SCS-C003226
28-nor-olean-2α,3β-dihydroxy-14,17-diene-16-one
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Taraxerane 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
Excoecaria agallocha
(mangrove plant)
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Malpighiales
Family
Euphorbiaceae
Genus
Excoecaria
Species
Excoecaria agallocha
Hainan Island
DOI:
10.1177/1934578x1801300107
· Natural Product Communications
Drug-likeness (Lipinski Ro5)
Molecular Weight
440.7 Da
Threshold ≤ 500
ALogP
5.99
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C29H44O3
Molecular Weight:
440.6680 Da
SMILES:
CC1(C)CCC2=C(C1)[C@]1(C)CC[C@@H]3[C@@]4(C)C[C@@H](O)[C@H](O)C(C)(C)[C@@H]4CC[C@@]3(C)C1=CC2=O
InChIKey:
VYPFTSXKQKGULL-UDHDHSHTSA-N
InChI:
InChI=1S/C29H44O3/c1-25(2)11-8-17-18(15-25)27(5)12-10-22-28(6,23(27)14-19(17)30)13-9-21-26(3,4)24(32)20(31)16-29(21,22)7/h14,20-22,24,31-32H,8-13,15-16H2,1-7H3/t20-,21+,22+,24+,27+,28-,29+/m1/s1
Calculated Properties
ALogP:
5.993 lipophilicity
TPSA:
57.53 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
0
Ring Count:
5
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.8276 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003226
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Taraxerane triterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.