6730-83-2,MFCD03700717
Catalog No.:AA0062KZ

6730-83-2 | Kaurenoic acid

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Purity
Availability
Price(USD)
Quantity
  
1mg
98%
in stock  
$17.00   $12.00
- +
2mg
98%
in stock  
$26.00   $19.00
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  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA0062KZ
Chemical Name:
Kaurenoic acid
CAS Number:
6730-83-2
Molecular Formula:
C20H30O2
Molecular Weight:
302.4510
MDL Number:
MFCD03700717
SMILES:
C=C1C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](CC2)[C@@](C)(CCC1)C(=O)O)C
Properties
Properties
 
BP:
426.6°C at 760 mmHg  
Form:
Solid  
MP:
172 - 173ºC  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
538  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0  
Rotatable Bond Count:
1  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
5.4  

Literature

Title: Synthesis, cytotoxicity and antiplasmodial activity of novel ent-kaurane derivatives.

Journal: European journal of medicinal chemistry 20130401

Title: Kaurenoic acid from Sphagneticola trilobata Inhibits Inflammatory Pain: effect on cytokine production and activation of the NO-cyclic GMP-protein kinase G-ATP-sensitive potassium channel signaling pathway.

Journal: Journal of natural products 20120525

Title: Kaurenoic acid from pulp of Annona cherimolia in regard to Annonaceae-induced Parkinsonism.

Journal: Phytotherapy research : PTR 20111201

Title: On the isomerization of ent-kaurenic acid.

Journal: Natural product communications 20110701

Title: The CYP701B1 of Physcomitrella patens is an ent-kaurene oxidase that resists inhibition by uniconazole-P.

Journal: FEBS letters 20110623

Title: Inhibitory effects of kaurenoic acid from Aralia continentalis on LPS-induced inflammatory response in RAW264.7 macrophages.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20110615

Title: Assessment of in vitro dermal absorption of the kaurenic acid from Coespeletia moriziana extracts.

Journal: Fitoterapia 20110601

Title: Evaluation of ent-kaurenoic acid derivatives for their anticariogenic activity.

Journal: Natural product communications 20110601

Title: Synthesis and anti-inflammatory activity of ent-kaurene derivatives.

Journal: European journal of medicinal chemistry 20110401

Title: Development and validation of two methods based on high-performance liquid chromatography-tandem mass spectrometry for determining 1,2-benzopyrone, dihydrocoumarin, o-coumaric acid, syringaldehyde and kaurenoic acid in guaco extracts and pharmaceutical preparations.

Journal: Journal of separation science 20110401

Title: The extreme dwarf phenotype of the GA-sensitive mutant of sunflower, dwarf2, is generated by a deletion in the ent-kaurenoic acid oxidase1 (HaKAO1) gene sequence.

Journal: Plant molecular biology 20110301

Title: Antitrypanasomal activity of novel benzaldehyde-thiosemicarbazone derivatives from kaurenoic acid.

Journal: Molecules (Basel, Switzerland) 20110126

Title: Cytotoxic effect of some natural compounds isolated from Lauraceae plants and synthetic derivatives.

Journal: Biomedica : revista del Instituto Nacional de Salud 20110101

Title: iso-Kaurenoic acid from Wedelia paludosa D.C.

Journal: Anais da Academia Brasileira de Ciencias 20101201

Title: Hypoglycaemic effects of tea extracts and ent-kaurenoic acid from Smallanthus sonchifolius.

Journal: Natural product research 20101101

Title: Structure-mutagenicity relationship of kaurenoic acid from Xylopia sericeae (Annonaceae).

Journal: Mutation research 20100830

Title: Anti-inflammatory effect of crude extract and isolated compounds from Baccharis illinita DC in acute skin inflammation.

Journal: Journal of ethnopharmacology 20100720

Title: Inhibitory effects of diterpene acids from root of Aralia cordata on IgE-mediated asthma in guinea pigs.

Journal: Pulmonary pharmacology & therapeutics 20100601

Title: Synthesis and induction of apoptosis signaling pathway of ent-kaurane derivatives.

Journal: Bioorganic & medicinal chemistry 20100215

Title: Isolation of two bioactive diterpenic acids from Copaifera glycycarpa oleoresin by high-speed counter-current chromatography.

Journal: Phytochemical analysis : PCA 20100101

Title: Biosynthesis of uterotonic diterpenes from Montanoa tomentosa (zoapatle).

Journal: Journal of plant physiology 20091215

Title: Hydroxylation of the diterpenes ent-kaur-16-en-19-oic and ent-beyer-15-en-19-oic acids by the fungus Aspergillus niger.

Journal: Phytochemistry 20091201

Title: Kauren-19-oic acid induces DNA damage followed by apoptosis in human leukemia cells.

Journal: Journal of applied toxicology : JAT 20091001

Title: Development and validation of an RP-HPLC method for quantification of cinnamic acid derivatives and kaurane-type diterpenes in Mikania laevigata and Mikania glomerata.

Journal: Planta medica 20090201

Title: Montanoa tomentosa glandular trichomes containing kaurenoic acids chemical profile and distribution.

Journal: Fitoterapia 20090101

Title: Preparation and phytotoxicity of novel kaurane diterpene amides with potential use as herbicides.

Journal: Journal of agricultural and food chemistry 20080514

Title: A structure-activity study of antibacterial diterpenoids.

Journal: Molecules (Basel, Switzerland) 20080417

Title: Oxyfunctionalization products of terpenoids with dimethyldioxirane and their biological activity.

Journal: Chemical & pharmaceutical bulletin 20070201

Title: Synthesis and trypanocidal activity of ent-kaurane glycosides.

Journal: Bioorganic & medicinal chemistry 20070101

Title: Soil bacteria are differentially affected by the resin of the medicinal plant Pseudognaphalium vira vira and its main component kaurenoic acid.

Journal: Microbial ecology 20060701

Title: Inhibition of protein tyrosine phosphatase 1B by diterpenoids isolated from Acanthopanax koreanum.

Journal: Bioorganic & medicinal chemistry letters 20060601

Title: Genotoxicity evaluation of kaurenoic acid, a bioactive diterpenoid present in Copaiba oil.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20060301

Title: Capillary electrophoretic method for the determination of diterpenoid isomers in Acanthopanax species.

Journal: Journal of pharmaceutical and biomedical analysis 20060123

Title: Pharmacological comparison of the vasorelaxant action displayed by kaurenoic acid and pimaradienoic acid.

Journal: The Journal of pharmacy and pharmacology 20050801

Title: Effects of kaurane diterpene derivatives on germination and growth of Lactuca sativa seedlings.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20050101

Title: Role of the carboxylic group in the antispasmodic and vasorelaxant action displayed by kaurenoic acid.

Journal: The Journal of pharmacy and pharmacology 20041101

Title: Analysis of the mechanisms underlying the vasorelaxant action of kaurenoic acid in the isolated rat aorta.

Journal: European journal of pharmacology 20040525

Title: Characterization of the antifungal activity on Botrytis cinerea of the natural diterpenoids kaurenoic acid and 3beta-hydroxy-kaurenoic acid.

Journal: Journal of agricultural and food chemistry 20040519

Title: Kaurenolides and fujenoic acids are side products of the gibberellin P450-1 monooxygenase in Gibberella fujikuroi.

Journal: Phytochemistry 20040401

Title: ent-Kaurenoic acids from Mikania hirsutissima (Compositae).

Journal: Phytochemistry 20040401

Title: Seasonal variation of kaurenoic acid, a hypoglycemic diterpene present in Wedelia paludosa (Acmela brasiliensis) (Asteraceae).

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20040101

Title: Antifungal activity of fractions and two pure compounds of flowers from Wedelia paludosa (Acmela brasiliensis) (Asteraceae).

Journal: Die Pharmazie 20030801

Title: Smooth muscle relaxant effect of kaurenoic acid, a diterpene from Copaifera langsdorffii on rat uterus in vitro.

Journal: Phytotherapy research : PTR 20030401

Title: Anti-inflammatory effect of kaurenoic acid, a diterpene from Copaifera langsdorffi on acetic acid-induced colitis in rats.

Journal: Vascular pharmacology 20021201

Title: New ent-kaurane diterpenoids with anti-platelet aggregation activity from Annona squamosa.

Journal: Journal of natural products 20021001

Title: The cytotoxic and embryotoxic effects of kaurenoic acid, a diterpene isolated from Copaifera langsdorffii oleo-resin.

Journal: Toxicon : official journal of the International Society on Toxinology 20020801

Title: Antimicrobial diterpenes from the stem bark of Mitrephora celebica.

Journal: Fitoterapia 20020801

Title: Novel derivatives of ent-17,19-dihydroxy-16betaH-kaurane obtained by biotransformation with Verticillium lecanii.

Journal: Journal of agricultural and food chemistry 20020619

Title: Characterization of the bactericidal activity of the natural diterpene kaurenoic acid.

Journal: Planta medica 20020501

Title: Antispasmodic and antimicrobial diterpenic acids from Viguiera hypargyrea roots.

Journal: Planta medica 20020301

Title: Inhibitory action of kaurenoic acid from Viguiera robusta (Asteraceae) on phenylephrine-induced rat carotid contraction.

Journal: Fitoterapia 20020201

Title: Determination of the diterpenoid, kaurenoic acid, in Annona glabra by HPLC.

Journal: Phytochemical analysis : PCA 20020101

Title: Microbial transformation of ent-kaurenoic acid and its 15-hydroxy derivatives by the SG138 mutant of Gibberella fujikuroi.

Journal: Journal of natural products 20010201

Title: HPLC quantitation of kaurane diterpenes in Xylopia species.

Journal: Fitoterapia 20010101

Title: Bioactive kaurane diterpenoids from Annona glabra.

Journal: Journal of natural products 19980401

Title: Hydroxylation of ent-kaurenoic acid to steviol in Stevia rebaudiana Bertoni--purification and partial characterization of the enzyme.

Journal: Archives of biochemistry and biophysics 19960815

Title: Identification of ent-16 beta, 17-dihydroxykauran-19-oic acid as an anti-HIV principle and isolation of the new diterpenoids annosquamosins A and B from Annona squamosa.

Journal: Journal of natural products 19960601

Title: Mizokami SS, et al. Kaurenoic acid from Sphagneticola trilobata Inhibits Inflammatory Pain: effect on cytokine production and activation of the NO-cyclic GMP-protein kinase G-ATP-sensitive potassium channel signaling pathway. J Nat Prod. 2012 May 25;75(5):896-904.

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SDS
Tags:6730-83-2 Molecular Formula|6730-83-2 MDL|6730-83-2 SMILES|6730-83-2 Kaurenoic acid
Catalog No.: AA0062KZ
6730-83-2,MFCD03700717
6730-83-2 | Kaurenoic acid
Pack Size: 1mg
Purity: 98%
in stock
$17.00 $12.00
Pack Size: 2mg
Purity: 98%
in stock
$26.00 $19.00
Quantity
- +
Add to Card
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Technical Information
Catalog Number: AA0062KZ
Chemical Name: Kaurenoic acid
CAS Number: 6730-83-2
Molecular Formula: C20H30O2
Molecular Weight: 302.4510
MDL Number: MFCD03700717
SMILES: C=C1C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](CC2)[C@@](C)(CCC1)C(=O)O)C
Properties
BP: 426.6°C at 760 mmHg  
Form: Solid  
MP: 172 - 173ºC  
Storage: Keep in dry area;-20 ℃;  
Complexity: 538  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 6  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 22  
Hydrogen Bond Acceptor Count: 2  
Hydrogen Bond Donor Count: 1  
Isotope Atom Count: 0  
Rotatable Bond Count: 1  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 5.4  
Literature fold

Title: Synthesis, cytotoxicity and antiplasmodial activity of novel ent-kaurane derivatives.

Journal: European journal of medicinal chemistry20130401

Title: Kaurenoic acid from Sphagneticola trilobata Inhibits Inflammatory Pain: effect on cytokine production and activation of the NO-cyclic GMP-protein kinase G-ATP-sensitive potassium channel signaling pathway.

Journal: Journal of natural products20120525

Title: Kaurenoic acid from pulp of Annona cherimolia in regard to Annonaceae-induced Parkinsonism.

Journal: Phytotherapy research : PTR20111201

Title: On the isomerization of ent-kaurenic acid.

Journal: Natural product communications20110701

Title: The CYP701B1 of Physcomitrella patens is an ent-kaurene oxidase that resists inhibition by uniconazole-P.

Journal: FEBS letters20110623

Title: Inhibitory effects of kaurenoic acid from Aralia continentalis on LPS-induced inflammatory response in RAW264.7 macrophages.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology20110615

Title: Assessment of in vitro dermal absorption of the kaurenic acid from Coespeletia moriziana extracts.

Journal: Fitoterapia20110601

Title: Evaluation of ent-kaurenoic acid derivatives for their anticariogenic activity.

Journal: Natural product communications20110601

Title: Synthesis and anti-inflammatory activity of ent-kaurene derivatives.

Journal: European journal of medicinal chemistry20110401

Title: Development and validation of two methods based on high-performance liquid chromatography-tandem mass spectrometry for determining 1,2-benzopyrone, dihydrocoumarin, o-coumaric acid, syringaldehyde and kaurenoic acid in guaco extracts and pharmaceutical preparations.

Journal: Journal of separation science20110401

Title: The extreme dwarf phenotype of the GA-sensitive mutant of sunflower, dwarf2, is generated by a deletion in the ent-kaurenoic acid oxidase1 (HaKAO1) gene sequence.

Journal: Plant molecular biology20110301

Title: Antitrypanasomal activity of novel benzaldehyde-thiosemicarbazone derivatives from kaurenoic acid.

Journal: Molecules (Basel, Switzerland)20110126

Title: Cytotoxic effect of some natural compounds isolated from Lauraceae plants and synthetic derivatives.

Journal: Biomedica : revista del Instituto Nacional de Salud20110101

Title: iso-Kaurenoic acid from Wedelia paludosa D.C.

Journal: Anais da Academia Brasileira de Ciencias20101201

Title: Hypoglycaemic effects of tea extracts and ent-kaurenoic acid from Smallanthus sonchifolius.

Journal: Natural product research20101101

Title: Structure-mutagenicity relationship of kaurenoic acid from Xylopia sericeae (Annonaceae).

Journal: Mutation research20100830

Title: Anti-inflammatory effect of crude extract and isolated compounds from Baccharis illinita DC in acute skin inflammation.

Journal: Journal of ethnopharmacology20100720

Title: Inhibitory effects of diterpene acids from root of Aralia cordata on IgE-mediated asthma in guinea pigs.

Journal: Pulmonary pharmacology & therapeutics20100601

Title: Synthesis and induction of apoptosis signaling pathway of ent-kaurane derivatives.

Journal: Bioorganic & medicinal chemistry20100215

Title: Isolation of two bioactive diterpenic acids from Copaifera glycycarpa oleoresin by high-speed counter-current chromatography.

Journal: Phytochemical analysis : PCA20100101

Title: Biosynthesis of uterotonic diterpenes from Montanoa tomentosa (zoapatle).

Journal: Journal of plant physiology20091215

Title: Hydroxylation of the diterpenes ent-kaur-16-en-19-oic and ent-beyer-15-en-19-oic acids by the fungus Aspergillus niger.

Journal: Phytochemistry20091201

Title: Kauren-19-oic acid induces DNA damage followed by apoptosis in human leukemia cells.

Journal: Journal of applied toxicology : JAT20091001

Title: Development and validation of an RP-HPLC method for quantification of cinnamic acid derivatives and kaurane-type diterpenes in Mikania laevigata and Mikania glomerata.

Journal: Planta medica20090201

Title: Montanoa tomentosa glandular trichomes containing kaurenoic acids chemical profile and distribution.

Journal: Fitoterapia20090101

Title: Preparation and phytotoxicity of novel kaurane diterpene amides with potential use as herbicides.

Journal: Journal of agricultural and food chemistry20080514

Title: A structure-activity study of antibacterial diterpenoids.

Journal: Molecules (Basel, Switzerland)20080417

Title: Oxyfunctionalization products of terpenoids with dimethyldioxirane and their biological activity.

Journal: Chemical & pharmaceutical bulletin20070201

Title: Synthesis and trypanocidal activity of ent-kaurane glycosides.

Journal: Bioorganic & medicinal chemistry20070101

Title: Soil bacteria are differentially affected by the resin of the medicinal plant Pseudognaphalium vira vira and its main component kaurenoic acid.

Journal: Microbial ecology20060701

Title: Inhibition of protein tyrosine phosphatase 1B by diterpenoids isolated from Acanthopanax koreanum.

Journal: Bioorganic & medicinal chemistry letters20060601

Title: Genotoxicity evaluation of kaurenoic acid, a bioactive diterpenoid present in Copaiba oil.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20060301

Title: Capillary electrophoretic method for the determination of diterpenoid isomers in Acanthopanax species.

Journal: Journal of pharmaceutical and biomedical analysis20060123

Title: Pharmacological comparison of the vasorelaxant action displayed by kaurenoic acid and pimaradienoic acid.

Journal: The Journal of pharmacy and pharmacology20050801

Title: Effects of kaurane diterpene derivatives on germination and growth of Lactuca sativa seedlings.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences20050101

Title: Role of the carboxylic group in the antispasmodic and vasorelaxant action displayed by kaurenoic acid.

Journal: The Journal of pharmacy and pharmacology20041101

Title: Analysis of the mechanisms underlying the vasorelaxant action of kaurenoic acid in the isolated rat aorta.

Journal: European journal of pharmacology20040525

Title: Characterization of the antifungal activity on Botrytis cinerea of the natural diterpenoids kaurenoic acid and 3beta-hydroxy-kaurenoic acid.

Journal: Journal of agricultural and food chemistry20040519

Title: Kaurenolides and fujenoic acids are side products of the gibberellin P450-1 monooxygenase in Gibberella fujikuroi.

Journal: Phytochemistry20040401

Title: ent-Kaurenoic acids from Mikania hirsutissima (Compositae).

Journal: Phytochemistry20040401

Title: Seasonal variation of kaurenoic acid, a hypoglycemic diterpene present in Wedelia paludosa (Acmela brasiliensis) (Asteraceae).

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences20040101

Title: Antifungal activity of fractions and two pure compounds of flowers from Wedelia paludosa (Acmela brasiliensis) (Asteraceae).

Journal: Die Pharmazie20030801

Title: Smooth muscle relaxant effect of kaurenoic acid, a diterpene from Copaifera langsdorffii on rat uterus in vitro.

Journal: Phytotherapy research : PTR20030401

Title: Anti-inflammatory effect of kaurenoic acid, a diterpene from Copaifera langsdorffi on acetic acid-induced colitis in rats.

Journal: Vascular pharmacology20021201

Title: New ent-kaurane diterpenoids with anti-platelet aggregation activity from Annona squamosa.

Journal: Journal of natural products20021001

Title: The cytotoxic and embryotoxic effects of kaurenoic acid, a diterpene isolated from Copaifera langsdorffii oleo-resin.

Journal: Toxicon : official journal of the International Society on Toxinology20020801

Title: Antimicrobial diterpenes from the stem bark of Mitrephora celebica.

Journal: Fitoterapia20020801

Title: Novel derivatives of ent-17,19-dihydroxy-16betaH-kaurane obtained by biotransformation with Verticillium lecanii.

Journal: Journal of agricultural and food chemistry20020619

Title: Characterization of the bactericidal activity of the natural diterpene kaurenoic acid.

Journal: Planta medica20020501

Title: Antispasmodic and antimicrobial diterpenic acids from Viguiera hypargyrea roots.

Journal: Planta medica20020301

Title: Inhibitory action of kaurenoic acid from Viguiera robusta (Asteraceae) on phenylephrine-induced rat carotid contraction.

Journal: Fitoterapia20020201

Title: Determination of the diterpenoid, kaurenoic acid, in Annona glabra by HPLC.

Journal: Phytochemical analysis : PCA20020101

Title: Microbial transformation of ent-kaurenoic acid and its 15-hydroxy derivatives by the SG138 mutant of Gibberella fujikuroi.

Journal: Journal of natural products20010201

Title: HPLC quantitation of kaurane diterpenes in Xylopia species.

Journal: Fitoterapia20010101

Title: Bioactive kaurane diterpenoids from Annona glabra.

Journal: Journal of natural products19980401

Title: Hydroxylation of ent-kaurenoic acid to steviol in Stevia rebaudiana Bertoni--purification and partial characterization of the enzyme.

Journal: Archives of biochemistry and biophysics19960815

Title: Identification of ent-16 beta, 17-dihydroxykauran-19-oic acid as an anti-HIV principle and isolation of the new diterpenoids annosquamosins A and B from Annona squamosa.

Journal: Journal of natural products19960601

Title: Mizokami SS, et al. Kaurenoic acid from Sphagneticola trilobata Inhibits Inflammatory Pain: effect on cytokine production and activation of the NO-cyclic GMP-protein kinase G-ATP-sensitive potassium channel signaling pathway. J Nat Prod. 2012 May 25;75(5):896-904.

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