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Merck
CN

SMB00094

Catalposide

Synonym(s):

Hydroxybenzoyl catalpol

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About This Item

Empirical Formula (Hill Notation):
C22H26O12
CAS Number:
Molecular Weight:
482.43
PubChem Substance ID:
UNSPSC Code:
12352205
NACRES:
NA.25
EC Number:
229-789-1
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InChI key

HDJSRSCFWHTJOZ-BNQCZGKOSA-N

InChI

1S/C22H26O12.C2H6/c23-7-12-14(26)15(27)16(28)21(31-12)33-20-13-11(5-6-30-20)17(18-22(13,8-24)34-18)32-19(29)9-1-3-10(25)4-2-9;1-2/h1-6,11-18,20-21,23-28H,7-8H2;1-2H3/t11-,12-,13-,14-,15+,16-,17+,18+,20+,21+,22-;/m1./s1

SMILES string

CC.OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@H]3[C@H](OC(=O)c4ccc(O)cc4)[C@@H]5O[C@]5(CO)[C@@H]23)[C@H](O)[C@@H](O)[C@@H]1O

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

General description

Natural product derived from plant source.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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S J An et al.
International immunopharmacology, 2(8), 1173-1181 (2002-09-28)
Catalposide, the major iridoid glycoside isolated from the stem bark of Catalpa ovata G. Don (Bignoniaceae), was found to inhibit the productions of tumor necrosis factor-alpha (TNF-alpha), interleukin-1beta (IL-1beta), and interleukin-6 (IL-6), and the activation of nuclear factor kappaB (NF-kappaB)
Mi Kyoung Moon et al.
Toxicology letters, 145(1), 46-54 (2003-09-10)
Catalposide, the major iridoid glycoside isolated from the stem bark of Catalpa ovata G. Don (Bignoniaceae) has been shown to possess anti-microbial, anti-tumoral, and anti-inflammatory properties. Heme oxygenase-1 (HO-1) is a stress response protein and is known to play a
Hyuncheol Oh et al.
Planta medica, 68(8), 685-689 (2002-09-11)
Catalposide (1) and two related iridoids were isolated from the stem of Catalpa ovata (Bignoniaceae) by bioassay guided fractionation. Catalposide (1) significantly inhibited the production of nitric oxide (NO) in lipopolysaccharide (LPS)-stimulated RAW 264.7 macrophages in a dose-dependent manner. RT-PCR
Sang-Wook Kim et al.
Inflammatory bowel diseases, 10(5), 564-572 (2004-10-09)
Certain irinoid-producing plants have been used as herbal anti-inflammatory remedies. Here we evaluated whether catalposide (CATP), a single compound isolated from irinoid-producing plant Catalpa ovata, has a potential for preventing or ameliorating diseases characterized by mucosal inflammation. Preliminary microarray-based gene
Ji Hae Lee et al.
Biochemical and biophysical research communications, 422(4), 568-572 (2012-05-16)
Peroxisome proliferator-activated receptor-alpha (PPARα) is a nuclear receptor that regulates the expression of genes related to cellular lipid uptake and oxidation. Thus, PPARα agonists may be important in the treatment of hypertriglyceridemia and hepatic steatosis. In this study, we demonstrated

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