EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

d-coclaurine
sanjoinine K

Supplier Sponsors

CAS Number: 2196-60-3Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J36.682J
XlogP3-AA:2.60 (est)
Molecular Weight:285.34303000
Formula:C17 H19 N O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 2657 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Coclaurine 98%
BOC Sciences
For experimental / research use only.
7-Isoquinolinol,1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-, (1R)-
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for d-coclaurine usage levels up to:
 not for fragrance use.
 
Recommendation for d-coclaurine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :440989
National Institute of Allergy and Infectious Diseases:Data
(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
Chemidplus:0002196603
 
References:
 (1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):440989
Pubchem (cas):2196-60-3
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C06349
HMDB (The Human Metabolome Database):Search
FooDB:FDB011812
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 soursop plant
Search Trop Picture
 
Synonyms:
(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
 sanjoinine K
 

Articles:

PubMed:Variation of the alkaloid content of Peumus boldus (boldo).
PubMed:Determination of higenamine and coclaurine levels in human urine after the administration of a throat lozenge containing Nandina domestica fruit.
PubMed:Computer-Aided13C NMR Chemical Profiling of Crude Natural Extracts without Fractionation.
PubMed:Digital Gene Expression Analysis Provides Insight into the Transcript Profile of the Genes Involved in Aporphine Alkaloid Biosynthesis in Lotus (Nelumbo nucifera).
PubMed:Cocculus hirsutus: Molecular Docking to Identify Suitable Targets for Hepatocellular Carcinoma by In silico Technique.
PubMed:Quantitative Determination of Alkaloids in Lotus Flower (Flower Buds of Nelumbo nucifera) and Their Melanogenesis Inhibitory Activity.
PubMed:Mining Enzyme Diversity of Transcriptome Libraries through DNA Synthesis for Benzylisoquinoline Alkaloid Pathway Optimization in Yeast.
PubMed:Plant-like biosynthesis of isoquinoline alkaloids in Aspergillus fumigatus.
PubMed:Cytochrome P450 2D6 and 3A4 enzyme inhibition by amine stimulants in dietary supplements.
PubMed:Isolation and Characterization of O-methyltransferases Involved in the Biosynthesis of Glaucine in Glaucium flavum.
PubMed:In vitro opioid receptor affinity and in vivo behavioral studies of Nelumbo nucifera flower.
PubMed:Organocatalytic enantioselective Pictet-Spengler approach to biologically relevant 1-benzyl-1,2,3,4-tetrahydroisoquinoline alkaloids.
PubMed:[Chemical constituents of Cocculus orbiculatus var. mollis root].
PubMed:[Cytotoxic alkaloids from stems of Nelumbo nucifera].
PubMed:Ethnobotany, phytochemistry and pharmacology of Stephania rotunda Lour.
PubMed:Antiplasmodial alkaloids from the bark of Cryptocarya nigra (Lauraceae).
PubMed:Comparative transcriptome analysis using high papaverine mutant of Papaver somniferum reveals pathway and uncharacterized steps of papaverine biosynthesis.
PubMed:Memory enhancement by traditional Chinese medicine?
PubMed:Systematic silencing of benzylisoquinoline alkaloid biosynthetic genes reveals the major route to papaverine in opium poppy.
PubMed:Heterologous protein production in Escherichia coli using the propionate-inducible pPro system by conventional and auto-induction methods.
PubMed:Molecular cloning and characterization of CYP80G2, a cytochrome P450 that catalyzes an intramolecular C-C phenol coupling of (S)-reticuline in magnoflorine biosynthesis, from cultured Coptis japonica cells.
PubMed:Molecular cloning and characterization of tetrahydroprotoberberine cis-N-methyltransferase, an enzyme involved in alkaloid biosynthesis in opium poppy.
PubMed:The role of phloem sieve elements and laticifers in the biosynthesis and accumulation of alkaloids in opium poppy.
PubMed:Analysis of benzylisoquinoline-type alkaloids by electrospray tandem mass spectrometry and atmospheric pressure photoionization.
PubMed:Evaluation of benzyltetrahydroisoquinolines as ligands for neuronal nicotinic acetylcholine receptors.
PubMed:Anti-HIV benzylisoquinoline alkaloids and flavonoids from the leaves of Nelumbo nucifera, and structure-activity correlations with related alkaloids.
PubMed:Evaluation of the mass spectrometric fragmentation of codeine and morphine after 13C-isotope biosynthetic labeling.
PubMed:In vivo bioconversion of tetrahydroisoquinoline by recombinant coclaurine N-methyltransferase.
PubMed:Developmental and inducible accumulation of gene transcripts involved in alkaloid biosynthesis in opium poppy.
PubMed:Simplified tetrandrine congeners as possible antihypertensive agents with a dual mechanism of action.
PubMed:Molecular cloning of columbamine O-methyltransferase from cultured Coptis japonica cells.
PubMed:Molecular cloning and characterization of coclaurine N-methyltransferase from cultured cells of Coptis japonica.
PubMed:Purification and characterization of coclaurine N-methyltransferase from cultured Coptis japonica cells.
PubMed:Biosynthesis of Erythrina alkaloids in Erythrina crista-galli.
PubMed:Antiplatelet of vasorelaxing actions of some benzylisoquinoline and phenanthrene alkaloids.
PubMed:Structure-antioxidative activity relationships in benzylisoquinoline alkaloids.
PubMed:Trypanocidal effect of boldine and related alkaloids upon several strains of Trypanosoma cruzi.
PubMed:Bisbenzylisoquinoline alkaloids from Cyclea barbata.
PubMed:Pharmacological studies on Aristolochia papillaris Mast. (Aristolochiaceae).
PubMed:Antispasmodic activity of benzylisoquinoline alkaloids analogous to papaverine.
PubMed:The purification and characterization of a unique cytochrome P-450 enzyme from Berberis stolonifera plant cell cultures.
PubMed:Biosynthesis of bisbenzylisoquinoline alkaloids in cultured roots of Stephania cepharantha.
PubMed:Inotropic effects of (+/-)-higenamine and its chemically related components, (+)-R-coclaurine and (+)-S-reticuline, contained in the traditional sino-Japanese medicines "bushi" and "shin-i" in isolated guinea pig papillary muscle.
PubMed:Screening of isoquinoline alkaloids and their derivatives for antibacterial and antifungal activities.
PubMed:Inhibition of metabolic response of polymorphonuclear leukocyte by biscoclaurine alkaloids.
PubMed:Additional alkaloids of Pachygone ovata.
PubMed:Effects of d-coclaurine and d-reticuline, benzyltetrahydroisoquinoline alkaloids, on levels of 3,4-dihydroxyphenylacetic acid and homovanillic acid in the mouse striatum.
PubMed:[Effects of dl-demethyl coclaurine on beta-adrenergic receptors and adenylate cyclase in turkey erythrocyte membrane].
PubMed:The neuromuscular blocking actions of coclaurine derivatives and of paeoniflorin derivatives.
PubMed:Effects on central dopaminergic systems of d-coclaurine and d-reticuline, extracted from Magnolia salicifolia.
PubMed:[Alkaloids of Annonaceae. XXIX. Alkaloids of Annona muricata].
PubMed:Inhibition by biscoclaurine alkaloid of lipid peroxidation in biological membranes.
PubMed:The isolation of stepharine and coclaurine from Sarcopetalum harveyanum.
PubMed:Mass spectrometry of bisbenzylisoquinoline alkaloids. 3. Alkaloids derived from coclaurine units joined head-to-tail.
PubMed:Mass spectrometry of bisbenzylisoquinoline alkaloids. II. Alkaloids derived from one coclaurine and one isococlaurine unit.
PubMed:Mass spectrometry of bisbenzylisoquinoline alkaloids. I. Alkaloids derived from coclaurine units joined tail-to-tail.
PubMed:The crystal structure of coclaurine hydrobromide monohydrate and the absolute configuration of coclaurine.
PubMed:[Coclaurine and related compounds. II. Syntheses of 7-benzyloxy-1,2,3,4-tetrahydro-1-(p-hydroxyphenyl)-6-methoxy-2-methylisoquinoline and 7-benzyloxy-1,2,3,4-tetrahydro-1-(p-hydroxybenzyl)-6-methoxy-2-methyl-isoquinoline. (Studies on the syntheses of heterocyclic compounds. CLXXXV)].
PubMed:[Coclaurine and related compounds. I. Syntheses of dl-coclaurine and dl-O-benzyl-N-methylcoclaurine. (Studies on the syntheses of heterocyclic compounds 103.)].
PubMed:[Studies on the alkaloids of Formosan louraceous plants. II. Alkaloids of Machilus kusanoi Hayata. (2). The isolation of di-coclaurine].
 
Notes:
None found
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