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Home > Other Heterocycles > 467-55-0
467-55-0 | (25R);-3b-Hydroxy-5a-spirostan-12-one
CAS No: 467-55-0 Catalog No: AG003QUC MDL No:MFCD00067285
Product Description
Catalog Number:
AG003QUC
Chemical Name:
(25R);-3b-Hydroxy-5a-spirostan-12-one
CAS Number:
467-55-0
Molecular Formula:
C27H42O4
Molecular Weight:
430.6200
MDL Number:
MFCD00067285
IUPAC Name:
(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
InChI:
InChI=1S/C27H42O4/c1-15-7-10-27(30-14-15)16(2)24-22(31-27)12-21-19-6-5-17-11-18(28)8-9-25(17,3)20(19)13-23(29)26(21,24)4/h15-22,24,28H,5-14H2,1-4H3/t15-,16+,17+,18+,19-,20+,21+,22+,24+,25+,26-,27-/m1/s1
InChI Key:
QOLRLLFJMZLYQJ-LOBDNJQFSA-N
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
EC Number:
207-392-4
UNII:
3XP44JJ79F
Properties
Complexity:
766
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
12
Defined Bond Stereocenter Count:
0
Exact Mass:
430.308g/mol
Formal Charge:
0
Heavy Atom Count:
31
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
430.629g/mol
Monoisotopic Mass:
430.308g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
55.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.8
Literature
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| Regioselective cleavage of 22-oxo-23-spiroketals. Novel cholestanic frameworks with pyranone and cyclopentenone E rings on the side chain. | Steroids 20120401 |
| Role of human UGT2B10 in N-glucuronidation of tricyclic antidepressants, amitriptyline, imipramine, clomipramine, and trimipramine. | Drug metabolism and disposition: the biological fate of chemicals 20100501 |
| Identification of the UDP-glucuronosyltransferase isozyme involved in senecionine glucuronidation in human liver microsomes. | Drug metabolism and disposition: the biological fate of chemicals 20100401 |
| 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. | Bioorganic & medicinal chemistry 20100401 |
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| Synthesis of a new cytotoxic cephalostatin/ritterazine analogue from hecogenin and 22-epi-hippuristanol. | Bioorganic & medicinal chemistry 20100101 |
| An improved facile method for extraction and determination of steroidal saponins in Tribulus terrestris by focused microwave-assisted extraction coupled with GC-MS. | Journal of separation science 20091201 |
| Characterization of 1'-hydroxymidazolam glucuronidation in human liver microsomes. | Drug metabolism and disposition: the biological fate of chemicals 20080201 |
| 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. | International journal of molecular medicine 20071001 |
| In vitro characterization of lamotrigine N2-glucuronidation and the lamotrigine-valproic acid interaction. | Drug metabolism and disposition: the biological fate of chemicals 20060601 |
| 4-Aminobiphenyl N-glucuronidation by liver microsomes: optimization of the reaction conditions and characterization of the UDP-glucuronosyltransferase isoforms. | Journal of applied toxicology : JAT 20060101 |
| 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. | Farmaco (Societa chimica italiana : 1989) 20051001 |
| 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. | Steroids 20050801 |
| Phytochemical analysis and anti-allergic study of Agave intermixta Trel. and Cissus sicyoides L. | The Journal of pharmacy and pharmacology 20040901 |
| Polyphosphoric acid trimethylsilyl ester promoted intramolecular acylation of an olefin by a carboxylic acid: convenient construction of C-18-functionalized delta14-hecogenin acetate. | Organic letters 20031030 |
| Three new hecogenin glycosides from fermented leaves of Agave americana. | Journal of Asian natural products research 20030601 |
| Different contribution of apoptosis to the antiproliferative effects of diosgenin and other plant steroids, hecogenin and tigogenin, on human 1547 osteosarcoma cells. | International journal of oncology 20030401 |
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