Zephyranthine

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

MedKoo CAT#: 341389

CAS#: 2030-55-9

Description: Zephyranthine is a biochemical.


Chemical Structure

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Zephyranthine
CAS# 2030-55-9

Theoretical Analysis

MedKoo Cat#: 341389
Name: Zephyranthine
CAS#: 2030-55-9
Chemical Formula: C16H19NO4
Exact Mass: 289.1314
Molecular Weight: 289.331
Elemental Analysis: C, 66.42; H, 6.62; N, 4.84; O, 22.12

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: Zephyranthine.

IUPAC/Chemical Name: Zephyranthine.

InChi Key: VJILFEGOWCJNIK-MGRBZGILSA-N

InChi Code: InChI=1S/C16H19NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h4-5,8,11,14-16,18-19H,1-3,6-7H2/t8-,11+,14+,15-,16-/m1/s1

SMILES Code: c1c2C[N@@]3CC[C@H]4[C@@H]3[C@H](c2cc2c1OCO2)[C@H](O)[C@@H](O)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: >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

Preparing Stock Solutions

The following data is based on the product molecular weight 289.331 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

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1: Chen YJ, Cai SL, Wang CC, Cheng JD, Kramer S, Sun XW. Asymmetric Total Syntheses of (-)-α-Lycorane, (-)-Zephyranthine, and Formal Synthesis of (+)-Clivonine. Chem Asian J. 2017 Jun 19;12(12):1309-1313. doi: 10.1002/asia.201700555. Epub 2017 May 31. PubMed PMID: 28474489.

2: Padwa A, Wang Q. Synthesis of the tetracyclic framework of the erythrina alkaloids using a [4 + 2]-cycloaddition/Rh(I)-catalyzed cascade of 2-imidofurans. J Org Chem. 2006 Sep 15;71(19):7391-402. PubMed PMID: 16958534; PubMed Central PMCID: PMC2494947.

3: Wang Q, Padwa A. Rh(I)-catalyzed ring opening of an IMDAF-derived oxabicyclo cycloadduct as the key step in the synthesis of (+/-)-epi-zephyranthine. Org Lett. 2004 Jun 24;6(13):2189-92. PubMed PMID: 15200317.

4: Herrera MR, Machocho AK, Nair JJ, Campbell WE, Brun R, Viladomat F, Codina C, Bastida J. Alkaloids from Cyrtanthus elatus. Fitoterapia. 2001 May;72(4):444-8. PubMed PMID: 11395276.

5: OZEKI S. [STUDIES ON THE ALKALOIDS OF ZEPHYRANTHES CANDIDA HERB. II. STRUCTURE OF ZEPHYRANTHINE]. Yakugaku Zasshi. 1965 Mar;85:200-5. Japanese. PubMed PMID: 14322082.

6: OZEKI S. STRUCTURE OF ZEPHYRANTHINE, A NEW ALKALOID ISOLATED FROM ZEPHYRANTHES CANDIDA HERB. Chem Pharm Bull (Tokyo). 1964 Feb;12:253-4. PubMed PMID: 14126758.