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MedKoo Cat#: 461300 | Name: Alpinigenine

Description:

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

Alpinigenine is a papaveraceous alkaloid.

Chemical Structure

Alpinigenine
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 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
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
More Info

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
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.