Catalpol CAS 2415-24-9

Introduction:Basic information about Catalpol CAS 2415-24-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Catalpol Basic information

Product Name:Catalpol
Synonyms:CATALPOL;CATAPOL;,6-beta,6a-alpha))-;beta-d-glucopyranoside,1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl);catalpinoside;de(p-hydroxybenzoyl)catalposide;des-p-hydroxybenzoyl-catalposid;oxireno(4,5)cyclopenta(1,2-c)pyran-2-yl,(1as-(1a-alpha,1b-beta,2-beta,5a-beta
CAS:2415-24-9
MF:C15H22O10
MW:362.33
EINECS:219-324-0
Product Categories:chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors;Iridoids
Mol File:2415-24-9.mol

Catalpol Chemical Properties

Melting point 203-205°C
Boiling point 675.6±55.0 °C(Predicted)
density 1.72±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility DMSO (Slightly), Ethanol (Slightly, Sonicated), Methanol (Slightly)
form Solid
pka12.79±0.70(Predicted)
color White to Off-White
InChIInChI=1/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-/s3
InChIKeyLHDWRKICQLTVDL-CLLMHHLUSA-N
SMILESC([C@]12O[C@H]1[C@@H](O)[C@]1([H])C=CO[C@@H](O[C@@]3([H])[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)[C@]21[H])O |&1:1,3,4,6,11,13,15,16,18,20,25,r|
LogP-4.609 (est)

Safety Information

Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS LZ5776816
HS Code 29389090
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
Toxicitymouse,LD,intravenous,> 2500mg/kg (2500mg/kg),Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64, Pg. 93, 1968.

Catalpol Usage And Synthesis

DescriptionCatalpol is an iridoid glycoside that has been isolated from R. glutinosa and has diverse biological activities, including anti-apoptotic, pro-angiogenic, and radioprotective properties. 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. 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. 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.
Chemical PropertiesLight brown powder
UsesCatapol is an iridoid glucoside that has been shown to alleviate neuropathic pain.
DefinitionChEBI: Catalpol is an organic molecular entity. It has a role as a metabolite.
in vivo

Catalpol (25-100?mg/kg; intraperitoneal injection; once) treatment clearly reduces blood urea nitrogen, serum creatinine levels and the expression of KIM-1 in renal ischemia/reperfusion-injury (IRI) mice. Catalpol markedly reduces the expression of PI3K, Akt and eNOS levels, and suppresses the TNF-α, IL-1β, IL-6 and IL-10 activities[1].

Animal Model:C57BL/6 mice treated with renal ischemia/reperfusion surgery[1]
Dosage:25 mg/kg, 50 mg/kg and 100?mg/kg
Administration:Intraperitoneal injection; once
Result:Clearly reduced blood urea nitrogen, serum creatinine levels and the expression of KIM-1 in renal IRI mice.
References[1] YANJIE WANG. Simultaneous Determination of Catalpol, Aucubin, and Geniposidic Acid in Different Developmental Stages of Rehmannia glutinosa Leaves by High Performance Liquid Chromatography.[J]. Journal of Analytical Methods in Chemistry, 2016, 2016: 4956589. DOI: 10.1155/2016/4956589
[2] WENNA CHEN. Neuroprotective activities of catalpol against CaMKII-dependent apoptosis induced by LPS in PC12 cells[J]. British Journal of Pharmacology, 2013, 169 5: 1140-1152. DOI: 10.1111/bph.12200
[3] LING-AI HU. Catalpol inhibits apoptosis in hydrogen peroxide-induced cardiac myocytes through a mitochondrial-dependent caspase pathway.[J]. Bioscience Reports, 2016, 36 3. DOI: 10.1042/bsr20160132
[4] CHENGJIE CHEN. Radio-protective effect of catalpol in cultured cells and mice.[J]. Journal of Radiation Research, 2013, 54 1: 76-82. DOI: 10.1093/jrr/rrs080
[5] HUI-FENG ZHU. Catalpol increases brain angiogenesis and up-regulates VEGF and EPO in the rat after permanent middle cerebral artery occlusion.[J]. International Journal of Biological Sciences, 2010, 6 5: 443-453. DOI: 10.7150/ijbs.6.443

Catalpol Preparation Products And Raw materials

Raw materials3-Pentanone
CATALPIN CAS 6736-85-2
Catechol CAS 120-80-9
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