SCS-C002749
1,2-dihydro-6,16-O-dideacetylhelvolic 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
468.6 Da
Threshold ≤ 500
ALogP
4.96
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C29H40O5
Molecular Weight:
468.6340 Da
SMILES:
CC(C)=CCCC1=C2[C@H](C[C@@]3(C)[C@H]2CC[C@H]2[C@@]4(C)CCC(=O)[C@@H](C)[C@@H]4[C@H](O)C(=O)[C@@]23C)OC1=O
InChIKey:
NFNDYUWVWPAOET-IDTZKTCDSA-N
InChI:
InChI=1S/C29H40O5/c1-15(2)8-7-9-17-22-18-10-11-21-27(4)13-12-19(30)16(3)23(27)24(31)25(32)29(21,6)28(18,5)14-20(22)34-26(17)33/h8,16,18,20-21,23-24,31H,7,9-14H2,1-6H3/t16-,18+,20+,21+,23-,24+,27-,28+,29-/m1/s1
Calculated Properties
ALogP:
4.962 lipophilicity
TPSA:
80.67 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
3
Ring Count:
5
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.7586 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002749
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.