SCS-C002634
9-epi-xylogranatin A
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Limonoids
Glycoside
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
Xylocarpus granatum
(Mangrove)
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Sapindales
Family
Meliaceae
Genus
Xylocarpus
Species
Xylocarpus granatum
Dongzhaigang
DOI:
10.1038/srep33908
· Scientific Reports
Drug-likeness (Lipinski Ro5)
Molecular Weight
642.7 Da
Threshold ≤ 500
ALogP
3.97
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H42O12
Molecular Weight:
642.6980 Da
SMILES:
C/C=C(\C)C(=O)O[C@@H]1[C@H]2C(=C(C)[C@@H](CC(=O)OC)C1(C)C)O[C@@]1(O)CC[C@]3(C)C(=CC(=O)O[C@H]3c3ccoc3)[C@@]1(O)[C@@H]2OC(C)=O
InChIKey:
PERCWOXLOHUPKZ-AKMSOBKFSA-N
InChI:
InChI=1S/C34H42O12/c1-9-17(2)30(38)45-28-25-26(18(3)21(31(28,5)6)14-23(36)41-8)46-33(39)12-11-32(7)22(34(33,40)29(25)43-19(4)35)15-24(37)44-27(32)20-10-13-42-16-20/h9-10,13,15-16,21,25,27-29,39-40H,11-12,14H2,1-8H3/b17-9+/t21-,25-,27+,28-,29-,32-,33+,34-/m1/s1
Calculated Properties
ALogP:
3.973 lipophilicity
TPSA:
168.03 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
12
Rotatable Bonds:
6
Ring Count:
5
(1 aromatic)
Chiral Centers:
8
Fsp³:
0.5882 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002634
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Limonoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.