MiMeDB: Showing metabocard for Sterenin M (MMDBc0000981)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-14 18:40:18 UTC

Update Date

2025-10-07 16:04:24 UTC

Metabolite ID

MMDBc0000981

Metabolite Identification

Common Name

Sterenin M

Description

Sterenin M is a secondary metabolite belonging to the class of natural products derived from mushrooms. Its chemical structure has not been explicitly detailed in the provided literature, but it is involved in various biochemical pathways, particularly in the context of viral inhibition. Sterenin M has been identified as a potential inhibitor of the SARS-CoV-2 main protease, a crucial enzyme for viral replication, through computational methods such as molecular docking and dynamics simulations (PMID:34174757 ). The metabolite exhibited favorable binding interactions and was evaluated for its absorption, distribution, metabolism, excretion, and toxicity (ADMET) profile, alongside binding energy calculations, which further supported its role as a SARS-CoV-2 main protease inhibitor (PMID:34174757 ). Additionally, Sterenin M was docked with RG4, revealing non-covalent interactions that may contribute to its biological activity (PMID:39611109 ). Given its promising properties, further validation through in vitro and in vivo studies is warranted to fully elucidate its potential therapeutic applications against SARS-CoV-2 (PMID:34174757 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142120402D          

 36 38  0  0  0  0            999 V2000
    0.7709   -7.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -8.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295   -0.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584   -0.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9584   -6.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -6.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8334   -6.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9440   -2.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9584   -8.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7209   -8.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834   -5.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9910   -3.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -7.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9440   -1.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5459   -7.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5459   -8.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2459   -5.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0709   -4.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2459   -4.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584   -2.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3084   -8.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0709   -5.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7209   -7.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8334   -5.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3259   -3.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3729   -2.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3084   -6.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584   -3.2577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9584   -9.5285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834   -8.0996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -5.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1105   -3.4877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3729   -1.1952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0874   -2.4327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7209   -5.9562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834   -6.6706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  6  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  8  1  0  0  0  0
 15  5  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 16 10  2  0  0  0  0
 17  7  1  0  0  0  0
 18 11  2  0  0  0  0
 19 12  1  0  0  0  0
 19 18  1  0  0  0  0
 20  8  1  0  0  0  0
 21 10  1  0  0  0  0
 22 11  1  0  0  0  0
 22 17  2  0  0  0  0
 23 15  1  0  0  0  0
 23 21  2  0  0  0  0
 24 17  1  0  0  0  0
 24 19  2  0  0  0  0
 25 18  1  0  0  0  0
 26 20  1  0  0  0  0
 27 23  1  0  0  0  0
 28 12  1  0  0  0  0
 28 20  1  0  0  0  0
 28 25  1  0  0  0  0
 29 16  1  0  0  0  0
 30 21  1  0  0  0  0
 31 24  1  0  0  0  0
 32 25  2  0  0  0  0
 33 26  2  0  0  0  0
 34 26  1  0  0  0  0
 35 27  2  0  0  0  0
 36 22  1  0  0  0  0
 36 27  1  0  0  0  0
M  END


  Mrv1652305142120402D          

 36 38  0  0  0  0            999 V2000
    0.7709   -7.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -8.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295   -0.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584   -0.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9584   -6.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -6.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8334   -6.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9440   -2.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9584   -8.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7209   -8.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834   -5.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9910   -3.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -7.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9440   -1.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5459   -7.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5459   -8.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2459   -5.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0709   -4.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2459   -4.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584   -2.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3084   -8.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0709   -5.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7209   -7.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8334   -5.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3259   -3.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3729   -2.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3084   -6.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584   -3.2577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9584   -9.5285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834   -8.0996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -5.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1105   -3.4877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3729   -1.1952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0874   -2.4327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7209   -5.9562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834   -6.6706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  6  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  8  1  0  0  0  0
 15  5  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 16 10  2  0  0  0  0
 17  7  1  0  0  0  0
 18 11  2  0  0  0  0
 19 12  1  0  0  0  0
 19 18  1  0  0  0  0
 20  8  1  0  0  0  0
 21 10  1  0  0  0  0
 22 11  1  0  0  0  0
 22 17  2  0  0  0  0
 23 15  1  0  0  0  0
 23 21  2  0  0  0  0
 24 17  1  0  0  0  0
 24 19  2  0  0  0  0
 25 18  1  0  0  0  0
 26 20  1  0  0  0  0
 27 23  1  0  0  0  0
 28 12  1  0  0  0  0
 28 20  1  0  0  0  0
 28 25  1  0  0  0  0
 29 16  1  0  0  0  0
 30 21  1  0  0  0  0
 31 24  1  0  0  0  0
 32 25  2  0  0  0  0
 33 26  2  0  0  0  0
 34 26  1  0  0  0  0
 35 27  2  0  0  0  0
 36 22  1  0  0  0  0
 36 27  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000981

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)CC(N1CC2=C(O)C(CC=C(C)C)=C(OC(=O)C3=C(O)C=C(O)C=C3C)C=C2C1=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H31NO8/c1-13(2)6-7-17-22(36-27(35)23-15(5)9-16(29)10-21(23)30)11-18-19(24(17)31)12-28(25(18)32)20(26(33)34)8-14(3)4/h6,9-11,14,20,29-31H,7-8,12H2,1-5H3,(H,33,34)

> <INCHI_KEY>
XZTGMLQCPNUZQT-UHFFFAOYSA-N

> <FORMULA>
C27H31NO8

> <MOLECULAR_WEIGHT>
497.544

> <EXACT_MASS>
497.204966962

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
52.48398345224939

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[6-(2,4-dihydroxy-6-methylbenzoyloxy)-4-hydroxy-5-(3-methylbut-2-en-1-yl)-1-oxo-2,3-dihydro-1H-isoindol-2-yl]-4-methylpentanoic acid

> <ALOGPS_LOGP>
3.53

> <JCHEM_LOGP>
5.966051086333334

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.761009989563179

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.163055701357686

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9018903860790695

> <JCHEM_POLAR_SURFACE_AREA>
144.6

> <JCHEM_REFRACTIVITY>
134.76610000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.66e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[6-(2,4-dihydroxy-6-methylbenzoyloxy)-4-hydroxy-5-(3-methylbut-2-en-1-yl)-1-oxo-3H-isoindol-2-yl]-4-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0       1.439 -13.786   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.749 -15.119   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.162  -1.461   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.829  -1.461   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.989 -12.452   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.749 -12.452   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.289 -12.452   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.495  -3.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.989 -15.119   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.679 -16.453   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.369  -9.784   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.583  -6.986   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.979 -13.786   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.495  -2.231   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.219 -13.786   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.219 -16.453   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.059 -11.118   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.599  -8.451   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.059  -8.451   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.829  -4.541   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.909 -15.119   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.599 -11.118   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.679 -13.786   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.289  -9.784   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.075  -6.986   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.163  -3.771   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.909 -12.452   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       6.829  -6.081   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      12.989 -17.787   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       8.369 -15.119   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       3.749  -9.784   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.540  -6.510   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       8.163  -2.231   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       9.496  -4.541   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      10.679 -11.118   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       8.369 -12.452   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5   15                                                            
CONECT    6    7   13                                                       
CONECT    7    6   17                                                       
CONECT    8   14   20                                                       
CONECT    9   15   16                                                       
CONECT   10   16   21                                                       
CONECT   11   18   22                                                       
CONECT   12   19   28                                                       
CONECT   13    1    2    6                                                  
CONECT   14    3    4    8                                                  
CONECT   15    5    9   23                                                  
CONECT   16    9   10   29                                                  
CONECT   17    7   22   24                                                  
CONECT   18   11   19   25                                                  
CONECT   19   12   18   24                                                  
CONECT   20    8   26   28                                                  
CONECT   21   10   23   30                                                  
CONECT   22   11   17   36                                                  
CONECT   23   15   21   27                                                  
CONECT   24   17   19   31                                                  
CONECT   25   18   28   32                                                  
CONECT   26   20   33   34                                                  
CONECT   27   23   35   36                                                  
CONECT   28   12   20   25                                                  
CONECT   29   16                                                            
CONECT   30   21                                                            
CONECT   31   24                                                            
CONECT   32   25                                                            
CONECT   33   26                                                            
CONECT   34   26                                                            
CONECT   35   27                                                            
CONECT   36   22   27                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

Synonyms

Not Available

Molecular Formula

C₂₇H₃₁NO₈

Average Mass

497.544

Monoisotopic Mass

497.204966962

IUPAC Name

2-[6-(2,4-dihydroxy-6-methylbenzoyloxy)-4-hydroxy-5-(3-methylbut-2-en-1-yl)-1-oxo-2,3-dihydro-1H-isoindol-2-yl]-4-methylpentanoic acid

Traditional Name

2-[6-(2,4-dihydroxy-6-methylbenzoyloxy)-4-hydroxy-5-(3-methylbut-2-en-1-yl)-1-oxo-3H-isoindol-2-yl]-4-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC(N1CC2=C(O)C(CC=C(C)C)=C(OC(=O)C3=C(O)C=C(O)C=C3C)C=C2C1=O)C(O)=O

InChI Identifier

InChI=1S/C27H31NO8/c1-13(2)6-7-17-22(36-27(35)23-15(5)9-16(29)10-21(23)30)11-18-19(24(17)31)12-28(25(18)32)20(26(33)34)8-14(3)4/h6,9-11,14,20,29-31H,7-8,12H2,1-5H3,(H,33,34)

InChI Key

XZTGMLQCPNUZQT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as leucine and derivatives. Leucine and derivatives are compounds containing leucine or a derivative thereof resulting from reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Leucine and derivatives

Alternative Parents

Substituents

Leucine or derivatives
Dihydroxybenzoic acid
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Benzoate ester
Isoindolone
Phenol ester
Salicylic acid or derivatives
Isoindoline
Benzoic acid or derivatives
Isoindole
Isoindole or derivatives
Benzoyl
Resorcinol
M-cresol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Toluene
Phenol
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Lactam
Carboxylic acid
Organoheterocyclic compound
Azacycle
Monocarboxylic acid or derivatives
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0087 g/L	ALOGPS
logP	3.53	ALOGPS
logP	5.97	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.16	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	144.6 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	134.77 m³·mol⁻¹	ChemAxon
Polarizability	52.48 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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_2_4) - 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)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-23	16.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	33.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	644.2
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	743.5
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	811.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	226.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3037.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	86.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	332.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	452.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	99.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	138.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	184.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	10.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	175.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	127.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	508.1
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1877.0
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1196.8

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Sterenin M_TMS_1	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O[Si](C)(C)C	standard non polar	2025-10-23	2452.95
Gas Chromatography	Sterenin M_TMS_2	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O	standard non polar	2025-10-23	1957.1
Gas Chromatography	Sterenin M_TMS_3	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O	standard non polar	2025-10-23	2032.01
Gas Chromatography	Sterenin M_TMS_4	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O	standard non polar	2025-10-23	2233.33
Gas Chromatography	Sterenin M_TMS_5	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O[Si](C)(C)C	standard non polar	2025-10-23	2372.52
Gas Chromatography	Sterenin M_TMS_6	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O[Si](C)(C)C	standard non polar	2025-10-23	1011.03
Gas Chromatography	Sterenin M_TMS_7	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O[Si](C)(C)C	standard non polar	2025-10-23	1904.02
Gas Chromatography	Sterenin M_TMS_8	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O	standard non polar	2025-10-23	2293.78
Gas Chromatography	Sterenin M_TMS_9	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O	standard non polar	2025-10-23	865.56
Gas Chromatography	Sterenin M_TMS_10	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O	standard non polar	2025-10-23	1469.88
Gas Chromatography	Sterenin M_TMS_11	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O[Si](C)(C)C	standard non polar	2025-10-23	2898.01
Gas Chromatography	Sterenin M_TMS_12	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O[Si](C)(C)C	standard non polar	2025-10-23	3244.89
Gas Chromatography	Sterenin M_TMS_13	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O[Si](C)(C)C	standard non polar	2025-10-23	1315.72
Gas Chromatography	Sterenin M_TMS_14	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O	standard non polar	2025-10-23	1446.35
Gas Chromatography	Sterenin M_TMS_15	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O[Si](C)(C)C	standard non polar	2025-10-23	1282.8
Gas Chromatography	Sterenin M_TMS_1	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O[Si](C)(C)C	standard polar	2025-10-23	1280.28
Gas Chromatography	Sterenin M_TMS_2	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O	standard polar	2025-10-23	1761.51
Gas Chromatography	Sterenin M_TMS_3	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O	standard polar	2025-10-23	2642.65
Gas Chromatography	Sterenin M_TMS_4	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O	standard polar	2025-10-23	2853.85
Gas Chromatography	Sterenin M_TMS_5	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O[Si](C)(C)C	standard polar	2025-10-23	2742.37
Gas Chromatography	Sterenin M_TMS_6	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O[Si](C)(C)C	standard polar	2025-10-23	2863.54
Gas Chromatography	Sterenin M_TMS_7	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O[Si](C)(C)C	standard polar	2025-10-23	2465.64
Gas Chromatography	Sterenin M_TMS_8	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O	standard polar	2025-10-23	3227.96
Gas Chromatography	Sterenin M_TMS_9	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O	standard polar	2025-10-23	1523.15
Gas Chromatography	Sterenin M_TMS_10	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O	standard polar	2025-10-23	2441.33
Gas Chromatography	Sterenin M_TMS_11	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O)CC2=C1O[Si](C)(C)C	standard polar	2025-10-23	3356.89
Gas Chromatography	Sterenin M_TMS_12	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O[Si](C)(C)C	standard polar	2025-10-23	2538.83
Gas Chromatography	Sterenin M_TMS_13	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O[Si](C)(C)C	standard polar	2025-10-23	1675.39
Gas Chromatography	Sterenin M_TMS_14	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O	standard polar	2025-10-23	3038.67
Gas Chromatography	Sterenin M_TMS_15	CC(C)=CCC1=C(OC(=O)C2=C(C)C=C(O[Si](C)(C)C)C=C2O[Si](C)(C)C)C=C2C(=O)N(C(CC(C)C)C(=O)O[Si](C)(C)C)CC2=C1O[Si](C)(C)C	standard polar	2025-10-23	2269.61

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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

Other Exposures

Source Type	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

78435324

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

77461069

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 Sterenin M (MMDBc0000981)

MOL for #<Metabolite:0x00007f9acc380c70>

3D MOL for #<Metabolite:0x00007f9acc380c70>

3D SDF for #<Metabolite:0x00007f9acc380c70>

3D-SDF for #<Metabolite:0x00007f9acc380c70>

PDB for #<Metabolite:0x00007f9acc380c70>

3D PDB for #<Metabolite:0x00007f9acc380c70>

SMILES for #<Metabolite:0x00007f9acc380c70>

INCHI for #<Metabolite:0x00007f9acc380c70>

Structure for #<Metabolite:0x00007f9acc380c70>

3D Structure for #<Metabolite:0x00007f9acc380c70>