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1244-58-2,MFCD09750922
Catalog No.:AA000LW6

1244-58-2 | Benzoic acid, 2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-6-pentyl-

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA000LW6
Chemical Name:
Benzoic acid, 2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-6-pentyl-
CAS Number:
1244-58-2
Molecular Formula:
C22H30O4
Molecular Weight:
358.4712
MDL Number:
MFCD09750922
SMILES:
CCCCCc1cc(O)c(c(c1C(=O)O)O)[C@@H]1C=C(C)CC[C@H]1C(=C)C
Properties
Computed Properties
 
Complexity:
538  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
7  
XLogP3:
6.6  

Literature

Title: Down-regulation of cyclooxygenase-2 (COX-2) by cannabidiolic acid in human breast cancer cells.

Journal: The Journal of toxicological sciences 20140101

Title: Cannabidiolic acid, a major cannabinoid in fiber-type cannabis, is an inhibitor of MDA-MB-231 breast cancer cell migration.

Journal: Toxicology letters 20121115

Title: The hexanoyl-CoA precursor for cannabinoid biosynthesis is formed by an acyl-activating enzyme in Cannabis sativa trichomes.

Journal: The Plant journal : for cell and molecular biology 20120801

Title: The effects of cannabidiolic acid and cannabidiol on contractility of the gastrointestinal tract of Suncus murinus.

Journal: Archives of pharmacal research 20110901

Title: Evaluation of the cyclooxygenase inhibiting effects of six major cannabinoids isolated from Cannabis sativa.

Journal: Biological & pharmaceutical bulletin 20110101

Title: The draft genome and transcriptome of Cannabis sativa.

Journal: Genome biology 20110101

Title: Transient receptor potential ankyrin 1 (TRPA1) channel as emerging target for novel analgesics and anti-inflammatory agents.

Journal: Journal of medicinal chemistry 20100722

Title: Standardized cannabis in multiple sclerosis: a case report.

Journal: Cases journal 20100101

Title: Identification of candidate genes affecting Delta9-tetrahydrocannabinol biosynthesis in Cannabis sativa.

Journal: Journal of experimental botany 20090901

Title: Cannabinoids act as necrosis-inducing factors in Cannabis sativa.

Journal: Plant signaling & behavior 20081201

Title: Cannabidiolic acid as a selective cyclooxygenase-2 inhibitory component in cannabis.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080901

Title: Antibacterial cannabinoids from Cannabis sativa: a structure-activity study.

Journal: Journal of natural products 20080801

Title: Marijuana extracts possess the effects like the endocrine disrupting chemicals.

Journal: Toxicology 20050131

Title: Metabolomic differentiation of Cannabis sativa cultivars using 1H NMR spectroscopy and principal component analysis.

Journal: Journal of natural products 20040601

Title: NMR assignments of the major cannabinoids and cannabiflavonoids isolated from flowers of Cannabis sativa.

Journal: Phytochemical analysis : PCA 20040101

Title: Growth characteristics of Cannabis sativa L. cultivated in a phytotron and in the field.

Journal: Kokuritsu Iyakuhin Shokuhin Eisei Kenkyujo hokoku = Bulletin of National Institute of Health Sciences 20040101

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Tags:1244-58-2 Molecular Formula|1244-58-2 MDL|1244-58-2 SMILES|1244-58-2 Benzoic acid, 2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-6-pentyl-