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467-55-0,MFCD00067285
Catalog No.:AA003QRK

467-55-0 | Hecogenin

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100mg
>80.0%(GC)
in stock  
$51.00   $36.00
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500mg
>80.0%
in stock  
$202.00   $142.00
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1g
>80.0%(GC)
in stock  
$211.00   $148.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003QRK
Chemical Name:
Hecogenin
CAS Number:
467-55-0
Molecular Formula:
C27H42O4
Molecular Weight:
430.6200
MDL Number:
MFCD00067285
SMILES:
C[C@@H]1CC[C@@]2(OC1)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)[C@@H]1CC[C@@H]3[C@]([C@H]1CC2=O)(C)CC[C@@H](C3)O)C
Properties
Properties
 
BP:
548.9 °C at 760 mmHg  
Form:
Solid  
MP:
268 °C  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
766  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
12  
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
XLogP3:
4.8  

Literature

Title: In vitro selective inhibition of human UDP-glucuronosyltransferase (UGT) 1A4 by finasteride, and prediction of in vivo drug-drug interactions.

Journal: Toxicology letters 20150122

Title: Synthesis and selective anticancer activity of steroidal glycoconjugates.

Journal: European journal of medicinal chemistry 20120801

Title: Effects of hecogenin and its possible mechanism of action on experimental models of gastric ulcer in mice.

Journal: European journal of pharmacology 20120515

Title: Regioselective cleavage of 22-oxo-23-spiroketals. Novel cholestanic frameworks with pyranone and cyclopentenone E rings on the side chain.

Journal: Steroids 20120401

Title: Role of human UGT2B10 in N-glucuronidation of tricyclic antidepressants, amitriptyline, imipramine, clomipramine, and trimipramine.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20100501

Title: Identification of the UDP-glucuronosyltransferase isozyme involved in senecionine glucuronidation in human liver microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20100401

Title: Synthesis of 26-hydroxy-22-oxocholestanic frameworks from diosgenin and hecogenin and their in vitro antiproliferative and apoptotic activity on human cervical cancer CaSki cells.

Journal: Bioorganic & medicinal chemistry 20100401

Title: Glucuronidation, a new metabolic pathway for pyrrolizidine alkaloids.

Journal: Chemical research in toxicology 20100315

Title: Deacylation reactions of 20-acetyl dinorcholanic lactones and 20,23-diacetyl furost-22-enes.

Journal: Steroids 20100301

Title: Synthesis of a new cytotoxic cephalostatin/ritterazine analogue from hecogenin and 22-epi-hippuristanol.

Journal: Bioorganic & medicinal chemistry 20100101

Title: An improved facile method for extraction and determination of steroidal saponins in Tribulus terrestris by focused microwave-assisted extraction coupled with GC-MS.

Journal: Journal of separation science 20091201

Title: Characterization of 1'-hydroxymidazolam glucuronidation in human liver microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080201

Title: Inhibition of human rheumatoid arthritis synovial cell survival by hecogenin and tigogenin is associated with increased apoptosis, p38 mitogen-activated protein kinase activity and upregulation of cyclooxygenase-2.

Journal: International journal of molecular medicine 20071001

Title: In vitro characterization of lamotrigine N2-glucuronidation and the lamotrigine-valproic acid interaction.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060601

Title: 4-Aminobiphenyl N-glucuronidation by liver microsomes: optimization of the reaction conditions and characterization of the UDP-glucuronosyltransferase isoforms.

Journal: Journal of applied toxicology : JAT 20060101

Title: On the formation of 4-[N,N-bis(2-chloroethyl)amino]phenyl acetic acid esters of hecogenin and aza-homo-hecogenin and their antileukemic activity.

Journal: Farmaco (Societa chimica italiana : 1989) 20051001

Title: Synthesis and cytogenetic studies of structure--biological activity relationship of esters of Hecogenin and aza-homo-Hecogenin with N,N-bis(2-chloroethyl)aminocinnamic acid isomers.

Journal: Steroids 20050801

Title: Phytochemical analysis and anti-allergic study of Agave intermixta Trel. and Cissus sicyoides L.

Journal: The Journal of pharmacy and pharmacology 20040901

Title: Polyphosphoric acid trimethylsilyl ester promoted intramolecular acylation of an olefin by a carboxylic acid: convenient construction of C-18-functionalized delta14-hecogenin acetate.

Journal: Organic letters 20031030

Title: Three new hecogenin glycosides from fermented leaves of Agave americana.

Journal: Journal of Asian natural products research 20030601

Title: Different contribution of apoptosis to the antiproliferative effects of diosgenin and other plant steroids, hecogenin and tigogenin, on human 1547 osteosarcoma cells.

Journal: International journal of oncology 20030401

Title: Santos Cerqueira G, et al. Effects of hecogenin and its possible mechanism of action on experimental models of gastric ulcer in mice. Eur J Pharmacol. 2012 May 15;683(1-3):260-9.

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