SCS-C002751
16-O-propionyl-16-O-deacetylhelvolic acid
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
582.7 Da
Threshold ≤ 500
ALogP
5.79
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H46O8
Molecular Weight:
582.7340 Da
SMILES:
CCC(=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=C(\CCC=C(C)C)C(=O)O
InChIKey:
NUIFRLHLYFQTFB-XARGSBJLSA-N
InChI:
InChI=1S/C34H46O8/c1-9-26(37)42-24-17-33(7)22(27(24)21(31(39)40)12-10-11-18(2)3)13-14-25-32(6)16-15-23(36)19(4)28(32)29(41-20(5)35)30(38)34(25,33)8/h11,15-16,19,22,24-25,28-29H,9-10,12-14,17H2,1-8H3,(H,39,40)/b27-21-/t19-,22+,24+,25+,28-,29+,32-,33+,34-/m1/s1
Calculated Properties
ALogP:
5.790 lipophilicity
TPSA:
124.04 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
7
Rotatable Bonds:
7
Ring Count:
4
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.6765 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002751
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.