Ocoteine

• CAT Number: I033796
• CAS Number: 73791-37-4
• Molecular Formula: C21H23NO5
• Molecular Weight: 369.42
• Purity: 98%
• Synonyms: Ocoteine
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: Aporphine, 1,2-methylenedioxy-3,9,10-trimethoxy-
• InChI: InChI=1S/C21H23NO5/c1-22-6-5-12-17-14(22)7-11-8-15(23-2)16(24-3)9-13(11)18(17)20-21(19(12)25-4)27-10-26-20/h8-9,14H,5-7,10H2,1-4H3/t14-/m0/s1
• InChIKey: XEZKWYLHAOYOCL-AWEZNQCLSA-N
• SMILES: CN([C@@](CC1=C2C=C(OC)C(OC)=C1)3[H])CCC4=C3C2=C(OCO5)C5=C4OC

Ocoteine is an alpha 1-adrenoceptor antagonist.

Reference

1: Chang CW, Ko FN, Su MJ, Wu YC, Teng CM. Pharmacological evaluation of ocoteine, isolated from Cassytha filiformis, as an alpha 1-adrenoceptor antagonist in rat thoracic aorta. Jpn J Pharmacol. 1997 Mar;73(3):207-14. PubMed PMID: 9127815.
2: VERNENGO MJ. The structure of ocoteine (thalicmine). Experientia. 1963 Jun 15;19:294-5. PubMed PMID: 13996839.
3: Guterres Zda R, da Silva AF, Garcez WS, Garcez FR, Fernandes CA, Garcez FR. Mutagenicity and recombinagenicity of Ocotea acutifolia (Lauraceae) aporphinoid alkaloids. Mutat Res. 2013 Sep 18;757(1):91-6. doi: 10.1016/j.mrgentox.2013.07.004. Epub 2013 Jul 24. PubMed PMID: 23892138.
4: Baralle F, Busch A, Vernengo MJ, Kuck AM. Isolation of ocoteine from Nectandra saligna and Phoebe porfiria. Lloydia. 1972 Sep;35(3):300-2. PubMed PMID: 5086291.
5: Govindachari TR, Pai BR, Shanmugasundaram G. Synthesis of (+ or -) thalicmine (ocoteine). Tetrahedron. 1964 Dec;20(12):2895-901. PubMed PMID: 5879387.
6: Vecchietti V, Casagrande C, Ferrari G, Severini Ricca G. New aporphine alkaloids of Ocotea minarum. Farmaco Sci. 1979 Oct;34(10):829-40. PubMed PMID: 510527.
7: Chang FR, Chao YC, Teng CM, Wu YC. Chemical constituents from Cassytha filiformis II. J Nat Prod. 1998 Jul;61(7):863-6. PubMed PMID: 9677264.
8: Garcez FR, Francisca da Silva AG, Garcez WS, Linck G, de Fatima Matos MC, Santos EC, Queiroz LM. Cytotoxic aporphine alkaloids from Ocotea acutifolia. Planta Med. 2011 Mar;77(4):383-7. doi: 10.1055/s-0030-1250401. Epub 2010 Oct 4. PubMed PMID: 20922653.
9: Dutschewska H, Dimov B, Christov V, Kuzmanov B, Evstatieva L. [Alkaloid Content of Thalictrum minus from the Slavjanka Mountains.]. Planta Med. 1982 May;45(5):39-41. German. PubMed PMID: 17396777.
10: Moreira RR, Carlos IZ, Vilega W. Release of intermediate reactive hydrogen peroxide by macrophage cells activated by natural products. Biol Pharm Bull. 2001 Feb;24(2):201-4. PubMed PMID: 11217094.