SCS-C002654
xylogranatumine B
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
558.8 Da
Threshold ≤ 500
ALogP
4.99
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C33H50O7
Molecular Weight:
558.7560 Da
SMILES:
CO[C@@H]1O[C@@H]([C@@H](O)C(C)(C)O)C[C@H]1[C@@H]1CC=C2[C@@]3(C)[C@H](CC[C@]21C)[C@@]1(C)C=CC(=O)C(C)(C)[C@@H]1C[C@H]3OC(C)=O
InChIKey:
FNORVRUYDMBCID-NQBHXBLZSA-N
InChI:
InChI=1S/C33H50O7/c1-18(34)39-26-17-24-29(2,3)25(35)13-15-32(24,7)23-12-14-31(6)20(10-11-22(31)33(23,26)8)19-16-21(40-28(19)38-9)27(36)30(4,5)37/h11,13,15,19-21,23-24,26-28,36-37H,10,12,14,16-17H2,1-9H3/t19-,20-,21+,23+,24-,26+,27+,28+,31-,32+,33-/m0/s1
Calculated Properties
ALogP:
4.988 lipophilicity
TPSA:
102.29 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
5
Ring Count:
5
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.8182 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002654
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.