MedKoo Cat#: 111013 | Name: Obamegine

Description:

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

Obamegine is a member of isoquinolines and a bisbenzylisoquinoline alkaloid. Isoquinolines show biological activities similar to those of morphinane-, protoberberine-, and benzophenanthridine-type alkaloids. Some callus tissues have produced many kinds of isoquinoline alkaloids, particularly callus tissues of papaver somniferum, thalictrum minus, coptis japonica, and fumaria capreolata. The results show that callus tissues have sufficient biosynthetic ability

Chemical Structure

Obamegine
Obamegine
CAS#479-37-8

Theoretical Analysis

MedKoo Cat#: 111013

Name: Obamegine

CAS#: 479-37-8

Chemical Formula: C36H38N2O6

Exact Mass: 594.2730

Molecular Weight: 594.71

Elemental Analysis: C, 72.71; H, 6.44; N, 4.71; O, 16.14

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
(+)-Obamegine; NSC 123123; Obamegin; UNII-75K1EI2HDP
IUPAC/Chemical Name
(11S,31R)-16,36-dimethoxy-12,32-dimethyl-11,12,13,14,31,32,33,34-octahydro-2,6-dioxa-1(7,1),3(8,1)-diisoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane-37,54-diol
InChi Key
XGEAUXVPBXUBKN-WUFINQPMSA-N
InChi Code
InChI=1S/C36H38N2O6/c1-37-13-11-23-18-31(41-3)32-20-26(23)27(37)15-21-5-8-25(9-6-21)43-30-17-22(7-10-29(30)39)16-28-34-24(12-14-38(28)2)19-33(42-4)35(40)36(34)44-32/h5-10,17-20,27-28,39-40H,11-16H2,1-4H3/t27-,28+/m0/s1
SMILES Code
COc1cc2CCN(C)[C@@H]3Cc4ccc(O)c(Oc5ccc(C[C@@H]6N(C)CCc7cc(OC)c(Oc(c1O)c23)cc67)cc5)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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 594.71 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. Hostalkova A, Marikova J, Opletal L, Korabecny J, Hulcova D, Kunes J, Novakova L, Perez DI, Jun D, Kucera T, Andrisano V, Siatka T, Cahlikova L. Isoquinoline Alkaloids from Berberis vulgaris as Potential Lead Compounds for the Treatment of Alzheimer's Disease. J Nat Prod. 2019 Feb 22;82(2):239-248. doi: 10.1021/acs.jnatprod.8b00592. Epub 2019 Jan 31. PMID: 30701972. 2. Granell S, Andreu I, Martí D, Cavé A, Aragón R, Estornell E, Cortes D, Zafra-Polo MC. Bisbenzyltetrahydroisoquinolines, a new class of inhibitors of the mitochondrial respiratory chain complex I. Planta Med. 2004 Mar;70(3):266-8. doi: 10.1055/s-2004-818921. PMID: 15114508. 3. Ma CM, Nakamura N, Miyashiro H, Hattori M, Komatsu K, Kawahata T, Otake T. Screening of Chinese and Mongolian herbal drugs for anti-human immunodeficiency virus type 1 (HIV-1) activity. Phytother Res. 2002 Mar;16(2):186-9. doi: 10.1002/ptr.922. PMID: 11933126. 4. Bezáková L, Misik V, Máleková L, Svajdlenka E, Kostálová D. Lipoxygenase inhibition and antioxidant properties of bisbenzylisoqunoline alkaloids isolated from Mahonia aquifolium. Pharmazie. 1996 Oct;51(10):758-61. PMID: 8941945. 5. Banning JW, Salman KN, Patil PN. A pharmacological study of two bisbenzylisoquinoline alkaloids, thalistyline and obamegine. J Nat Prod. 1982 Mar-Apr;45(2):168-77. doi: 10.1021/np50020a010. PMID: 6284880.