Home Other Building Blocks (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxo-1-cyclohexenyl)nona-2,4,6,8-tetraenoic acid

(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxo-1-cyclohexenyl)nona-2,4,6,8-tetraenoic acid

CAS No.:
38030-57-8
Catalog Number:
AG00C9D8
Molecular Formula:
C20H26O3
Molecular Weight:
314.4186
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
2mg
94%
1 week
United States
$265
- +
5mg
94%
1 week
United States
$515
- +
Product Description
Catalog Number:
AG00C9D8
Chemical Name:
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxo-1-cyclohexenyl)nona-2,4,6,8-tetraenoic acid
CAS Number:
38030-57-8
Molecular Formula:
C20H26O3
Molecular Weight:
314.4186
MDL Number:
MFCD00870472
IUPAC Name:
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid
InChI:
InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13+
InChI Key:
GGCUJPCCTQNTJF-FRCNGJHJSA-N
SMILES:
C/C(=C\C=C\C(=C\C(=O)O)\C)/C=C/C1=C(C)C(=O)CCC1(C)C
UNII:
CJN45G18UA
Properties
Complexity:
638  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
4  
Exact Mass:
314.188g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
314.425g/mol
Monoisotopic Mass:
314.188g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
54.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.8  
Literature
Title Journal
Induction of CYP26A1 by metabolites of retinoic acid: evidence that CYP26A1 is an important enzyme in the elimination of active retinoids. Molecular pharmacology 20150301
Metabolic characteristics of 13-cis-retinoic acid (isotretinoin) and anti-tumour activity of the 13-cis-retinoic acid metabolite 4-oxo-13-cis-retinoic acid in neuroblastoma. British journal of pharmacology 20141201
Detection of retinoic acid receptor agonistic activity and identification of causative compounds in municipal wastewater treatment plants in Japan. Environmental toxicology and chemistry 20120901
Role of UDP-glucuronosyltransferase isoforms in 13-cis retinoic acid metabolism in humans. Drug metabolism and disposition: the biological fate of chemicals 20100701
Metabolism and regulation of gene expression by 4-oxoretinol versus all-trans retinoic acid in normal human mammary epithelial cells. Journal of cellular physiology 20090901
The metabolism and pharmacokinetics of isotretinoin in patients with acne and rosacea are not influenced by ethanol. The British journal of dermatology 20090901
Sequential RARbeta and alpha signalling in vivo can induce adult forebrain neural progenitor cells to differentiate into neurons through Shh and FGF signalling pathways. Developmental biology 20090215
The discovery of new coding alleles of human CYP26A1 that are potentially defective in the metabolism of all-trans retinoic acid and their assessment in a recombinant cDNA expression system. Pharmacogenetics and genomics 20070301
Beta-carotene and apocarotenals promote retinoid signaling in BEAS-2B human bronchioepithelial cells. Archives of biochemistry and biophysics 20061101
Retinoids have differing efficacies on alveolar regeneration in a dexamethasone-treated mouse. American journal of respiratory cell and molecular biology 20060801
A novel cytochrome P450, zebrafish Cyp26D1, is involved in metabolism of all-trans retinoic acid. Molecular endocrinology (Baltimore, Md.) 20060701
Method to determine 4-oxo-retinoic acids, retinoic acids and retinol in serum and cell extracts by liquid chromatography/diode-array detection atmospheric pressure chemical ionisation tandem mass spectrometry. Rapid communications in mass spectrometry : RCM 20060101
The control of morphogen signalling: regulation of the synthesis and catabolism of retinoic acid in the developing embryo. Developmental biology 20050901
Retinoic acid and its 4-oxo metabolites are functionally active in human skin cells in vitro. The Journal of investigative dermatology 20050701
Discovery of new tetracyclic tetrahydrofuran derivatives as potential broad-spectrum psychotropic agents. Journal of medicinal chemistry 20050324
All-trans retinoic acid is a ligand for the orphan nuclear receptor ROR beta. Nature structural biology 20031001
Homozygous deletion of the CRABPI gene in AB1 embryonic stem cells results in increased CRABPII gene expression and decreased intracellular retinoic acid concentration. Archives of biochemistry and biophysics 20030315
HPLC-MS/MS analysis of the products generated from all-trans-retinoic acid using recombinant human CYP26A. Journal of lipid research 20020701
Retinol metabolism and lecithin:retinol acyltransferase levels are reduced in cultured human prostate cancer cells and tissue specimens. Cancer research 20020315
Reduced levels of retinyl esters and vitamin A in human renal cancers. Cancer research 20010315
Granulocytic differentiation of human NB4 promyelocytic leukemia cells induced by all-trans retinoic acid metabolites. Cancer research 20010115
Ethanol enhances retinoic acid metabolism into polar metabolites in rat liver via induction of cytochrome P4502E1. Gastroenterology 20010101
Identification of human cytochrome P450 isoforms that contribute to all-trans-retinoic acid 4-hydroxylation. Biochemical pharmacology 20000815
Initial retinoid requirement for early avian development coincides with retinoid receptor coexpression in the precardiac fields and induction of normal cardiovascular development. Developmental dynamics : an official publication of the American Association of Anatomists 19981001
Generation of radical oxygen species by neural crest cells treated in vitro with isotretinoin and 4-oxo-isotretinoin. Journal of craniofacial genetics and developmental biology 19900101
Properties