SCS-C002669
xyloccensin Z1
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
662.7 Da
Threshold ≤ 500
ALogP
1.38
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C33H42O14
Molecular Weight:
662.6850 Da
SMILES:
COC(=O)[C@@H](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](OC(C)=O)C[C@@H]2[C@]13C
InChIKey:
QKTBSFGBXSKROA-PNSZYJFFSA-N
InChI:
InChI=1S/C33H42O14/c1-14(34)44-20-10-19-31(6)24(23(38)28(39)42-7)29(4)13-32(31,40)22(26(29)45-15(2)35)27(46-16(3)36)33(19,41)18-11-21(37)47-25(30(18,20)5)17-8-9-43-12-17/h8-9,12,18-20,22-27,38,40-41H,10-11,13H2,1-7H3/t18-,19-,20+,22+,23+,24+,25+,26-,27-,29-,30+,31-,32+,33+/m1/s1
Calculated Properties
ALogP:
1.377 lipophilicity
TPSA:
205.33 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
14
Rotatable Bonds:
6
Ring Count:
6
(1 aromatic)
Chiral Centers:
14
Fsp³:
0.7273 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002669
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.