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SMB00177

Sigma-Aldrich

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

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Ana Elisa Belotto Morguette et al.
Frontiers in microbiology, 10, 2806-2806 (2019-12-24)
Streptococcus agalactiae or Group B Streptococcus (GBS) remains a leading cause of neonatal infections worldwide; and the maternal vaginal-rectal colonization increases the risk of vertical transmission of GBS to neonates and development of infections. This study reports the in vitro
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
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
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