SCS-C002753
24-Epi-6β,16β-diacetoxy-25-hydroxy-3,7-dioxo-29-nordammara-1,17(20)-diene-21,24-lactone
Pathway: Terpenoids
Superclass: Triterpenoids
Class: 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
584.7 Da
Threshold ≤ 500
ALogP
4.05
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C33H44O9
Molecular Weight:
584.7060 Da
SMILES:
CC(=O)O[C@H]1C[C@@]2(C)[C@@H](CC[C@H]3[C@@]4(C)C=CC(=O)[C@@H](C)[C@@H]4[C@H](OC(C)=O)C(=O)[C@@]32C)/C1=C1\CC[C@@H](C(C)(C)O)OC1=O
InChIKey:
SFFUOHPMNZBGBA-QDYOCNNMSA-N
InChI:
InChI=1S/C33H44O9/c1-16-21(36)13-14-31(6)23-11-10-20-25(19-9-12-24(30(4,5)39)42-29(19)38)22(40-17(2)34)15-32(20,7)33(23,8)28(37)27(26(16)31)41-18(3)35/h13-14,16,20,22-24,26-27,39H,9-12,15H2,1-8H3/b25-19-/t16-,20+,22+,23+,24+,26-,27+,31-,32+,33-/m1/s1
Calculated Properties
ALogP:
4.046 lipophilicity
TPSA:
133.27 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
9
Rotatable Bonds:
3
Ring Count:
5
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.7273 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002753
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Fusidane triterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.