MiMeDB: Showing metabocard for Asperversin A (MMDBc0013534)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 04:49:36 UTC

Update Date

2025-10-07 16:06:09 UTC

Metabolite ID

MMDBc0013534

Metabolite Identification

Common Name

Asperversin A

Description

Asperversin A is a secondary metabolite belonging to the class of steroid-sterigmatocystin heterodimers. This compound represents a significant advancement in the field of organic synthesis, as evidenced by its asymmetric total synthesis (PMID:33656897 ). Asperversin A is notable for being the first example of its kind, showcasing unique structural characteristics that may offer insights into its biological functions. In addition to asperversin A, other compounds such as 9ξ-O-2(2,3-dimethylbut-3-enyl)brevianamide Q and several known metabolites were identified, indicating a diverse chemical landscape associated with this compound (PMID:33656897 ). The presence of such metabolites suggests potential biological activities that merit further investigation, particularly in the context of their pharmacological properties and mechanisms of action. Understanding the chemistry and biology of asperversin A could lead to novel applications in drug development and therapeutic interventions.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152106492D          

 66 75  0  0  1  0            999 V2000
    2.9882    7.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1606    6.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316    9.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8693    9.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2592    8.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4963    7.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7979    6.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8236   12.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1039    8.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5756    8.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3496    7.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2762    8.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7834    7.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9137    6.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4946    8.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8797    8.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0675    8.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6738    8.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9502    6.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0216    6.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8713    8.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8380   10.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4800    6.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8102    7.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2819    8.2674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3976    8.8042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8040    7.3276    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0523    8.9089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7480    8.0573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9495    9.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9640    7.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6574   10.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3453   10.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6606    7.0830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2322    7.6710    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0498    8.0274    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6719    9.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1301    9.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9841   10.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8035    9.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6373    8.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4913    9.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3428    9.3298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5582    7.9017    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.1258    7.5480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6463    6.7875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5255    7.0795    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.4423    9.7316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2962   10.5851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4712    7.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1502   11.4386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6289    7.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5238   10.1347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7232    8.7850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9427    6.7762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0473    9.5511    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   14.7619    8.4880    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2265    8.0803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6332    9.7507    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  3  0  0  0
 13 12  2  0  0  0  0
 14 11  1  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 20 19  2  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 25  3  1  1  0  0  0
 25  9  1  0  0  0  0
 25 24  1  0  0  0  0
 26  4  1  1  0  0  0
 26 10  1  0  0  0  0
 27 15  1  0  0  0  0
 27 23  1  0  0  0  0
 28 21  1  0  0  0  0
 29 11  1  0  0  0  0
 29 26  1  6  0  0  0
 30 12  1  0  0  0  0
 31 13  1  0  0  0  0
 32 22  2  0  0  0  0
 33 22  1  0  0  0  0
 34 14  1  0  0  0  0
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 36 21  1  0  0  0  0
 37 28  1  0  0  0  0
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 44  5  1  6  0  0  0
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 51 32  1  0  0  0  0
 27 52  1  1  0  0  0
 36 52  1  6  0  0  0
 53 33  1  0  0  0  0
 53 43  1  0  0  0  0
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 54 43  1  0  0  0  0
 55 41  1  0  0  0  0
 55 42  1  0  0  0  0
 46 56  1  1  0  0  0
 47 57  1  1  0  0  0
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 25 58  1  6  0  0  0
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 27 60  1  1  0  0  0
 28 61  1  1  0  0  0
 29 62  1  1  0  0  0
 34 63  1  1  0  0  0
 35 64  1  1  0  0  0
 36 65  1  1  0  0  0
 43 66  1  1  0  0  0
M  END


  Mrv1652305152106492D          

 66 75  0  0  1  0            999 V2000
    2.9882    7.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1606    6.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316    9.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8693    9.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2592    8.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4963    7.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7979    6.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8236   12.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1039    8.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5756    8.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3496    7.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2762    8.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9137    6.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4946    8.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8797    8.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0675    8.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6738    8.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.8713    8.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4800    6.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8102    7.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8040    7.3276    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0523    8.9089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7480    8.0573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9495    9.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9640    7.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6574   10.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3453   10.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6606    7.0830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2322    7.6710    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0498    8.0274    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6719    9.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1301    9.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.8035    9.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1258    7.5480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6463    6.7875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5255    7.0795    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.4423    9.7316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2962   10.5851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4712    7.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1502   11.4386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6289    7.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9427    6.7762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1998    6.8785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7536    8.9443    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0473    9.5511    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9791    7.3374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7619    8.4880    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9234    8.0842    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8384    6.2774    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7247    8.3329    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2265    8.0803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6332    9.7507    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  3  0  0  0
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 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
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 24  1  1  0  0  0  0
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 50  7  1  0  0  0  0
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 51  8  1  0  0  0  0
 51 32  1  0  0  0  0
 27 52  1  1  0  0  0
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 53 33  1  0  0  0  0
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 55 41  1  0  0  0  0
 55 42  1  0  0  0  0
 46 56  1  1  0  0  0
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 29 62  1  1  0  0  0
 34 63  1  1  0  0  0
 35 64  1  1  0  0  0
 36 65  1  1  0  0  0
 43 66  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0013534

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](C)(C=C[C@@]([H])(C)[C@@]1([H])CC[C@]2([H])[C@]1(C)CC[C@]1([H])[C@@]3(C)CC[C@@]([H])(C[C@@]33OO[C@@]21C=C3)O[C@@]1([H])C[C@@]2([H])C3=C(O[C@@]2([H])O1)C=C(OC)C1=C3OC2=C(OC)C=CC(O)=C2C1=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C47H58O10/c1-24(2)25(3)9-10-26(4)29-11-14-34-44(29,5)17-16-35-45(6)18-15-27(23-46(45)19-20-47(34,35)57-56-46)52-36-21-28-37-33(53-43(28)54-36)22-32(51-8)39-40(49)38-30(48)12-13-31(50-7)41(38)55-42(37)39/h9-10,12-13,19-20,22,24-29,34-36,43,48H,11,14-18,21,23H2,1-8H3/t25-,26+,27-,28-,29+,34+,35+,36+,43-,44+,45+,46+,47-/m0/s1

> <INCHI_KEY>
HCBLZWNIJGQSSM-KVDJOSOOSA-N

> <FORMULA>
C47H58O10

> <MOLECULAR_WEIGHT>
782.971

> <EXACT_MASS>
782.402998068

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
115

> <JCHEM_AVERAGE_POLARIZABILITY>
87.51148792175434

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,5R,7S)-5-{[(1S,2R,5R,6R,9R,10R,13S,15S)-5-[(2R,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0^{1,9}.0^{2,6}.0^{10,15}]nonadec-18-en-13-yl]oxy}-15-hydroxy-11,18-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0^{2,9}.0^{3,7}.0^{14,19}]icosa-1(12),2(9),10,14,16,18-hexaen-13-one

> <ALOGPS_LOGP>
7.13

> <JCHEM_LOGP>
9.84565839266667

> <ALOGPS_LOGS>
-6.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.859330264138954

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5716712764386753

> <JCHEM_POLAR_SURFACE_AREA>
111.14000000000003

> <JCHEM_REFRACTIVITY>
214.52700000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.40e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,5R,7S)-5-{[(1S,2R,5R,6R,9R,10R,13S,15S)-5-[(2R,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0^{1,9}.0^{2,6}.0^{10,15}]nonadec-18-en-13-yl]oxy}-15-hydroxy-11,18-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0^{2,9}.0^{3,7}.0^{14,19}]icosa-1(12),2(9),10,14,16,18-hexaen-13-one

> <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       5.578  14.300   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.766  12.775   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.339  16.827   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.823  17.698   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.550  16.185   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.726  13.094   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      31.356  11.811   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      29.537  22.766   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.527  15.302   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.408  16.565   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.853  13.692   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.115  15.516   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.196  14.281   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.905  12.568   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.457  15.148   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.576  15.761   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.059  16.029   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.924  15.300   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.574  11.467   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.840  11.706   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.893  15.127   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      27.698  20.296   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.429  12.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.112  14.169   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.993  15.432   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.942  16.434   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      22.034  13.678   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      26.231  16.630   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.596  15.040   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      33.506  16.931   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      31.666  14.460   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      29.227  20.117   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      26.778  19.061   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.300  13.222   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      17.233  14.319   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      24.360  14.985   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      27.388  17.647   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      31.976  17.110   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      29.837  18.703   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      31.366  18.524   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      31.056  15.875   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      28.917  17.468   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      24.907  17.416   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      14.109  14.750   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      18.901  14.090   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      19.873  12.670   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      15.914  13.215   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      34.426  18.166   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      32.286  19.759   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      30.746  13.225   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      30.147  21.352   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      23.574  13.660   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      25.244  18.918   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      23.750  16.399   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      29.527  16.054   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      18.560  12.649   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      17.173  12.840   0.000  0.00  0.00           O+0
HETATM   58  H   UNK     0       8.873  16.696   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      11.288  17.829   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      20.494  13.696   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0      27.556  15.844   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      11.057  15.090   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      14.632  11.718   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      18.153  15.555   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      22.823  15.083   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      23.582  18.201   0.000  0.00  0.00           H+0
CONECT    1   24                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   44                                                            
CONECT    6   45                                                            
CONECT    7   50                                                            
CONECT    8   51                                                            
CONECT    9   10   25                                                       
CONECT   10    9   26                                                       
CONECT   11   14   29                                                       
CONECT   12   13   30                                                       
CONECT   13   12   31                                                       
CONECT   14   11   34                                                       
CONECT   15   18   27                                                       
CONECT   16   17   35                                                       
CONECT   17   16   44                                                       
CONECT   18   15   45                                                       
CONECT   19   20   46                                                       
CONECT   20   19   47                                                       
CONECT   21   28   36                                                       
CONECT   22   32   33                                                       
CONECT   23   27   46                                                       
CONECT   24    1    2   25                                                  
CONECT   25    3    9   24   58                                             
CONECT   26    4   10   29   59                                             
CONECT   27   15   23   52   60                                             
CONECT   28   21   37   43   61                                             
CONECT   29   11   26   44   62                                             
CONECT   30   12   38   48                                                  
CONECT   31   13   41   50                                                  
CONECT   32   22   39   51                                                  
CONECT   33   22   37   53                                                  
CONECT   34   14   44   47   63                                             
CONECT   35   16   45   47   64                                             
CONECT   36   21   52   54   65                                             
CONECT   37   28   33   42                                                  
CONECT   38   30   40   41                                                  
CONECT   39   32   40   42                                                  
CONECT   40   38   39   49                                                  
CONECT   41   31   38   55                                                  
CONECT   42   37   39   55                                                  
CONECT   43   28   53   54   66                                             
CONECT   44    5   17   29   34                                             
CONECT   45    6   18   35   46                                             
CONECT   46   19   23   45   56                                             
CONECT   47   20   34   35   57                                             
CONECT   48   30                                                            
CONECT   49   40                                                            
CONECT   50    7   31                                                       
CONECT   51    8   32                                                       
CONECT   52   27   36                                                       
CONECT   53   33   43                                                       
CONECT   54   36   43                                                       
CONECT   55   41   42                                                       
CONECT   56   46   57                                                       
CONECT   57   47   56                                                       
CONECT   58   25                                                            
CONECT   59   26                                                            
CONECT   60   27                                                            
CONECT   61   28                                                            
CONECT   62   29                                                            
CONECT   63   34                                                            
CONECT   64   35                                                            
CONECT   65   36                                                            
CONECT   66   43                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  150    0
END

Synonyms

Not Available

Molecular Formula

C₄₇H₅₈O₁₀

Average Mass

782.971

Monoisotopic Mass

782.402998068

IUPAC Name

(3S,5R,7S)-5-{[(1S,2R,5R,6R,9R,10R,13S,15S)-5-[(2R,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0^{1,9}.0^{2,6}.0^{10,15}]nonadec-18-en-13-yl]oxy}-15-hydroxy-11,18-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0^{2,9}.0^{3,7}.0^{14,19}]icosa-1(12),2(9),10,14,16,18-hexaen-13-one

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@](C)(C=C[C@@]([H])(C)[C@@]1([H])CC[C@]2([H])[C@]1(C)CC[C@]1([H])[C@@]3(C)CC[C@@]([H])(C[C@@]33OO[C@@]21C=C3)O[C@@]1([H])C[C@@]2([H])C3=C(O[C@@]2([H])O1)C=C(OC)C1=C3OC2=C(OC)C=CC(O)=C2C1=O)C(C)C

InChI Identifier

InChI=1S/C47H58O10/c1-24(2)25(3)9-10-26(4)29-11-14-34-44(29,5)17-16-35-45(6)18-15-27(23-46(45)19-20-47(34,35)57-56-46)52-36-21-28-37-33(53-43(28)54-36)22-32(51-8)39-40(49)38-30(48)12-13-31(50-7)41(38)55-42(37)39/h9-10,12-13,19-20,22,24-29,34-36,43,48H,11,14-18,21,23H2,1-8H3/t25-,26+,27-,28-,29+,34+,35+,36+,43-,44+,45+,46+,47-/m0/s1

InChI Key

HCBLZWNIJGQSSM-KVDJOSOOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergostane steroids. These are steroids with a structure based on the ergostane skeleton, which arises from the methylation of cholestane at the 24-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergostane steroids

Alternative Parents

Substituents

Ergostane-skeleton
Sterigmatocystin backbone
Xanthone
Xanthene
Dibenzopyran
Chromone
1-benzopyran
Benzopyran
Coumaran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Alkyl aryl ether
Benzenoid
Pyran
Ortho-dioxane
Heteroaromatic compound
Vinylogous ester
Vinylogous acid
Tetrahydrofuran
Dialkyl peroxide
Oxacycle
Organoheterocyclic compound
Ether
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	8.4e-05 g/L	ALOGPS
logP	7.13	ALOGPS
logP	9.85	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Acidic)	8.86	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	111.14 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	214.53 m³·mol⁻¹	ChemAxon
Polarizability	87.51 Å³	ChemAxon
Number of Rings	10	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	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	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

Microbial Pathways

Pathways

This table shows at most 5 pathways. For the full list of associated pathways:

See All Associated Bacterial Pathways

Name	SMPDB/PathBank	Species

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	Ascomycota	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

78441259

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586763

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 Asperversin A (MMDBc0013534)

MOL for #<Metabolite:0x00007f28701619e0>

3D MOL for #<Metabolite:0x00007f28701619e0>

3D SDF for #<Metabolite:0x00007f28701619e0>

3D-SDF for #<Metabolite:0x00007f28701619e0>

PDB for #<Metabolite:0x00007f28701619e0>

3D PDB for #<Metabolite:0x00007f28701619e0>

SMILES for #<Metabolite:0x00007f28701619e0>

INCHI for #<Metabolite:0x00007f28701619e0>

Structure for #<Metabolite:0x00007f28701619e0>

3D Structure for #<Metabolite:0x00007f28701619e0>