SCS-C002613
xylogranatumine E
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
588.8 Da
Threshold ≤ 500
ALogP
4.61
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C34H52O8
Molecular Weight:
588.7820 Da
SMILES:
CO[C@@H]1O[C@@H]([C@@H](O)C(C)(C)OC)C[C@H]1[C@@H]1CC=C2[C@]3(C)[C@H](O)C[C@H]4C(C)(C)C(=O)C=C[C@]4(C)[C@H]3[C@H](OC(C)=O)C[C@]21C
InChIKey:
FPURTKKHMDSTTC-UDCMUZJDSA-N
InChI:
InChI=1S/C34H52O8/c1-18(35)41-22-17-33(7)20(19-15-21(42-29(19)39-9)28(38)31(4,5)40-10)11-12-23(33)34(8)26(37)16-24-30(2,3)25(36)13-14-32(24,6)27(22)34/h12-14,19-22,24,26-29,37-38H,11,15-17H2,1-10H3/t19-,20-,21+,22+,24-,26+,27+,28+,29+,32-,33-,34+/m0/s1
Calculated Properties
ALogP:
4.613 lipophilicity
TPSA:
111.52 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
8
Rotatable Bonds:
6
Ring Count:
5
(0 aromatic)
Chiral Centers:
12
Fsp³:
0.8235 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002613
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.