SCS-C002685
(7S,11S)-(+)-12-acetoxysydonic acid
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Bisabolane sesquiterpenoids
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
Penicillium expansum
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium expansum
Wenchang
DOI:
10.1021/np100059m
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
324.4 Da
Threshold ≤ 500
ALogP
2.67
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H24O6
Molecular Weight:
324.3730 Da
SMILES:
CC(=O)OC[C@@H](C)CCC[C@](C)(O)c1ccc(C(=O)O)cc1O
InChIKey:
XJSUDGJMDALOTG-GTNSWQLSSA-N
InChI:
InChI=1S/C17H24O6/c1-11(10-23-12(2)18)5-4-8-17(3,22)14-7-6-13(16(20)21)9-15(14)19/h6-7,9,11,19,22H,4-5,8,10H2,1-3H3,(H,20,21)/t11-,17-/m0/s1
Calculated Properties
ALogP:
2.667 lipophilicity
TPSA:
104.06 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
8
Ring Count:
1
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.5294 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002685
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Bisabolane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.