Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C29H48O |
Molecular Weight | 412.6908 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 9 / 9 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@H](\C=C\[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C
InChI
InChIKey=HCXVJBMSMIARIN-PHZDYDNGSA-N
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1
Molecular Formula | C29H48O |
Molecular Weight | 412.6908 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 9 / 9 |
E/Z Centers | 1 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/27992774
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27992774
Stigmasterol (also known as Wulzen anti-stiffness factor) is a plant sterol, or phytosterol. Recent investigation discovered that this compound could be new promising anti- Methicillin-resistant Staphylococcus aureus agent.
Originator
Approval Year
PubMed
Title | Date | PubMed |
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Phytosterolaemia, xanthomatosis and premature atherosclerotic arterial disease: a case with high plant sterol absorption, impaired sterol elimination and low cholesterol synthesis. | 1980 Feb |
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Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. | 1991 Jan-Feb |
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Synthesis and bioactivity evaluation of brassinosteroid analogs. | 2000 Jun |
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Antiviral activity of brassinosteroids derivatives against measles virus in cell cultures. | 2002 Jan |
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Antitubercular constituents from the hexane fraction of Morinda citrifolia Linn. (Rubiaceae). | 2002 Nov |
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Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. | 2003 Jul 15 |
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Natural antimycobacterial metabolites: current status. | 2004 Apr |
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Gradient enhanced selective experiments in the 1H NMR chemical shift assignment of the skeleton and side-chain resonances of stigmasterol, a phytosterol derivative. | 2004 Jan |
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A proteoglycan mediates inductive interaction during plant vascular development. | 2004 Jun 24 |
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Use of fecal steroids to infer the sources of fecal indicator bacteria in the Lower Santa Ana River Watershed, California: sewage is unlikely a significant source. | 2004 Nov 15 |
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Estimation of plant sterol and cholesterol intake in Finland: quality of new values and their effect on intake. | 2004 Oct |
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Sesquiterpenoids from Pulicaria canariensis and their cytotoxic activities. | 2005 Apr |
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Apoptosis inducing activity of viscin, a lipophilic extract from Viscum album L. | 2005 Jan |
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Components and antibacterial activity of the roots of Salvia jaminiana. | 2005 Jul |
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Antitubercular sterols from Thalia multiflora Horkel ex Koernicke. | 2005 Oct |
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Enteric microbiome metabolites correlate with response to simvastatin treatment. | 2011 |
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Relative expression of cholesterol transport-related proteins and inflammation markers through the induction of 7-ketosterol-mediated stress in Caco-2 cells. | 2013 Jun |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27992774
Curator's Comment: Time-kill analysis of one Methicillin-resistant Staphylococcus aureus (MRSA) reference strain (ATCC 43300) and three clinical isolates (WM3, BM1 and KJ7) for stigmasterol was first performed to provide the bacteriostatic/bactericidal profile. Then, MRSA ATCC 43300 strain treated by compound was interrogated by next-generation sequencing
Unknown
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:46:18 GMT 2025
by
admin
on
Mon Mar 31 17:46:18 GMT 2025
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Record UNII |
99WUK5D0Y8
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Record Status |
Validated (UNII)
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Record Version |
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DSLD |
2396 (Number of products:45)
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NCI_THESAURUS |
C68437
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LOINC |
74886-3
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Code System | Code | Type | Description | ||
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m10214
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PRIMARY | Merck Index | ||
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8095
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201-482-7
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10079
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PRIMARY | RxNorm | ||
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STIGMASTEROL
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7683
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100000173041
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28824
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DTXSID801015733
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5280794
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83-48-7
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99WUK5D0Y8
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C68427
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CALENDULA OFFICINALIS FLOWER terpenoid
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