SCS-C002756
21-dehydroophiobolin U
Pathway: Terpenoids
Superclass: Sesterterpenoids
Class: Ophiobolane sesterterpenoids
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus ustus
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus ustus
Wenchang
DOI:
10.1021/acs.jnatprod.7b00335
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
366.5 Da
Threshold ≤ 500
ALogP
6.00
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H34O2
Molecular Weight:
366.5450 Da
SMILES:
CC(C)=C/C=C\[C@H](C)[C@H]1CC[C@]2(C)CC3=C(C(=O)C[C@H]3C)/C(C=O)=C\C[C@@H]12
InChIKey:
BUCPXTDRLMUVPM-SQHGMGTGSA-N
InChI:
InChI=1S/C25H34O2/c1-16(2)7-6-8-17(3)20-11-12-25(5)14-21-18(4)13-23(27)24(21)19(15-26)9-10-22(20)25/h6-9,15,17-18,20,22H,10-14H2,1-5H3/b8-6-,19-9-/t17-,18+,20+,22-,25+/m0/s1
Calculated Properties
ALogP:
6.002 lipophilicity
TPSA:
34.14 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
2
Rotatable Bonds:
4
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.6000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002756
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.