SCS-C008222
ophiobolin analogue 20
Pathway: Terpenoids
Superclass: Sesterterpenoids
Class: Ophiobolane sesterterpenoids
Glycoside
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
386.6 Da
Threshold ≤ 500
ALogP
5.00
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H38O3
Molecular Weight:
386.5760 Da
SMILES:
CC(C)=C/C=C\[C@H](C)[C@H]1CC[C@]2(C)C[C@@H]3[C@@H]4C(=CC[C@@H]12)CO[C@]4(O)C[C@@]3(C)O
InChIKey:
IBUCSLMTZXQXRS-PXSYJOIFSA-N
InChI:
InChI=1S/C25H38O3/c1-16(2)7-6-8-17(3)19-11-12-23(4)13-21-22-18(9-10-20(19)23)14-28-25(22,27)15-24(21,5)26/h6-9,17,19-22,26-27H,10-15H2,1-5H3/b8-6-,18-9?/t17-,19+,20-,21+,22-,23+,24+,25+/m0/s1
Calculated Properties
ALogP:
5.003 lipophilicity
TPSA:
49.69 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
3
Ring Count:
4
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.7600 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008222
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
NPClassifier Class:
Ophiobolane sesterterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.