SCS-C002668
xyloccensin Y
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
Wenchang
DOI:
10.1021/np050545c
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
678.7 Da
Threshold ≤ 500
ALogP
0.49
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
15
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C33H42O15
Molecular Weight:
678.6840 Da
SMILES:
COC(=O)[C@@H](OC(C)=O)[C@H]1[C@@]2(C)C[C@]3(O)[C@@H]([C@H]2OC(C)=O)[C@@H](OC(C)=O)[C@]2(O)[C@@H]4CC(=O)O[C@@H](c5ccoc5)[C@]4(C)[C@@H](O)C[C@]2(O)[C@]13C
InChIKey:
VBGZOHGNHYQYIF-ILZFKMKGSA-N
InChI:
InChI=1S/C33H42O15/c1-14(34)45-22(27(39)43-7)23-28(4)13-31(40)21(25(28)46-15(2)35)26(47-16(3)36)33(42)18-10-20(38)48-24(17-8-9-44-12-17)29(18,5)19(37)11-32(33,41)30(23,31)6/h8-9,12,18-19,21-26,37,40-42H,10-11,13H2,1-7H3/t18-,19+,21+,22+,23+,24+,25-,26-,28-,29+,30-,31+,32+,33-/m1/s1
Calculated Properties
ALogP:
0.492 lipophilicity
TPSA:
225.56 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
15
Rotatable Bonds:
6
Ring Count:
6
(1 aromatic)
Chiral Centers:
14
Fsp³:
0.7273 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002668
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.