Higenamine
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| Higenamine | |
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1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol |
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Other names
Norcoclaurine |
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| Identifiers | |
| CAS number | 5843-65-2 |
| PubChem | 114840 |
| ChemSpider | 102800  |
| KEGG | C06346 |
| MeSH | higenamine |
| ChEBI | CHEBI:18418 |
| ChEMBL | CHEMBL19344 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C16H17NO3 |
| Molar mass | 271.31 g/mol |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references |
Higenamine is a beta-adrenergic agonist. [1] Higenamine is also known as norcoclaurine.
(S)-norcoclaurine is a precursor in plant benzylisoquinoline alkaloid synthesis. The formation of (S)-norcoclaurine is catalyzed by (S)-norcoclaurine synthase. [2] (-)-1(S)-Norcoclaurine can be found in the leaves of Nelumbo nucifera.[3]
[edit] References
- ^ Liu W, Sato Y, Hosoda Y, Hirasawa K, Hanai H (November 2000). "Effects of higenamine on regulation of ion transport in guinea pig distal colon" ([dead link] – Scholar search). Jpn. J. Pharmacol. 84 (3): 244–51. doi:10.1254/jjp.84.244. PMID 11138724. http://joi.jlc.jst.go.jp/JST.JSTAGE/jjp/84.244?from=PubMed.
- ^ Facchini PJ (June 2001). "ALKALOID BIOSYNTHESIS IN PLANTS: Biochemistry, Cell Biology, Molecular Regulation, and Metabolic Engineering Applications". Annu. Rev. Plant Physiol. Plant Mol. Biol. 52 (1): 29–66. doi:10.1146/annurev.arplant.52.1.29. PMID 11337391.
- ^ Anti-HIV benzylisoquinoline alkaloids and flavonoids from the leaves of Nelumbo nucifera, and structure-activity correlations with related alkaloids. Kashiwada Y, Aoshima A, Ikeshiro Y, Chen YP, Furukawa H, Itoigawa M, Fujioka T, Mihashi K, Cosentino LM, Morris-Natschke SL and Lee KH, Bioorg Med Chem., 2005 Jan 17, 13(2), pages 443-448, PubMed, doi:10.1016/j.bmc.2004.10.020
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