SCS-C008212
asperophiobolin C
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
381.6 Da
Threshold ≤ 500
ALogP
4.70
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C25H35NO2
Molecular Weight:
381.5600 Da
SMILES:
CC(C)=C/C=C\[C@H](C)[C@H]1CC[C@]2(C)C[C@H]3[C@@H]4/C(=C\C=C\12)C(=O)N[C@@H]4C[C@@]3(C)O
InChIKey:
PJZFGPOCHXWXPJ-FOXFGUCOSA-N
InChI:
InChI=1S/C25H35NO2/c1-15(2)7-6-8-16(3)17-11-12-24(4)13-20-22-18(9-10-19(17)24)23(27)26-21(22)14-25(20,5)28/h6-10,16-17,20-22,28H,11-14H2,1-5H3,(H,26,27)/b8-6-,18-9+,19-10-/t16-,17+,20-,21+,22-,24+,25+/m0/s1
Calculated Properties
ALogP:
4.703 lipophilicity
TPSA:
49.33 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
2
Rotatable Bonds:
3
Ring Count:
4
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.6400 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008212
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.