SCS-C002592
xylogranatumine A
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Apotirucallane triterpenoids | 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:
10.1016/j.fitote.2014.06.009
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
498.7 Da
Threshold ≤ 500
ALogP
5.22
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C31H46O5
Molecular Weight:
498.7040 Da
SMILES:
C=C(C)[C@H](O)[C@H]1C[C@@H]([C@@H]2CC=C3[C@]4(C)[C@H](O)C[C@H]5C(C)(C)C(=O)C=C[C@]5(C)[C@H]4CC[C@]32C)[C@H](OC)O1
InChIKey:
OCLJEEXRJJWMQP-BLVAEQLCSA-N
InChI:
InChI=1S/C31H46O5/c1-17(2)26(34)20-15-18(27(35-8)36-20)19-9-10-21-29(19,5)13-11-22-30(6)14-12-24(32)28(3,4)23(30)16-25(33)31(21,22)7/h10,12,14,18-20,22-23,25-27,33-34H,1,9,11,13,15-16H2,2-8H3/t18-,19-,20+,22+,23-,25+,26-,27+,29-,30+,31-/m0/s1
Calculated Properties
ALogP:
5.222 lipophilicity
TPSA:
75.99 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
5
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.7742 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002592
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Apotirucallane triterpenoids
Limonoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.