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Merck

SMB00177

Kaurenoic acid

Synonym(s):

Ent-kaurenoic acid, Kaur-16-en-18-oic acid, Kauren-19-oic acid, Kaurenic acid, Cunabic acid

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About This Item

Empirical Formula (Hill Notation):
C20H30O2
CAS Number:
6730-83-2
Molecular Weight:
302.45
UNSPSC Code:
12352205
PubChem Substance ID:
329824843
NACRES:
NA.25

Key Documents

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SMILES string

C=C1C[C@@]23CC[C@]4([H])[C@@](C(O)=O)(C)CCC[C@@]4(C)[C@]2([H])CC[C@@H]1C3

InChI

1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/t14-,15+,16+,18-,19-,20-/m1/s1

InChI key

NIKHGUQULKYIGE-OTCXFQBHSA-N

Quality Level

200

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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General description

Natural product derived from plant source.

Biochem/physiol Actions

Kaurenoic acid (KA) is a diterpene which displays selective antibacterial activity against Gram-positive bacteria. Kaurenoic acid exhibits uterine relaxant activity via calcium blockade and opening ATP-sensitive potassium channels.

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
SLCB3697
122228323V
122228134V
122228-134V

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R Guillopé et al.
Phytotherapy research : PTR, 25(12), 1861-1864 (2011-04-27)
Guadeloupean Parkinsonism has been linked epidemiologically to the consumption of Annonaceae fruits. These were proposed to be etiological agents for sporadic atypical Parkinsonism worldwide, because of their content of neurotoxins such as isoquinolinic alkaloids and Annonaceous acetogenins. The pulp of
Effect of the kaurenoic acid on genotoxicity and cell cycle progression in cervical cancer cells lines.
Silvia Maria Machado da Rocha et al.
Toxicology in vitro : an international journal published in association with BIBRA, 57, 126-131 (2019-03-02)
Ran Joo Choi et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 18(8-9), 677-682 (2011-01-08)
This study investigates the anti-inflammatory effects of a diterpenoid, kaurenoic acid, isolated from the root of Aralia continentalis (Araliaceae). To determine its anti-inflammatory effects, LPS-induced RAW264.7 macrophages were treated with different concentrations of kaurenoic acid and carrageenan-induced paw edema mice
Simone Ribeiro Lucho et al.
Physiology and molecular biology of plants : an international journal of functional plant biology, 24(5), 767-779 (2018-08-29)
Stevia rebaudiana is an important source of natural steviol glycosides and is of increasing interest in various fields of study. Therefore, understanding the molecular processes regulating its metabolism is of great importance. In this study, the stability of seven reference
B C Cavalcanti et al.
Mutation research, 701(2), 153-163 (2010-07-06)
Kaurane diterpenes are considered important compounds in the development of new highly effective anticancer chemotherapeutic agents. Genotoxic effects of anticancer drugs in non-tumour cells are of special significance due to the possibility that they induce secondary tumours in cancer patients.
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