Ocoteine

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 592930

CAS#: 73791-37-4

Description: Ocoteine is an alpha 1-adrenoceptor antagonist.


Chemical Structure

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Ocoteine
CAS# 73791-37-4

Theoretical Analysis

MedKoo Cat#: 592930
Name: Ocoteine
CAS#: 73791-37-4
Chemical Formula: C21H23NO5
Exact Mass: 369.16
Molecular Weight: 369.420
Elemental Analysis: C, 68.28; H, 6.28; N, 3.79; O, 21.65

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Ocoteine

IUPAC/Chemical Name: Aporphine, 1,2-methylenedioxy-3,9,10-trimethoxy-

InChi Key: XEZKWYLHAOYOCL-AWEZNQCLSA-N

InChi Code: 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

SMILES Code: CN([C@@](CC1=C2C=C(OC)C(OC)=C1)3[H])CCC4=C3C2=C(OCO5)C5=C4OC

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 369.42 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.