SCS-C008210
asperophiobolin A
Pathway: Terpenoids
Superclass: Sesterterpenoids
Class: Ophiobolane sesterterpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus sp. ZJ-68
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
DOI:
10.1021/acs.jnatprod.9b00462
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
411.6 Da
Threshold ≤ 500
ALogP
4.68
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H37NO3
Molecular Weight:
411.5860 Da
SMILES:
CO[C@]12C[C@@](C)(O)[C@H]3C[C@@]4(C)CC[C@H]([C@@H](C)/C=C\C=C(C)C)/C4=C/C=C(/C(=O)N1)[C@@H]32
InChIKey:
IEOHVPIKTTWVQR-DEDHROECSA-N
InChI:
InChI=1S/C26H37NO3/c1-16(2)8-7-9-17(3)18-12-13-24(4)14-21-22-19(10-11-20(18)24)23(28)27-26(22,30-6)15-25(21,5)29/h7-11,17-18,21-22,29H,12-15H2,1-6H3,(H,27,28)/b9-7-,19-10+,20-11-/t17-,18+,21-,22-,24+,25+,26-/m0/s1
Calculated Properties
ALogP:
4.677 lipophilicity
TPSA:
58.56 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
4
Ring Count:
4
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.6538 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008210
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
NPClassifier Class:
Ophiobolane sesterterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.