0  0
 32 26  1  0  0  0  0
 33 29  1  0  0  0  0
 34 28  1  0  0  0  0
 34 33  2  0  0  0  0
 35  8  1  0  0  0  0
 35  9  1  0  0  0  0
 35 30  1  0  0  0  0
 35 31  1  0  0  0  0
 36 10  1  1  0  0  0
 36 15  1  0  0  0  0
 36 30  1  0  0  0  0
 36 33  1  0  0  0  0
 37 11  1  6  0  0  0
 37 17  1  0  0  0  0
 37 34  1  0  0  0  0
 38 18  1  0  0  0  0
 38 19  1  1  0  0  0
 38 32  1  0  0  0  0
 38 37  1  0  0  0  0
 39 19  1  0  0  0  0
 40 22  2  0  0  0  0
 41 23  2  0  0  0  0
 42 24  2  0  0  0  0
 43 25  2  0  0  0  0
 26 44  1  1  0  0  0
 45 22  1  0  0  0  0
 27 45  1  6  0  0  0
 46 23  1  0  0  0  0
 28 46  1  6  0  0  0
 47 24  1  0  0  0  0
 29 47  1  1  0  0  0
 48 25  1  0  0  0  0
 31 48  1  1  0  0  0
 21 49  1  1  0  0  0
 26 50  1  6  0  0  0
 27 51  1  1  0  0  0
 28 52  1  1  0  0  0
 29 53  1  6  0  0  0
 30 54  1  6  0  0  0
 31 55  1  6  0  0  0
 32 56  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0017291

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](CC=C(C)C)(OC(C)=O)[C@@]([H])(C)[C@@]1([H])[C@@]([H])(O)C[C@@]2(C)C3=C([C@]([H])(C[C@]12CO)OC(C)=O)[C@@]1(C)CC[C@]([H])(OC(C)=O)C(C)(C)[C@]1([H])C[C@@]3([H])OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C38H58O10/c1-20(2)12-13-27(45-22(4)40)21(3)32-26(44)17-37(11)34-28(46-23(5)41)16-30-35(8,9)31(48-25(7)43)14-15-36(30,10)33(34)29(47-24(6)42)18-38(32,37)19-39/h12,21,26-32,39,44H,13-19H2,1-11H3/t21-,26+,27+,28-,29+,30+,31+,32+,36+,37+,38+/m1/s1

> <INCHI_KEY>
APSZJCDRKANCQP-QDDXXPMJSA-N

> <FORMULA>
C38H58O10

> <MOLECULAR_WEIGHT>
674.872

> <EXACT_MASS>
674.402998068

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
106

> <JCHEM_AVERAGE_POLARIZABILITY>
76.30652032392642

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-6-methyl-2-[(2S,5S,7R,9R,11R,13S,14R,15S,17S)-5,9,17-tris(acetyloxy)-13-hydroxy-15-(hydroxymethyl)-2,6,6,11-tetramethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]hept-5-en-3-yl acetate

> <ALOGPS_LOGP>
4.49

> <JCHEM_LOGP>
3.1112512776666668

> <ALOGPS_LOGS>
-5.63

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.291141653316142

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.66459881539896

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7706084872921206

> <JCHEM_POLAR_SURFACE_AREA>
145.66

> <JCHEM_REFRACTIVITY>
179.14139999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.60e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-6-methyl-2-[(2S,5S,7R,9R,11R,13S,14R,15S,17S)-5,9,17-tris(acetyloxy)-13-hydroxy-15-(hydroxymethyl)-2,6,6,11-tetramethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]hept-5-en-3-yl acetate

> <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      -5.973  -2.844   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.079  -1.207   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.032  -0.834   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.189   1.225   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.481   7.823   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.334  -2.044   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.477   2.479   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.791   5.064   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.929   5.737   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.897   1.123   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.764   4.702   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.609  -0.202   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.083  -0.412   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.929   1.666   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.413   1.394   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.950   5.197   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.179   4.152   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.865   0.581   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.200   0.373   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.554  -1.418   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.612   0.593   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.244   2.441   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.965   7.552   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.850  -1.773   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.961   2.208   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.095   3.288   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.138   0.803   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.434   4.926   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.381   0.852   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.943   4.020   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.452   3.114   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.667   1.809   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.904   2.301   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.911   3.478   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.459   4.291   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.420   2.572   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.395   3.207   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.872   1.759   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.065  -0.902   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -5.824   3.867   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       1.972   8.729   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       4.843  -2.951   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      10.437   0.759   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -2.544   3.811   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -3.718   2.230   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       2.442   6.104   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       4.374  -0.325   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       9.968   3.385   0.000  0.00  0.00           O+0
HETATM   49  H   UNK     0      -2.557  -0.623   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.219   2.235   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.663   1.014   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.958   6.375   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.858  -0.596   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.427   3.749   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       8.975   4.562   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.278   3.024   0.000  0.00  0.00           H+0
CONECT    1   20                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   23                                                            
CONECT    6   24                                                            
CONECT    7   25                                                            
CONECT    8   35                                                            
CONECT    9   35                                                            
CONECT   10   36                                                            
CONECT   11   37                                                            
CONECT   12   13   20                                                       
CONECT   13   12   27                                                       
CONECT   14   15   31                                                       
CONECT   15   14   36                                                       
CONECT   16   28   30                                                       
CONECT   17   26   37                                                       
CONECT   18   29   38                                                       
CONECT   19   38   39                                                       
CONECT   20    1    2   12                                                  
CONECT   21    3   27   32   49                                             
CONECT   22    4   40   45                                                  
CONECT   23    5   41   46                                                  
CONECT   24    6   42   47                                                  
CONECT   25    7   43   48                                                  
CONECT   26   17   32   44   50                                             
CONECT   27   13   21   45   51                                             
CONECT   28   16   34   46   52                                             
CONECT   29   18   33   47   53                                             
CONECT   30   16   35   36   54                                             
CONECT   31   14   35   48   55                                             
CONECT   32   21   26   38   56                                             
CONECT   33   29   34   36                                                  
CONECT   34   28   33   37                                                  
CONECT   35    8    9   30   31                                             
CONECT   36   10   15   30   33                                             
CONECT   37   11   17   34   38                                             
CONECT   38   18   19   32   37                                             
CONECT   39   19                                                            
CONECT   40   22                                                            
CONECT   41   23                                                            
CONECT   42   24                                                            
CONECT   43   25                                                            
CONECT   44   26                                                            
CONECT   45   22   27                                                       
CONECT   46   23   28                                                       
CONECT   47   24   29                                                       
CONECT   48   25   31                                                       
CONECT   49   21                                                            
CONECT   50   26                                                            
CONECT   51   27                                                            
CONECT   52   28                                                            
CONECT   53   29                                                            
CONECT   54   30                                                            
CONECT   55   31                                                            
CONECT   56   32                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  118    0
END

Synonyms

Not Available

Molecular Formula

C₃₈H₅₈O₁₀

Average Mass

674.872

Monoisotopic Mass

674.402998068

IUPAC Name

(2S,3S)-6-methyl-2-[(2S,5S,7R,9R,11R,13S,14R,15S,17S)-5,9,17-tris(acetyloxy)-13-hydroxy-15-(hydroxymethyl)-2,6,6,11-tetramethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]hept-5-en-3-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@](CC=C(C)C)(OC(C)=O)[C@@]([H])(C)[C@@]1([H])[C@@]([H])(O)C[C@@]2(C)C3=C([C@]([H])(C[C@]12CO)OC(C)=O)[C@@]1(C)CC[C@]([H])(OC(C)=O)C(C)(C)[C@]1([H])C[C@@]3([H])OC(C)=O

InChI Identifier

InChI=1S/C38H58O10/c1-20(2)12-13-27(45-22(4)40)21(3)32-26(44)17-37(11)34-28(46-23(5)41)16-30-35(8,9)31(48-25(7)43)14-15-36(30,10)33(34)29(47-24(6)42)18-38(32,37)19-39/h12,21,26-32,39,44H,13-19H2,1-11H3/t21-,26+,27+,28-,29+,30+,31+,32+,36+,37+,38+/m1/s1

InChI Key

APSZJCDRKANCQP-QDDXXPMJSA-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
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
Steroid ester
18-hydroxysteroid
14-alpha-methylsteroid
16-hydroxysteroid
16-beta-hydroxysteroid
Hydroxysteroid
Steroid
Tetracarboxylic acid or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Primary alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	4.49	ALOGPS
logP	3.11	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	14.66	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	145.66 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	179.14 m³·mol⁻¹	ChemAxon
Polarizability	76.31 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 GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
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
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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

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
Eukaryota/Fungi	Basidiomycota	1	Human feces	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

78441431

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56964233

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 Coprinacin B (MMDBc0017291)

MOL for #<Metabolite:0x00007fed141541a0>

3D MOL for #<Metabolite:0x00007fed141541a0>

3D SDF for #<Metabolite:0x00007fed141541a0>

3D-SDF for #<Metabolite:0x00007fed141541a0>

PDB for #<Metabolite:0x00007fed141541a0>

3D PDB for #<Metabolite:0x00007fed141541a0>

SMILES for #<Metabolite:0x00007fed141541a0>

INCHI for #<Metabolite:0x00007fed141541a0>

Structure for #<Metabolite:0x00007fed141541a0>

3D Structure for #<Metabolite:0x00007fed141541a0>