SCS-C002615
xylogranatumine D
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Apotirucallane triterpenoids
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:
10.1016/j.fitote.2014.06.009
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
532.8 Da
Threshold ≤ 500
ALogP
5.29
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H52O6
Molecular Weight:
532.7620 Da
SMILES:
CO[C@@H]1O[C@@H]([C@@H](O)C(C)(C)OC)C[C@H]1[C@@H]1CC=C2[C@]3(C)[C@H](O)C[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@]21C
InChIKey:
NPNXLIIWOADTTH-CPFPZXGTSA-N
InChI:
InChI=1S/C32H52O6/c1-28(2)23-17-25(34)32(7)21-11-10-19(18-16-20(38-27(18)36-8)26(35)29(3,4)37-9)30(21,5)14-12-22(32)31(23,6)15-13-24(28)33/h11,18-20,22-23,25-27,34-35H,10,12-17H2,1-9H3/t18-,19-,20+,22+,23-,25+,26+,27+,30-,31+,32-/m0/s1
Calculated Properties
ALogP:
5.295 lipophilicity
TPSA:
85.22 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
5
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.9062 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002615
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Apotirucallane triterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.