SCS-C003124
xylogranatin B
Pathway: Terpenoids
Superclass: Triterpenoids
Class: 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
Hainan Island
DOI:
10.1248/cpb.54.1582
· Chemical and Pharmaceutical Bulletin
Drug-likeness (Lipinski Ro5)
Molecular Weight
626.7 Da
Threshold ≤ 500
ALogP
4.34
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H42O11
Molecular Weight:
626.6990 Da
SMILES:
C/C=C(\C)C(=O)O[C@@H]1[C@H]2[C@@H](OC(C)=O)[C@@]34OC2(O)[C@@](C)([C@@H](CC(=O)OC)C1(C)C)[C@H]3CC[C@]1(C)C4=CC(=O)O[C@H]1c1ccoc1
InChIKey:
MOPOLYKIPLRURH-ANWIWOCDSA-N
InChI:
InChI=1S/C34H42O11/c1-9-17(2)29(38)44-27-25-28(42-18(3)35)33-20(32(7,34(25,39)45-33)21(30(27,4)5)14-23(36)40-8)10-12-31(6)22(33)15-24(37)43-26(31)19-11-13-41-16-19/h9,11,13,15-16,20-21,25-28,39H,10,12,14H2,1-8H3/b17-9+/t20-,21+,25+,26+,27-,28-,31-,32-,33-,34?/m1/s1
Calculated Properties
ALogP:
4.343 lipophilicity
TPSA:
147.80 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
11
Rotatable Bonds:
6
Ring Count:
6
(1 aromatic)
Chiral Centers:
10
Fsp³:
0.6471 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003124
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Limonoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.