Structure Database (LMSD)
Common Name
Catalpol
Systematic Name
Catalpinoside Catapol De(p-hydroxybenzoyl)catalposide Catalposide, des-p-hydroxybenzoyl- EINECS 219-324-0 UNII-JCX5L7JIC2 JCX5L7JIC2 CHEMBL513223 CHEBI:69797 DTXSID60178850 (1aS,1bS,2S,5aR,6S,6aS)-1a,1b,2,5a,6,6a-Hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl β-D-glucopyranoside
Synonyms
- 7,8-epoxy Aucubin
- Catalpinoside
3D model of Catalpol
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Level 4 Class
Biological Context
Catalpol is an iridoid glycoside that has been isolated from R. glutinosa and has diverse biological activities, including anti-apoptotic, pro-angiogenic, and radioprotective properties.1 It protects against mitochondrial pathway-dependent apoptosis in PC12 rat adrenal pheochromocytoma cells and H9c2 rat embryonic ventricular myocardial cells when used at a concentration of 10 µM.2,3 Catalpol pretreatment reduces apoptosis and improves viability in AHH-1 human lymphocyte cells exposed to ionizing radiation and reduces intestinal damage induced by radiation in mice when used at concentrations and doses ranging from of 25 to 100 µg/ml and 25 to 100 mg/kg, respectively.4 In a rat model of stroke, catalpol (5 mg/kg, i.p.) increases the expression of erythropoietin and VEGF and improves angiogenesis in the brain.5
This information has been provided by Cayman Chemical
References
References
String Representations
InChiKey (Click to copy)
LHDWRKICQLTVDL-PZYDOOQISA-N
InChi (Click to copy)
InChI=1S/C15H22O10/c16-3-6-9(19)10(20)11(21)14(23-6)24-13-7-5(1-2-22-13)8(18)12-15(7,4-17)25-12/h1-2,5-14,16-21H,3-4H2/t5-,6-,7-,8+,9-,10+,11-,12+,13+,14+,15-/m1/s1
SMILES (Click to copy)
O([C@@H]1OC=C[C@@]2([H])[C@H](O)[C@]3([H])O[C@]3(CO)[C@]21[H])[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
25
Rings
4
Aromatic Rings
0
Rotatable Bonds
4
Van der Waals Molecular Volume
303.88
Topological Polar Surface Area
165.74
Hydrogen Bond Donors
6
Hydrogen Bond Acceptors
10
logP
-0.44
Molar Refractivity
82.13
Admin
Created at
-
Updated at
14th Mar 2025