U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H17NO6
Molecular Weight 247.2451
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LINAMARIN

SMILES

CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C#N

InChI

InChIKey=QLTCHMYAEJEXBT-ZEBDFXRSSA-N
InChI=1S/C10H17NO6/c1-10(2,4-11)17-9-8(15)7(14)6(13)5(3-12)16-9/h5-9,12-15H,3H2,1-2H3/t5-,6-,7+,8-,9+/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Tri-trophic level impact of host plant linamarin and lotaustralin on Tetranychus urticae and its predator Phytoseiulus persimilis.
2010-12
Cassava: an appraisal of its phytochemistry and its biotechnological prospects.
2010-12
Naturally occurring food toxins.
2010-09
Research into mercury exposure and health education in subsistence fish-eating communities of the Amazon basin: potential effects on public health policy.
2010-09
Genetic screening identifies cyanogenesis-deficient mutants of Lotus japonicus and reveals enzymatic specificity in hydroxynitrile glucoside metabolism.
2010-05
Constituents and secondary metabolite natural products in fresh and deteriorated cassava roots.
2010-04
The adenovirus-mediated linamarase/linamarin suicide system: a potential strategy for the treatment of hepatocellular carcinoma.
2010-03-28
Biosynthesis of 2-hydroxyisobutyric acid (2-HIBA) from renewable carbon.
2010-02-25
The retail market for fresh cassava root tubers in the European Union (EU): the case of Copenhagen, Denmark--a chemical food safety issue?
2010-01-30
An efficient treatment for detoxification process of cassava starch by plant cell wall-degrading enzymes.
2010-01
454 pyrosequencing based transcriptome analysis of Zygaena filipendulae with focus on genes involved in biosynthesis of cyanogenic glucosides.
2009-12-02
A straightforward method for the colorimetric detection of endogenous biological cyanide.
2009-11-15
The targets of acetone cyanohydrin neurotoxicity in the rat are not the ones expected in an animal model of konzo.
2009-10-13
Cyanogenesis of wild lima bean (Phaseolus lunatus L.) is an efficient direct defence in nature.
2009
Autophagy induction as an efficient strategy to eradicate tumors.
2008-10
The beta-glucosidases responsible for bioactivation of hydroxynitrile glucosides in Lotus japonicus.
2008-07
Leaching of cyanogenic glucosides and cyanide from white clover green manure.
2008-06
Glioma regression in vitro and in vivo by a suicide combined treatment.
2008-03
[The killing effect and bystander effect of linamarase/linamarin suicide gene system on human hepatocellular carcinoma cell line HepG2 in vitro].
2008-03
Sequencing analysis of 20,000 full-length cDNA clones from cassava reveals lineage specific expansions in gene families related to stress response.
2007-12-20
Intimate roles for cyanogenic glucosides in the life cycle of Zygaena filipendulae (Lepidoptera, Zygaenidae).
2007-11
Transgenic approaches for cyanogen reduction in cassava.
2007-10-25
Cytotoxicity of purified cassava linamarin to a selected cancer cell lines.
2007-07
The cyanogenic glucoside composition of Zygaena filipendulae (Lepidoptera: Zygaenidae) as effected by feeding on wild-type and transgenic lotus populations with variable cyanogenic glucoside profiles.
2007-01
Linamarase activities in Bacillus spp. responsible for thermophilic aerobic digestion of agricultural wastes for animal nutrition.
2007
The Unitarian Hypothesis for the aetiology of diabetes mellitus.
2006
Purification and characterization of an intracellular beta-glucosidase from the methylotrophic yeast Pichia pastoris.
2005-12
Cassava plants with a depleted cyanogenic glucoside content in leaves and tubers. Distribution of cyanogenic glucosides, their site of synthesis and transport, and blockage of the biosynthesis by RNA interference technology.
2005-09
Engineering cyanogen synthesis and turnover in cassava (Manihot esculenta).
2004-11
A geminivirus-induced gene silencing system for gene function validation in cassava.
2004-11
Biosynthesis of the nitrile glucosides rhodiocyanoside A and D and the cyanogenic glucosides lotaustralin and linamarin in Lotus japonicus.
2004-05
Cassava cyanogens and fish mercury are high but safely consumed in the diet of native Amazonians.
2004-03
Raman spectroscopic analysis of cyanogenic glucosides in plants: development of a flow injection surface-enhanced Raman scatter (FI-SERS) method for determination of cyanide.
2004-02
Over-expression of hydroxynitrile lyase in transgenic cassava roots accelerates cyanogenesis and food detoxification.
2004-01
Cyanogenic potential in cassava and its influence on a generalist insect herbivore Cyrtomenus bergi (Hemiptera: Cydnidae).
2003-12
New aspects in pathogenesis of konzo: neural cell damage directly caused by linamarin contained in cassava (Manihot esculenta Crantz).
2003-08
Generation of cyanogen-free transgenic cassava.
2003-07
Fish are central in the diet of Amazonian riparians: should we worry about their mercury concentrations?
2003-07
[The canine model in the gene therapy of glioblastoma].
2003
Linamarase expression in cassava cultivars with roots of low- and high-cyanide content.
2002-08
Cyanide bystander effect of the linamarase/linamarin killer-suicide gene therapy system.
2002-07-19
Loss of residual cyanogens in a cassava food during short-term storage.
2002-07
Effect of yam (Dioscorea cayenensis) and dasheen (Colocassia esculenta) extracts on the kidney of streptozotocin-induced diabetic rats.
2001-09
High cassava production and low dietary cyanide exposure in mid-west Nigeria.
2001-02
Identification of essential active-site residues in the cyanogenic beta-glucosidase (linamarase) from cassava (Manihot esculenta Crantz) by site-directed mutagenesis.
2001-01-15
Name Type Language
2-(.BETA.-D-GLUCOPYRANOSYLOXY)-2-METHYLPROPANENITRILE
Preferred Name English
LINAMARIN
HSDB   MI  
Common Name English
LINAMARIN [HSDB]
Common Name English
PHASEOLUNATIN
Common Name English
LINAMARIN [MI]
Common Name English
Code System Code Type Description
CAS
554-35-8
Created by admin on Mon Mar 31 18:53:34 GMT 2025 , Edited by admin on Mon Mar 31 18:53:34 GMT 2025
PRIMARY
EPA CompTox
DTXSID8052857
Created by admin on Mon Mar 31 18:53:34 GMT 2025 , Edited by admin on Mon Mar 31 18:53:34 GMT 2025
PRIMARY
FDA UNII
H3V9RP3WLO
Created by admin on Mon Mar 31 18:53:34 GMT 2025 , Edited by admin on Mon Mar 31 18:53:34 GMT 2025
PRIMARY
PUBCHEM
11128
Created by admin on Mon Mar 31 18:53:34 GMT 2025 , Edited by admin on Mon Mar 31 18:53:34 GMT 2025
PRIMARY
CHEBI
16441
Created by admin on Mon Mar 31 18:53:34 GMT 2025 , Edited by admin on Mon Mar 31 18:53:34 GMT 2025
PRIMARY
MESH
C005091
Created by admin on Mon Mar 31 18:53:34 GMT 2025 , Edited by admin on Mon Mar 31 18:53:34 GMT 2025
PRIMARY
WIKIPEDIA
LINAMARIN
Created by admin on Mon Mar 31 18:53:34 GMT 2025 , Edited by admin on Mon Mar 31 18:53:34 GMT 2025
PRIMARY
MERCK INDEX
m6822
Created by admin on Mon Mar 31 18:53:34 GMT 2025 , Edited by admin on Mon Mar 31 18:53:34 GMT 2025
PRIMARY Merck Index
HSDB
3507
Created by admin on Mon Mar 31 18:53:34 GMT 2025 , Edited by admin on Mon Mar 31 18:53:34 GMT 2025
PRIMARY