SCS-C008224
ophiobolin analogue 22
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
384.6 Da
Threshold ≤ 500
ALogP
5.21
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H36O3
Molecular Weight:
384.5600 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)C(=O)O[C@@H]4C[C@@]3(C)O
InChIKey:
LVRJVYJRRUKQAT-BWAXYGKTSA-N
InChI:
InChI=1S/C25H36O3/c1-15(2)7-6-8-16(3)17-11-12-24(4)13-20-22-18(9-10-19(17)24)23(26)28-21(22)14-25(20,5)27/h6-9,16-17,19-22,27H,10-14H2,1-5H3/b8-6-,18-9?/t16-,17+,19-,20-,21+,22+,24+,25+/m0/s1
Calculated Properties
ALogP:
5.210 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
3
Ring Count:
4
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.7200 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008224
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.