SCS-C002616
xylogranatumin A
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Limonoids
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
604.6 Da
Threshold ≤ 500
ALogP
3.20
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C31H40O12
Molecular Weight:
604.6490 Da
SMILES:
COC(=O)C[C@@H]1[C@@H](C)[C@]23O[C@@]4([C@@H]5CC(=O)O[C@@H](c6ccoc6)[C@]5(C)CC[C@]4(O)O2)[C@@H](OC(C)=O)[C@H]3[C@@H](OC(C)=O)C1(C)C
InChIKey:
NFVSJGMMXFNNGF-MOYWKFCKSA-N
InChI:
InChI=1S/C31H40O12/c1-15-19(12-21(34)37-7)27(4,5)25(39-16(2)32)23-26(40-17(3)33)30-20-13-22(35)41-24(18-8-11-38-14-18)28(20,6)9-10-29(30,36)42-31(15,23)43-30/h8,11,14-15,19-20,23-26,36H,9-10,12-13H2,1-7H3/t15-,19-,20-,23-,24+,25-,26+,28-,29+,30+,31-/m1/s1
Calculated Properties
ALogP:
3.203 lipophilicity
TPSA:
157.03 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
12
Rotatable Bonds:
5
Ring Count:
6
(1 aromatic)
Chiral Centers:
11
Fsp³:
0.7419 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002616
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Limonoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.