ERGOSTANE

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 Search

SMILES

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

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

Title	Date	PubMed
[A comparative study on sterols of ethanol extract and water extract from Hericium erinaceus].	2001 Dec	12776329
New lanostanoids from the mushroom Ganoderma lucidum.	2002 Jan	11809071
Byssochlamysol, a new antitumor steroid against IGF-1-dependent cells from Byssochlamys nivea. II. Physico-chemical properties and structure elucidation.	2003 Jan	12670043
Six immunosuppressive features from an ascomycete, Zopfiella longicaudata, found in a screening study monitored by immunomodulatory activity.	2004 Aug	15305003
Steroidal and triterpenoidal fungal metabolites as ligands of liver X receptors.	2005 Sep	16320760
Selective cytotoxicity of withaphysalins in myeloid leukemia cell lines versus peripheral blood mononuclear cells.	2006 Sep 27	16824549
A bioactive withanolide Tubocapsanolide A inhibits proliferation of human lung cancer cells via repressing Skp2 expression.	2007 May	17513606
Anti-inflammatory ergostanes from the basidiomata of Antrodia salmonea.	2007 Sep	17764065
Brassinosteroids: synthesis and activity of some fluoro analogues.	2008 Jul 10	18557605
Withanolide A is inherently de novo biosynthesized in roots of the medicinal plant Ashwagandha (Withania somnifera).	2008 Jun	18312497
New anti-inflammatory ergostane-type ecdysteroids from the sclerotium of Polyporus umbellatus.	2008 Jun 1	18439824
Molecular probing of the Saccharomyces cerevisiae sterol 24-C methyltransferase reveals multiple amino acid residues involved with C2-transfer activity.	2008 Jun-Jul	18503783
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 Dec 2	21143809
Quality evaluation of mycelial Antrodia camphorata using high-performance liquid chromatography (HPLC) coupled with diode array detector and mass spectrometry (DAD-MS).	2010 Jan 29	20205903
JBIR-14, a highly oxygenated ergostane, from Isaria sp. NBRC 104353.	2010 Mar	20094069
Antibacterial compounds from mushrooms II: lanostane triterpenoids and an ergostane steroid with activity against Bacillus cereus isolated from Fomitopsis pinicola.	2010 Mar	19847745
Methylantcinate A induces tumor specific growth inhibition in oral cancer cells via Bax-mediated mitochondrial apoptotic pathway.	2010 Oct 15	20817519

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:59:20 GMT 2023` Edited by `admin` on `Sat Dec 16 08:59:20 GMT 2023`
Record UNII	Y0XC723P4C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ERGOSTANE

Systematic Name

English

(24S)-5.ALPHA.-ERGOSTANE

Systematic Name

English

ERGOSTANE [MI]

Common Name

English

(5.ALPHA.)-ERGOSTANE

Systematic Name

English

5.ALPHA.-ERGOSTANE

Systematic Name

English

Code System Code Type Description

PUBCHEM

164641