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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H50
Molecular Weight 386.6966
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ERGOSTANE

SMILES

CC(C)[C@@H](C)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CCCC[C@]4(C)[C@H]3CC[C@]12C

InChI

InChIKey=WAAWMJYYKITCGF-WTPIMUJOSA-N
InChI=1S/C28H50/c1-19(2)20(3)10-11-21(4)24-14-15-25-23-13-12-22-9-7-8-17-27(22,5)26(23)16-18-28(24,25)6/h19-26H,7-18H2,1-6H3/t20-,21+,22+,23-,24+,25-,26-,27-,28+/m0/s1

HIDE SMILES / InChI

Molecular Formula C28H50
Molecular Weight 386.6966
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
[Regulation of cholesterol biosynthesis and metabolism in Hep G2 cells by delta8(14)-15-ketoergostane derivatives].
2011-01-25
Inhibition of the NEMO/IKKβ association complex formation, a novel mechanism associated with the NF-κB activation suppression by Withania somnifera's key metabolite withaferin A.
2010-12-02
Probing the anticancer mechanism of prospective herbal drug Withaferin A on mammals: a case study on human and bovine proteasomes.
2010-12-02
Methylantcinate A induces tumor specific growth inhibition in oral cancer cells via Bax-mediated mitochondrial apoptotic pathway.
2010-10-15
JBIR-14, a highly oxygenated ergostane, from Isaria sp. NBRC 104353.
2010-03
Antibacterial compounds from mushrooms II: lanostane triterpenoids and an ergostane steroid with activity against Bacillus cereus isolated from Fomitopsis pinicola.
2010-03
Quality evaluation of mycelial Antrodia camphorata using high-performance liquid chromatography (HPLC) coupled with diode array detector and mass spectrometry (DAD-MS).
2010-01-29
Steroidal lactones from Withania somnifera, an ancient plant for novel medicine.
2009-07-03
Cyclodextrin-modified capillary electrophoresis for achiral and chiral separation of ergostane and lanostane compounds extracted from the fruiting body of Antrodia camphorata.
2009-06
[(22R,23R)-3beta-Hydroxy-22,23-epoxy-5alpha-ergost-8(14)-en-15-one: improved synthesis and toxicity to MCF-7 cells].
2008-12-18
Probing inhibitory effects of Antrodia camphorata isolates using insect cell-based impedance spectroscopy: inhibition vs chemical structure.
2008-11
Brassinosteroids: synthesis and activity of some fluoro analogues.
2008-07-10
New anti-inflammatory ergostane-type ecdysteroids from the sclerotium of Polyporus umbellatus.
2008-06-01
Withanolide A is inherently de novo biosynthesized in roots of the medicinal plant Ashwagandha (Withania somnifera).
2008-06
Molecular probing of the Saccharomyces cerevisiae sterol 24-C methyltransferase reveals multiple amino acid residues involved with C2-transfer activity.
2008-03-20
Anti-inflammatory ergostanes from the basidiomata of Antrodia salmonea.
2007-09
A bioactive withanolide Tubocapsanolide A inhibits proliferation of human lung cancer cells via repressing Skp2 expression.
2007-05
Selective cytotoxicity of withaphysalins in myeloid leukemia cell lines versus peripheral blood mononuclear cells.
2006-09-27
Steroidal and triterpenoidal fungal metabolites as ligands of liver X receptors.
2005-09
Six immunosuppressive features from an ascomycete, Zopfiella longicaudata, found in a screening study monitored by immunomodulatory activity.
2004-08
Cholesterol-lowering properties of Ganoderma lucidum in vitro, ex vivo, and in hamsters and minipigs.
2004-02-18
Byssochlamysol, a new antitumor steroid against IGF-1-dependent cells from Byssochlamys nivea. II. Physico-chemical properties and structure elucidation.
2003-01
Anicequol, a novel inhibitor for anchorage-independent growth of tumor cells from Penicillium aurantiogriseum Dierckx TP-F0213.
2002-04
Blazeispirols B, C, E and F, des-A-ergostane-type compounds, from the cultured mycelia of the fungus Agaricus blazei.
2002-03
New lanostanoids from the mushroom Ganoderma lucidum.
2002-01
[A comparative study on sterols of ethanol extract and water extract from Hericium erinaceus].
2001-12
Cycloartanes, protolimonoids, a pregnane and a new ergostane from Trichilia reticulata.
2001
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:25:13 GMT 2025
Edited
by admin
on Mon Mar 31 22:25:13 GMT 2025
Record UNII
Y0XC723P4C
Record Status Validated (UNII)
Record Version
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Name Type Language
ERGOSTANE [MI]
Preferred Name English
ERGOSTANE
MI  
Systematic Name English
(24S)-5.ALPHA.-ERGOSTANE
Systematic Name English
(5.ALPHA.)-ERGOSTANE
Systematic Name English
5.ALPHA.-ERGOSTANE
Systematic Name English
Code System Code Type Description
PUBCHEM
164641
Created by admin on Mon Mar 31 22:25:13 GMT 2025 , Edited by admin on Mon Mar 31 22:25:13 GMT 2025
PRIMARY
FDA UNII
Y0XC723P4C
Created by admin on Mon Mar 31 22:25:13 GMT 2025 , Edited by admin on Mon Mar 31 22:25:13 GMT 2025
PRIMARY
CHEBI
20652
Created by admin on Mon Mar 31 22:25:13 GMT 2025 , Edited by admin on Mon Mar 31 22:25:13 GMT 2025
PRIMARY
CAS
511-20-6
Created by admin on Mon Mar 31 22:25:13 GMT 2025 , Edited by admin on Mon Mar 31 22:25:13 GMT 2025
PRIMARY
MERCK INDEX
m4984
Created by admin on Mon Mar 31 22:25:13 GMT 2025 , Edited by admin on Mon Mar 31 22:25:13 GMT 2025
PRIMARY Merck Index
CHEBI
35512
Created by admin on Mon Mar 31 22:25:13 GMT 2025 , Edited by admin on Mon Mar 31 22:25:13 GMT 2025
PRIMARY
WIKIPEDIA
Ergostane
Created by admin on Mon Mar 31 22:25:13 GMT 2025 , Edited by admin on Mon Mar 31 22:25:13 GMT 2025
PRIMARY