Alpinigenine

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

MedKoo CAT#: 461300

CAS#: 14028-91-2

Description: Alpinigenine is a papaveraceous alkaloid.


Chemical Structure

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Alpinigenine
CAS# 14028-91-2

Theoretical Analysis

MedKoo Cat#: 461300
Name: Alpinigenine
CAS#: 14028-91-2
Chemical Formula: C22H27NO6
Exact Mass: 401.1838
Molecular Weight: 401.45
Elemental Analysis: C, 65.82; H, 6.78; N, 3.49; O, 23.91

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.

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Synonym: Alpinigenine;

IUPAC/Chemical Name: (7bS,9R,13bR)-5,6,10,11-tetramethoxy-1-methyl-1,2,3,7b,9,13b-hexahydrobenzo[d]isochromeno[4,3-b]azepin-9-ol

InChi Key: CJYNYVSDQZLRSG-RZUBCFFCSA-N

InChi Code: InChI=1S/C22H27NO6/c1-23-9-8-12-10-16(26-3)17(27-4)11-14(12)20-19(23)13-6-7-15(25-2)21(28-5)18(13)22(24)29-20/h6-7,10-11,19-20,22,24H,8-9H2,1-5H3/t19-,20+,22-/m1/s1

SMILES Code: O[C@H]1C2=C([C@@]3([H])N(C)CCC4=CC(OC)=C(OC)C=C4[C@]3([H])O1)C=CC(OC)=C2OC

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 401.45 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: Shafiee A, Lalezari I, Assadi F, Khalafi F. Alkaloids of Papaver orientale L. J Pharm Sci. 1977 Jul;66(7):1050-2. PubMed PMID: 886446.

2: Lalezari I, Shafiee A, Nasseri-Nouri P. Isolation of alpinigenine from Papaver bracteatum. J Pharm Sci. 1973 Oct;62(10):1718. PubMed PMID: 4752122.

3: Phillipson JD, Scutt A, Baytop A, Ozhatay N, Sariyar G. Alkaloids from Turkish samples of Papaver orientale and P. pseudo-orientale. Planta Med. 1981 Nov;43(11):261-71. PubMed PMID: 17402043.

4: Schewe, Müller W. [Inhibition of the respiratory chain by the alkaloids berberine sulfate, alpinigenine, and tetrahydropalmatine]. Acta Biol Med Ger. 1976;35(7):1019-21. German. PubMed PMID: 189537.

5: Vincent PG, Engelke BF. High pressure liquid chromatographic determination of the five major alkaloids in Papaver somniferum L. and thebaine in Papaver bracteatum Lindl. capsular tissue. J Assoc Off Anal Chem. 1979 Mar;62(2):310-4. PubMed PMID: 447604.

6: Phillipson JD, Thomas OO, Gray AI, Sariyar G. Alkaloids from Papaver armeniacum, P. fugax and P. tauricola. Planta Med. 1981 Feb;41(2):105-18. PubMed PMID: 17401828.