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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

Molecular Formula C10H17NO6
Molecular Weight 247.2451
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
High cassava production and low dietary cyanide exposure in mid-west Nigeria.
2001 Feb
Identification of essential active-site residues in the cyanogenic beta-glucosidase (linamarase) from cassava (Manihot esculenta Crantz) by site-directed mutagenesis.
2001 Jan 15
Effect of yam (Dioscorea cayenensis) and dasheen (Colocassia esculenta) extracts on the kidney of streptozotocin-induced diabetic rats.
2001 Sep
Linamarase expression in cassava cultivars with roots of low- and high-cyanide content.
2002 Aug
Loss of residual cyanogens in a cassava food during short-term storage.
2002 Jul
[The canine model in the gene therapy of glioblastoma].
2003
New aspects in pathogenesis of konzo: neural cell damage directly caused by linamarin contained in cassava (Manihot esculenta Crantz).
2003 Aug
Cyanogenic potential in cassava and its influence on a generalist insect herbivore Cyrtomenus bergi (Hemiptera: Cydnidae).
2003 Dec
Generation of cyanogen-free transgenic cassava.
2003 Jul
Fish are central in the diet of Amazonian riparians: should we worry about their mercury concentrations?
2003 Jul
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 Feb
Over-expression of hydroxynitrile lyase in transgenic cassava roots accelerates cyanogenesis and food detoxification.
2004 Jan
Cassava cyanogens and fish mercury are high but safely consumed in the diet of native Amazonians.
2004 Mar
Biosynthesis of the nitrile glucosides rhodiocyanoside A and D and the cyanogenic glucosides lotaustralin and linamarin in Lotus japonicus.
2004 May
Engineering cyanogen synthesis and turnover in cassava (Manihot esculenta).
2004 Nov
A geminivirus-induced gene silencing system for gene function validation in cassava.
2004 Nov
Purification and characterization of an intracellular beta-glucosidase from the methylotrophic yeast Pichia pastoris.
2005 Dec
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 Sep
The Unitarian Hypothesis for the aetiology of diabetes mellitus.
2006
Linamarase activities in Bacillus spp. responsible for thermophilic aerobic digestion of agricultural wastes for animal nutrition.
2007
Sequencing analysis of 20,000 full-length cDNA clones from cassava reveals lineage specific expansions in gene families related to stress response.
2007 Dec 20
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 Jan
Cytotoxicity of purified cassava linamarin to a selected cancer cell lines.
2007 Jul
Intimate roles for cyanogenic glucosides in the life cycle of Zygaena filipendulae (Lepidoptera, Zygaenidae).
2007 Nov
Transgenic approaches for cyanogen reduction in cassava.
2007 Sep-Oct
The beta-glucosidases responsible for bioactivation of hydroxynitrile glucosides in Lotus japonicus.
2008 Jul
Leaching of cyanogenic glucosides and cyanide from white clover green manure.
2008 Jun
Glioma regression in vitro and in vivo by a suicide combined treatment.
2008 Mar
[The killing effect and bystander effect of linamarase/linamarin suicide gene system on human hepatocellular carcinoma cell line HepG2 in vitro].
2008 Mar
Autophagy induction as an efficient strategy to eradicate tumors.
2008 Oct
Cyanogenesis of wild lima bean (Phaseolus lunatus L.) is an efficient direct defence in nature.
2009
454 pyrosequencing based transcriptome analysis of Zygaena filipendulae with focus on genes involved in biosynthesis of cyanogenic glucosides.
2009 Dec 2
A straightforward method for the colorimetric detection of endogenous biological cyanide.
2009 Nov 15
Constituents and secondary metabolite natural products in fresh and deteriorated cassava roots.
2010 Apr
Tri-trophic level impact of host plant linamarin and lotaustralin on Tetranychus urticae and its predator Phytoseiulus persimilis.
2010 Dec
Cassava: an appraisal of its phytochemistry and its biotechnological prospects.
2010 Dec
Biosynthesis of 2-hydroxyisobutyric acid (2-HIBA) from renewable carbon.
2010 Feb 25
An efficient treatment for detoxification process of cassava starch by plant cell wall-degrading enzymes.
2010 Jan
The retail market for fresh cassava root tubers in the European Union (EU): the case of Copenhagen, Denmark--a chemical food safety issue?
2010 Jan 30
The adenovirus-mediated linamarase/linamarin suicide system: a potential strategy for the treatment of hepatocellular carcinoma.
2010 Mar 28
The targets of acetone cyanohydrin neurotoxicity in the rat are not the ones expected in an animal model of konzo.
2010 Mar-Apr
Genetic screening identifies cyanogenesis-deficient mutants of Lotus japonicus and reveals enzymatic specificity in hydroxynitrile glucoside metabolism.
2010 May
Naturally occurring food toxins.
2010 Sep
Research into mercury exposure and health education in subsistence fish-eating communities of the Amazon basin: potential effects on public health policy.
2010 Sep
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:48:58 UTC 2023
Edited
by admin
on Fri Dec 15 17:48:58 UTC 2023
Record UNII
H3V9RP3WLO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LINAMARIN
HSDB   MI  
Common Name English
LINAMARIN [HSDB]
Common Name English
PHASEOLUNATIN
Common Name English
LINAMARIN [MI]
Common Name English
2-(.BETA.-D-GLUCOPYRANOSYLOXY)-2-METHYLPROPANENITRILE
Common Name English
Code System Code Type Description
CAS
554-35-8
Created by admin on Fri Dec 15 17:48:58 UTC 2023 , Edited by admin on Fri Dec 15 17:48:58 UTC 2023
PRIMARY
EPA CompTox
DTXSID8052857
Created by admin on Fri Dec 15 17:48:58 UTC 2023 , Edited by admin on Fri Dec 15 17:48:58 UTC 2023
PRIMARY
FDA UNII
H3V9RP3WLO
Created by admin on Fri Dec 15 17:48:58 UTC 2023 , Edited by admin on Fri Dec 15 17:48:58 UTC 2023
PRIMARY
PUBCHEM
11128
Created by admin on Fri Dec 15 17:48:58 UTC 2023 , Edited by admin on Fri Dec 15 17:48:58 UTC 2023
PRIMARY
CHEBI
16441
Created by admin on Fri Dec 15 17:48:58 UTC 2023 , Edited by admin on Fri Dec 15 17:48:58 UTC 2023
PRIMARY
MESH
C005091
Created by admin on Fri Dec 15 17:48:58 UTC 2023 , Edited by admin on Fri Dec 15 17:48:58 UTC 2023
PRIMARY
WIKIPEDIA
LINAMARIN
Created by admin on Fri Dec 15 17:48:58 UTC 2023 , Edited by admin on Fri Dec 15 17:48:58 UTC 2023
PRIMARY
MERCK INDEX
m6822
Created by admin on Fri Dec 15 17:48:58 UTC 2023 , Edited by admin on Fri Dec 15 17:48:58 UTC 2023
PRIMARY Merck Index
HSDB
3507
Created by admin on Fri Dec 15 17:48:58 UTC 2023 , Edited by admin on Fri Dec 15 17:48:58 UTC 2023
PRIMARY