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SMB00177

Kaurenoic acid

≥95% (LC/MS-ELSD)

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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assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

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

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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

Regulatory Information

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Certificates of Analysis (COA)

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

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Shirley Boller et al.
Journal of ethnopharmacology, 130(2), 262-266 (2010-05-11)
ETHNOPHARMACOLOGYCAL RELEVANCE: The tea from the leaves of Baccharis illinita DC (Asteraceae family) is commonly used by the population as anti-inflammatory (including topically), protective gastric and anti-infectious. However, no studies have been done with this species to confirm its topical
Xiaoxin Zhuang et al.
Microorganisms, 8(4) (2020-04-05)
A novel actinomycete producing heliquinomycin and 9'-methoxy-heliquinomycin, designated strain jys28T, was isolated from rhizosphere soil of Pinus yunnanensis and characterized using a polyphasic approach. The strain had morphological characteristics and chemotaxonomic properties identical to those of members of the genus
Bruno C Cavalcanti et al.
Journal of applied toxicology : JAT, 29(7), 560-568 (2009-04-25)
This study evaluated the potential cytotoxicity of the natural diterpenoids kauren-19-oic acid (KA), 14-hydroxy-kaurane (1) and xylopic acid (2), and semi-synthetic derivatives of KA (3-5) towards human cancer cell lines (K562, HL60, MDA-MB435 and SF295) and lymphocytes. Mouse erythrocytes were
Bruna B de Andrade et al.
Natural product communications, 6(6), 777-780 (2011-08-06)
Ent-kaur-16(17)-en-19-oic acid (kaurenoic acid, KA) is a tetracyclic diterpene prototype for natural anticaries agents. Six KA derivatives were prepared and their antimicrobial activity against the main microorganisms involved in the caries process evaluated. The sodium salt of KA (KA-Na) was
Marco Fambrini et al.
Plant molecular biology, 75(4-5), 431-450 (2011-02-01)
A dwarf mutant, dw arf 2 (dw2), was isolated from sunflower (Helianthus annuus). The most obvious alterations of dw2 plants were the lack of stem growth, reduced size of leaves, petioles and flower organs, retarded flower development. Pollen and ovules
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