Obamegine

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

MedKoo CAT#: 111013

CAS#: 479-37-8

Description: 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

img
Obamegine
CAS# 479-37-8

Theoretical Analysis

MedKoo Cat#: 111013
Name: Obamegine
CAS#: 479-37-8
Chemical Formula: C36H38N2O6
Exact Mass: 594.273
Molecular Weight: 594.708
Elemental Analysis: C, 72.71; H, 6.44; N, 4.71; O, 16.14

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: (+)-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

Preparing Stock Solutions

The following data is based on the product molecular weight 594.708 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

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

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.