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COMMON NAME | : | Anandamide(20:4, n-6) |
SYMBOL | : | |
FORMULA | : | C22H37NO2 MOL.WT (average) : 347.535 |
BIOLOGICAL ACTIVITY |
PHYSICAL AND CHEMICAL PROPERTIES |
MELTING POINT | : | oil(Ref. 7001) |
BOILING POINT | : | |
REFRACTIVE INDEX | : | |
OPTICAL ROTATION | : | |
DENSITY | : | |
SOLUBILITY | : | soluble in organic solvent(Ref. 7001) |
SPECTRAL DATA |
UV SPECTRA | : | |
IR SPECTRA | : | |
NMR SPECTRA | : | 1H NMR spectra.The peaks attributed to double bond protons(d5.30 to 5.45, multiplet)were coupled with those of protons that have the chemical shifts of doubly allylic protons(d2.75 to 2.90, multiplet). (Ref. 7001) |
MASS SPECTRA | : | CID measurement of m/z 348 MH+ion gave rise to the following significant fragments:m/z 287, 245 ,203, 62 (highest abundance), and 44. m/z 62 fragment ion is HOCH2CH2NH2+. (Ref. 7001) |
OTHER SPECTRA | : | |
CHROMATOGRAM DATA |
SOURCE |
CHEMICAL SYNTHESIS |
METABOLISM |
GENETIC INFORMATION |
NOTE |
REFERENCES |
AUTHOR | : | Sheskin, T., Hanus, L., Slager, J., Vogel, Z., and Mechoulam, R. |
TITLE | : | Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor PubMed ID:9057852 |
JOURNAL | : | J Med Chem. |
VOL | : | 40 PAGE : 659-667 (1997) |
AUTHOR | : | Matsuda, L. A., Lolait, S. J., Brownstein, M. J., Young, A. C., and Bonner, T. I. |
TITLE | : | Structure of a cannabinoid receptor and functional expression of the cloned cDNA PubMed ID:2165569 |
JOURNAL | : | Nature. |
VOL | : | 346 PAGE : 561-564 (1990) |
AUTHOR | : | Munro, S., Thomas, K. L., and Abu-Shaar, M. |
TITLE | : | Molecular characterization of a peripheral receptor for cannabinoids PubMed ID:7689702 |
JOURNAL | : | Nature. |
VOL | : | 365 PAGE : 61-65 (1993) |
AUTHOR | : | Shire, D., Carillon, C., Kaghad, M., Calandra, B., Rinaldi-Carmona, M., Le Fur, G., Caput, D., and Ferrara, P. |
TITLE | : | An amino-terminal variant of the central cannabinoid receptor resulting from alternative splicing PubMed ID:7876112 |
JOURNAL | : | J Biol Chem. |
VOL | : | 270 PAGE : 3726-3731 (1995) |
AUTHOR | : | Sugiura, T., Kondo, S., Sukagawa, A., Tonegawa, T., Nakane, S., Yamashita, A., Ishima, Y., and Waku, K. |
TITLE | : | Transacylase-mediated and phosphodiesterase-mediated synthesis of N-arachidonoylethanolamine, an endogenous cannabinoid-receptor ligand, in rat brain microsomes. Comparison with synthesis from free arachidonic acid and ethanolamine PubMed ID:8797835 |
JOURNAL | : | Eur J Biochem. |
VOL | : | 240 PAGE : 53-62 (1996) |
AUTHOR | : | Devane, W. A., Hanus, L., Breuer, A., Pertwee, R. G., Stevenson, L. A., Griffin, G., Gibson, D., Mandelbaum, A., Etinger, A., and Mechoulam, R. |
TITLE | : | Isolation and structure of a brain constituent that binds to the cannabinoid receptor PubMed ID:1470919 |
JOURNAL | : | Science. |
VOL | : | 258 PAGE : 1946-1949 (1992) |
AUTHOR | : | Desarnaud, F., Cadas, H., and Piomelli, D. |
TITLE | : | Anandamide amidohydrolase activity in rat brain microsomes. Identification and partial characterization PubMed ID:7890734 |
JOURNAL | : | J Biol Chem. |
VOL | : | 270 PAGE : 6030-6035 (1995) |
AUTHOR | : | Sugiura, T., Kondo, S., Sukagawa, A., Tonegawa, T., Nakane, S., Yamashita, A., and Waku, K. |
TITLE | : | Enzymatic synthesis of anandamide, an endogenous cannabinoid receptor ligand, through N-acylphosphatidylethanolamine pathway in testis: involvement of Ca(2+)-dependent transacylase and phosphodiesterase activities PubMed ID:8573114 |
JOURNAL | : | Biochem Biophys Res Commun. |
VOL | : | 218 PAGE : 113-117 (1996) |