SCS-C002747
16-O-deacetylhelvolic acid 21,16-lactone
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Dammarane and Protostane triterpenoids | Fusidane triterpenoids
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 fumigatus
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus fumigatus
Wenchang
DOI:
10.1021/acs.jnatprod.8b00382
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
508.7 Da
Threshold ≤ 500
ALogP
5.31
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C31H40O6
Molecular Weight:
508.6550 Da
SMILES:
CC(=O)O[C@@H]1C(=O)[C@@]2(C)[C@@H](CC[C@H]3C4=C(CCC=C(C)C)C(=O)O[C@H]4C[C@@]32C)[C@@]2(C)C=CC(=O)[C@@H](C)[C@H]12
InChIKey:
UJLGIFPRBONJKE-PREXDRGQSA-N
InChI:
InChI=1S/C31H40O6/c1-16(2)9-8-10-19-24-20-11-12-23-29(5)14-13-21(33)17(3)25(29)26(36-18(4)32)27(34)31(23,7)30(20,6)15-22(24)37-28(19)35/h9,13-14,17,20,22-23,25-26H,8,10-12,15H2,1-7H3/t17-,20+,22+,23+,25-,26+,29-,30+,31-/m1/s1
Calculated Properties
ALogP:
5.309 lipophilicity
TPSA:
86.74 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
6
Rotatable Bonds:
4
Ring Count:
5
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.6774 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002747
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Dammarane and Protostane triterpenoids
Fusidane triterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.