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Decursin

CAS No.:
5928-25-6
Catalog Number:
AG00E95U
Molecular Formula:
C19H20O5
Molecular Weight:
328.3591
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$91
- +
5mg
≥98%
1 week
United States
$187
- +
10mg
99%
1 week
United States
$265
- +
25mg
99%
1 week
United States
$515
- +
50mg
99%
1 week
United States
$876
- +
Product Description
Catalog Number:
AG00E95U
Chemical Name:
Decursin
CAS Number:
5928-25-6
Molecular Formula:
C19H20O5
Molecular Weight:
328.3591
MDL Number:
MFCD00272154
IUPAC Name:
[(3S)-2,2-dimethyl-8-oxo-3,4-dihydropyrano[3,2-g]chromen-3-yl] 3-methylbut-2-enoate
InChI:
InChI=1S/C19H20O5/c1-11(2)7-18(21)23-16-9-13-8-12-5-6-17(20)22-14(12)10-15(13)24-19(16,3)4/h5-8,10,16H,9H2,1-4H3/t16-/m0/s1
InChI Key:
CUKSFECWKQBVED-INIZCTEOSA-N
SMILES:
O=C(C=C(C)C)O[C@H]1Cc2cc3ccc(=O)oc3cc2OC1(C)C
UNII:
E95RTO3YQR
Properties
Complexity:
585  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
328.131g/mol
Formal Charge:
0
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
328.364g/mol
Monoisotopic Mass:
328.131g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
61.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.9  
Literature
Title Journal
Effect of decursin on the pharmacokinetics of theophylline and its metabolites in rats. Journal of ethnopharmacology 20121121
A synthetic decursin analog with increased in vivo stability suppresses androgen receptor signaling in vitro and in vivo. Investigational new drugs 20121001
Effect of decursinol angelate on the pharmacokinetics of theophylline and its metabolites in rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20121001
Ultrafine Angelica gigas powder normalizes ovarian hormone levels and has antiosteoporosis properties in ovariectomized rats: particle size effect. Journal of medicinal food 20121001
A novel derivative of decursin, CSL-32, blocks migration and production of inflammatory mediators and modulates PI3K and NF-κB activities in HT1080 cells. Cell biology international 20120701
Decursin, an active compound isolated from Angelica gigas, inhibits fat accumulation, reduces adipocytokine secretion and improves glucose tolerance in mice fed a high-fat diet. Phytotherapy research : PTR 20120501
Overexpression of cinnamate 4-hydroxylase gene enhances biosynthesis of decursinol angelate in Angelica gigas hairy roots. Molecular biotechnology 20120201
Quantitative determination of decursin, decursinol angelate, and decursinol in mouse plasma and tumor tissue using liquid-liquid extraction and HPLC. Planta medica 20120201
Structure-activity relationships for naturally occurring coumarins as β-secretase inhibitor. Bioorganic & medicinal chemistry 20120115
Pharmacokinetic characterization of decursinol derived from Angelica gigas Nakai in rats. Xenobiotica; the fate of foreign compounds in biological systems 20111001
Decursin from Angelicagigas Nakai induces apoptosis in RC-58T/h/SA#4 primary human prostate cancer cells via a mitochondria-related caspase pathway. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20111001
Decursin chemosensitizes human multiple myeloma cells through inhibition of STAT3 signaling pathway. Cancer letters 20110201
Protective effects of decursin and decursinol angelate against amyloid β-protein-induced oxidative stress in the PC12 cell line: the role of Nrf2 and antioxidant enzymes. Bioscience, biotechnology, and biochemistry 20110101
Inhibition of cyclooxygenase-2-dependent survivin mediates decursin-induced apoptosis in human KBM-5 myeloid leukemia cells. Cancer letters 20101208
Decursinol angelate blocks transmigration and inflammatory activation of cancer cells through inhibition of PI3K, ERK and NF-kappaB activation. Cancer letters 20101001
Cloning and characterization of phenylalanine ammonia-lyase and cinnamate 4-hydroxylase and pyranocoumarin biosynthesis in Angelica gigas. Journal of natural products 20100827
Hypopigmentary action of dihydropyranocoumarin D2, a decursin derivative, as a MITF-degrading agent. Journal of natural products 20100528
Decursin prevents cisplatin-induced apoptosis via the enhancement of antioxidant enzymes in human renal epithelial cells. Biological & pharmaceutical bulletin 20100101
Decursin inhibits VEGF-mediated inner blood-retinal barrier breakdown by suppression of VEGFR-2 activation. Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20090901
Effects of diumancal and decursinol on 5-hydroxytryptamine level in rat brain. Georgian medical news 20090901
Scuteflorins A and B, dihydropyranocoumarins from Scutellaria lateriflora. Journal of natural products 20090601
The analgesic effect of decursinol. Archives of pharmacal research 20090601
A novel (S)-(+)-decursin derivative, (S)-(+)-3-(3,4-dihydroxy-phenyl)-acrylic acid 2,2-dimethyl-8-oxo-3,4-dihydro-2H,8H-pyrano[3,2-g]chromen-3-yl-ester, inhibits ovalbumin-induced lung inflammation in a mouse model of asthma. Biological & pharmaceutical bulletin 20090301
In vivo anti-cancer activity of Korean Angelica gigas and its major pyranocoumarin decursin. The American journal of Chinese medicine 20090101
Decursin inhibits retinal neovascularization via suppression of VEGFR-2 activation. Molecular vision 20090101
Androgen receptor functional analyses by high throughput imaging: determination of ligand, cell cycle, and mutation-specific effects. PloS one 20080101
Decursin and decursinol angelate selectively inhibit NADH-fumarate reductase of Ascaris suum. Planta medica 20071101
Mechanism-based inactivation of cytochrome P450 2A6 by decursinol angelate isolated from Angelica Gigas. Drug metabolism and disposition: the biological fate of chemicals 20071001
Oriental herbs as a source of novel anti-androgen and prostate cancer chemopreventive agents. Acta pharmacologica Sinica 20070901
Decursinol and decursin protect primary cultured rat cortical cells from glutamate-induced neurotoxicity. The Journal of pharmacy and pharmacology 20070601
A novel class of pyranocoumarin anti-androgen receptor signaling compounds. Molecular cancer therapeutics 20070301
[Inhibitory effects of 11 coumarin compounds against growth of human bladder carcinoma cell line E-J in vitro]. Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20070101
Decursin and decursinol angelate inhibit estrogen-stimulated and estrogen-independent growth and survival of breast cancer cells. Breast cancer research : BCR 20070101
Decursin inhibits induction of inflammatory mediators by blocking nuclear factor-kappaB activation in macrophages. Molecular pharmacology 20060601
Molecular target of decursins in the inhibition of lipid droplet accumulation in macrophages. Biological & pharmaceutical bulletin 20060501
Potent antiandrogen and androgen receptor activities of an Angelica gigas-containing herbal formulation: identification of decursin as a novel and active compound with implications for prevention and treatment of prostate cancer. Cancer research 20060101
Decursin and PDBu: two PKC activators distinctively acting in the megakaryocytic differentiation of K562 human erythroleukemia cells. Leukemia research 20051201
Involvement of PKC and ROS in the cytotoxic mechanism of anti-leukemic decursin and its derivatives and their structure-activity relationship in human K562 erythroleukemia and U937 myeloleukemia cells. Cancer letters 20050608
A novel anticancer agent, decursin, induces G1 arrest and apoptosis in human prostate carcinoma cells. Cancer research 20050201
Four new neuroprotective dihydropyranocoumarins from Angelica gigas. Journal of natural products 20050101
Protection against beta-amyloid peptide-induced memory impairment with long-term administration of extract of Angelica gigas or decursinol in mice. Progress in neuro-psychopharmacology & biological psychiatry 20040101
Platelet anti-aggregatory effects of coumarins from the roots of Angelica genuflexa and A. gigas. Archives of pharmacal research 20030901
Anti-tumor activities of decursinol angelate and decursin from Angelica gigas. Archives of pharmacal research 20030901
Antinociceptive mechanisms of orally administered decursinol in the mouse. Life sciences 20030613
Effects of ginsenoside Rd and decursinol on the neurotoxic responses induced by kainic acid in mice. Planta medica 20030301
Decursin from Angelica gigas mitigates amnesia induced by scopolamine in mice. Neurobiology of learning and memory 20030101
Coumarins isolated from Angelica gigas inhibit acetylcholinesterase: structure-activity relationships. Journal of natural products 20010501
Properties