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MedKoo Cat#: 341114 | Name: Epiyangambin

Description:

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

Epiyangambin is a biochemical.

Chemical Structure

Epiyangambin
Epiyangambin
CAS#24192-64-1

Theoretical Analysis

MedKoo Cat#: 341114

Name: Epiyangambin

CAS#: 24192-64-1

Chemical Formula: C24H30O8

Exact Mass: 446.1941

Molecular Weight: 446.50

Elemental Analysis: C, 64.56; H, 6.77; O, 28.67

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Epiyangambin; NSC 172767.
IUPAC/Chemical Name
1H,3H-Furo(3,4-c)furan, tetrahydro-1,4-bis(3,4,5-trimethoxyphenyl)-, (1S-(1alpha,3aalpha,4beta,6aalpha))-
InChi Key
HRLFUIXSXUASEX-WWLNLUSPSA-N
InChi Code
InChI=1S/C24H30O8/c1-25-17-7-13(8-18(26-2)23(17)29-5)21-15-11-32-22(16(15)12-31-21)14-9-19(27-3)24(30-6)20(10-14)28-4/h7-10,15-16,21-22H,11-12H2,1-6H3/t15-,16-,21-,22+/m0/s1
SMILES Code
COc1cc(cc(OC)c1OC)[C@@H]2OC[C@H]3[C@@H]2CO[C@@H]3c4cc(OC)c(OC)c(OC)c4
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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 446.50 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
1: Santhanam RK, Ahmad S, Abas F, Safinar Ismail I, Rukayadi Y, Tayyab Akhtar M, Shaari K. Bioactive Constituents of Zanthoxylum rhetsa Bark and Its Cytotoxic Potential against B16-F10 Melanoma Cancer and Normal Human Dermal Fibroblast (HDF) Cell Lines. Molecules. 2016 May 24;21(6). pii: E652. doi: 10.3390/molecules21060652. PubMed PMID: 27231889. 2: Araújo IG, Silva DF, do Carmo de Alustau M, Dias KL, Cavalcante KV, Veras RC, Barbosa-Filho JM, Neto Mdos A, Bendhack LM, de Azevedo Correia N, Almeida de Medeiros I. Calcium influx inhibition is involved in the hypotensive and vasorelaxant effects induced by yangambin. Molecules. 2014 May 23;19(5):6863-76. doi: 10.3390/molecules19056863. PubMed PMID: 24858272. 3: Radulović NS, Mladenović MZ, Ethorđević ND. Chemotypification of Astrantia major L. (Apiaceae): essential-oil and lignan profiles of fruits. Chem Biodivers. 2012 Jul;9(7):1320-37. doi: 10.1002/cbdv.201100430. PubMed PMID: 22782878. 4: Monte Neto RL, Sousa LM, Dias CS, Barbosa Filho JM, Oliveira MR, Figueiredo RC. Morphological and physiological changes in Leishmania promastigotes induced by yangambin, a lignan obtained from Ocotea duckei. Exp Parasitol. 2011 Jan;127(1):215-21. doi: 10.1016/j.exppara.2010.07.020. Epub 2010 Aug 5. PubMed PMID: 20691682. 5: Monte Neto RL, Sousa LM, Dias CS, Filho JM, Oliveira MR. Yangambin cytotoxicity: a pharmacologically active lignan obtained from Ocotea duckei vattimo (Lauraceae). Z Naturforsch C. 2008 Sep-Oct;63(9-10):681-6. PubMed PMID: 19040107. 6: Monte RL, Barbosa JM, Sousa LM, Athayde PF, Dias CS, Oliveira MR. Crude ethanolic extract, lignoid fraction and yangambin from Ocotea duckei (Lauraceae) show antileishmanial activity. Z Naturforsch C. 2007 May-Jun;62(5-6):348-52. PubMed PMID: 17708438. 7: Cabral MM, Mendonça PM, Gomes CM, Barbosa-Filho JM, Dias Cda S, Soares MJ, Queiroz MM. Biological activity of yangambin on the postembryonic development of Chrysomya megacephala (Diptera: Calliphoridae). J Med Entomol. 2007 Mar;44(2):249-55. PubMed PMID: 17427693. 8: Marques RC, de Medeiros SR, Dias Cda S, Barbosa-Filho JM, Agnez-Lima LF. Evaluation of the mutagenic potential of yangambin and of the hydroalcoholic extract of Ocotea duckei by the Ames test. Mutat Res. 2003 Apr 20;536(1-2):117-20. PubMed PMID: 12694751. 9: Gu JQ, Park EJ, Totura S, Riswan S, Fong HH, Pezzuto JM, Kinghorn AD. Constituents of the twigs of Hernandia ovigera that inhibit the transformation of JB6 murine epidermal cells. J Nat Prod. 2002 Jul;65(7):1065-8. PubMed PMID: 12141878. 10: Tibiriçá E. Cardiovascular properties of yangambin, a lignan isolated from Brazilian plants. Cardiovasc Drug Rev. 2001 Winter;19(4):313-28. Review. PubMed PMID: 11830750. 11: Araújo CV, Barbosa-Filho JM, Cordeiro RS, Tibiriçá E. Protective effects of yangambin on cardiovascular hyporeactivity to catecholamines in rats with endotoxin-induced shock. Naunyn Schmiedebergs Arch Pharmacol. 2001 Mar;363(3):267-75. PubMed PMID: 11284440. 12: Chen JJ, Chang YL, Teng CM, Chen IS. Anti-platelet aggregation alkaloids and lignans from Hernandia nymphaeifolia. Planta Med. 2000 Apr;66(3):251-6. PubMed PMID: 10821052. 13: Jesus-Morais CM, Assis EF, Cordeiro RS, Barbosa-Filho JM, Lima WT, Silva ZL, Bozza PT, Castro-Faria-Neto HC. Yangambin, a lignan obtained from Ocotea duckei, differentiates putative PAF receptor subtypes in the gastrointestinal tract of rats. Planta Med. 2000 Apr;66(3):211-6. PubMed PMID: 10821044. 14: Rimando AM, Dayan FE, Mikell JR, Moraes RM. Phytotoxic lignans of Leucophyllum frutescens. Nat Toxins. 1999;7(1):39-43. PubMed PMID: 10441036. 15: Cailleaux S, Lopes-Martins RA, Aimbire F, Cordeiro RS, Tibiriçá E. Involvement of platelet-activating factor in the modulation of vascular tone in the isolated perfused rabbit kidney. Naunyn Schmiedebergs Arch Pharmacol. 1999 Jun;359(6):505-11. PubMed PMID: 10431763. 16: Herbert JM, Castro-Faria-Neto HC, Barbosa-Filho JM, Cordeiro RS, Tibiriça E. Pharmacological evidence for the putative existence of two different subtypes of PAF receptors on platelets and leukocytes; studies with yangambin. J Lipid Mediat Cell Signal. 1997 Sep;17(1):1-14. PubMed PMID: 9302650. 17: Serra MF, Diaz BL, Barreto EO, Pereira AP, Lima MC, Barbosa-Filho JM, Cordeiro RS, Martins MA, de Silva PM. Anti-allergic properties of the natural PAF antagonist yangambin. Planta Med. 1997 Jun;63(3):207-12. PubMed PMID: 9225600. 18: Chen JJ, Ishikawa T, Duh CY, Tsai IL, Chen IS. New dimeric aporphine alkaloids and cytotoxic constituents of Hernandia nymphaeifolia. Planta Med. 1996 Dec;62(6):528-33. PubMed PMID: 9000885. 19: Castro-Faria-Neto HC, Araújo CV, Moreira S, Bozza PT, Thomas G, Barbosa-Filho JM, Cordeiro RS, Tibiriçá EV. Yangambin: a new naturally-occurring platelet-activating factor receptor antagonist: in vivo pharmacological studies. Planta Med. 1995 Apr;61(2):106-12. PubMed PMID: 7753914. 20: Castro-Faria-Neto HC, Bozza PT, Cruz HN, Silva CL, Violante FA, Barbosa-Filho JM, Thomas G, Martins MA, Tibiriçá EV, Noel F, et al. Yangambin: a new naturally-occurring platelet-activating factor receptor antagonist: binding and in vitro functional studies. Planta Med. 1995 Apr;61(2):101-5. PubMed PMID: 7753913.