NIVALENOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H20O7
Molecular Weight	312.3151
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C[C@H]2O[C@@H]3[C@H](O)[C@@H](O)[C@@](C)([C@]34CO4)[C@@]2(CO)[C@H](O)C1=O

InChI

InChIKey=UKOTXHQERFPCBU-XBXCNEFVSA-N

InChI=1S/C15H20O7/c1-6-3-7-14(4-16,11(20)8(6)17)13(2)10(19)9(18)12(22-7)15(13)5-21-15/h3,7,9-12,16,18-20H,4-5H2,1-2H3/t7-,9-,10-,11-,12-,13-,14-,15+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C15H20O7
Molecular Weight	312.3151
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Integrated Transcriptional and Proteomic Analysis of Growth Hormone Suppression Mediated by Trichothecene T-2 Toxin in Rat GH3 Cells.	2015-10	26141394
Effects of oral exposure to naturally-occurring and synthetic deoxynivalenol congeners on proinflammatory cytokine and chemokine mRNA expression in the mouse.	2014-07-15	24793808
Modulation of mucin mRNA (MUC5AC and MUC5B) expression and protein production and secretion in Caco-2/HT29-MTX co-cultures following exposure to individual and combined Fusarium mycotoxins.	2014-05	24496642
Role of cholecystokinin in anorexia induction following oral exposure to the 8-ketotrichothecenes deoxynivalenol, 15-acetyldeoxynivalenol, 3-acetyldeoxynivalenol, fusarenon X, and nivalenol.	2014-04	24385417
Individual and combined effects of Fusarium toxins on the mRNA expression of pro-inflammatory cytokines in swine jejunal epithelial cells.	2013-07-18	23688591
Comparison of emetic potencies of the 8-ketotrichothecenes deoxynivalenol, 15-acetyldeoxynivalenol, 3-acetyldeoxynivalenol, fusarenon X, and nivalenol.	2013-01	22997060
Mechanism-based alternative monitoring of endoplasmic reticulum stress by 8-keto-trichothecene mycotoxins using human intestinal epithelial cell line.	2010-10-20	20682335
Deoxynivalenol and nivalenol inhibit lipopolysaccharide-induced nitric oxide production by mouse macrophage cells.	2010-02-01	19857559
Pro-apoptotic effects of nivalenol and deoxynivalenol trichothecenes in J774A.1 murine macrophages.	2009-08-25	19410639
Epithelial cell survival by activating transcription factor 3 (ATF3) in response to chemical ribosome-inactivating stress.	2009-03-15	19101521
Mycotoxins nivalenol and deoxynivalenol differentially modulate cytokine mRNA expression in Jurkat T cells.	2006-10	17166736
Effects of trichothecene structure on cytokine secretion and gene expression in murine CD4+ T-cells.	1995-12-15	8560498

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:27:57 GMT 2025` Edited by `admin` on `Mon Mar 31 22:27:57 GMT 2025`
Record UNII	5WOP02RM1U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-269143

Preferred Name

English

NIVALENOL

Common Name

English

TRICHOTHEC-9-EN-8-ONE, 12,13-EPOXY-3,4,7,15-TETRAHYDROXY-, (3-.ALPHA.,4-.BETA.,7-.ALPHA.)-

Systematic Name

English

TRICHOTHEC-9-EN-8-ONE, 12,13-EPOXY-3,4,7,15-TETRAHYDROXY-, (3.ALPHA.,4.BETA.,7.ALPHA.)-

Systematic Name

English

3.ALPHA.,4.BETA.,7.ALPHA.,15-TETRAHYDROXYSCRIP-9-EN-8-ONE

Common Name

English

3-.ALPHA.,4-.BETA.,7-.ALPHA.,15-TETRAHYDROXYSCIRP-9-EN-8-ONE

Common Name

English

3-.ALPHA.,4-.BETA.,7-.ALPHA.,15-TETRAHYDROXY-12,13- EPOXYTRICHOTHEC-9-EN-8-ONE

Common Name

English

NIVALENOL [HSDB]

Common Name

English

NIVALENOL [MI]

Common Name

English

12,13-EPOXY-3,4,7,15-TETRAHYDROXYTRICHOTHEC-9-EN-8-ONE

Common Name

English

12,13-EPOXY-3.ALPHA.,4.BETA.,7.ALPHA.,15-TETRAHYDROXYTRICHOTHEC-9-EN-8-ONE

Common Name

English

TRICHOTHEC-9-EN-8-ONE, 12,13-EPOXY-3.ALPHA.,4.BETA.,7.ALPHA.,15- TETRAHYDROXY-

Systematic Name

English

Code System Code Type Description

CAS

23282-20-4