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Category: natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Soluble in: |
| | water, 2657 mg/L @ 25 °C (est) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | natural substances and extractives |
| Recommendation for d-coclaurine usage levels up to: | | | not for fragrance use.
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| Recommendation for d-coclaurine flavor usage levels up to: |
| | not for flavor use.
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Safety References:
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:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
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]. |
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