Galphimine B | CAS# 149199-48-4 | Sedative effect

MedKoo Cat#: 581119 | Name: Galphimine B

Description:

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

Galphimine B is a nor-seco-triterpenoid from Galphimia glauca. Sedative effect, has Sedative effect. Galphimine B modulates synaptic transmission on dopaminergic ventral tegmental area neurons. GB modifies synaptic activity on dopaminergic VTA neurons by a non-GABAergic mechanism.

Chemical Structure

Galphimine B

CAS#149199-48-4

Theoretical Analysis

MedKoo Cat#: 581119

Name: Galphimine B

CAS#: 149199-48-4

Chemical Formula: C30H44O7

Exact Mass: 516.3087

Molecular Weight: 516.67

Elemental Analysis: C, 69.74; H, 8.58; O, 21.68

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 #

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Synonym

Galphimine B;

IUPAC/Chemical Name

Methyl (5aS-(5aalpha(S*),7alpha,7aalpha,7bbeta,9abeta,13abeta,13balpha,15abeta,15balpha))-5,5a,6,7,7a,7b,8,9,9a,10,13,13a,14,15,15a,15b-hexadecahydro-7,13a-dihydroxy-5a-(1-hydroxyethyl)-7b,9a,12,15a-tetramethyl-3-oxochryseno(2,1-c)oxepin-13b(3H)-carboxylate

InChi Key

MYRCCYOWAVWIKR-GBQXFXJOSA-N

InChi Code

InChI=1S/C30H44O7/c1-18-9-10-25(3)11-13-27(5)23-20(32)16-28(19(2)31)17-37-22(33)8-7-21(28)26(23,4)12-14-29(27,24(34)36-6)30(25,35)15-18/h7-9,19-21,23,31-32,35H,10-17H2,1-6H3/t19?,20-,21+,23+,25-,26+,27-,28+,29+,30+/m1/s1

SMILES Code

O=C([C@]1(CC[C@]23C)[C@]4(O)CC(C)=CC[C@]4(C)CC[C@]1(C)[C@@]2([H])[C@H](O)C[C@@]([C@@]3([H])C=C5)(C(O)C)COC5=O)OC

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

>2 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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 516.67 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.

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: Jiménez-Ferrer E, Herrera-Ruiz M, Ramírez-García R, Herrera-Arellano A, Tortoriello J. Interaction of the natural anxiolytic Galphimine-B with serotonergic drugs on dorsal hippocampus in rats. J Ethnopharmacol. 2011 Sep 1;137(1):724-9. doi: 10.1016/j.jep.2011.06.029. Epub 2011 Jul 1. PubMed PMID: 21742023. 2: Lara-Ochoa F, Guillén-Torres A, Espinosa-Pérez G, Ortega-Hernández A. Conformational study of galphimines A and B. Spectrochim Acta A Mol Biomol Spectrosc. 2005 Sep;61(11-12):2677-86. PubMed PMID: 15950532. 3: Osuna L, Moyano E, Mangas S, Bonfill M, Cusidó RM, Piñol MT, Zamilpa A, Tortoriello J, Palazón J. Immobilization of Galphimia glauca plant cell suspensions for the production of enhanced amounts of Galphimine-B. Planta Med. 2008 Jan;74(1):94-9. doi: 10.1055/s-2007-993763. Epub 2008 Jan 4. PubMed PMID: 18176908. 4: Prieto-Gómez B, Tortoriello J, Vázquez-Alvarez A, Reyes-Vázquez C. Galphimine B modulates synaptic transmission on dopaminergic ventral tegmental area neurons. Planta Med. 2003 Jan;69(1):38-43. PubMed PMID: 12567277. 5: Tortoriello J, Ortega A, Herrera-Ruíz M, Trujillo J, Reyes-Vázquez C. Galphimine-B modifies electrical activity of ventral tegmental area neurons in rats. Planta Med. 1998 May;64(4):309-13. PubMed PMID: 9619110. 6: Osuna L, Pereda-Miranda R, Tortoriello J, Villarreal ML. Production of the sedative triterpene galphimine B in Galphimia glauca tissue culture. Planta Med. 1999 Mar;65(2):149-52. PubMed PMID: 10193207. 7: Rojas G, Aranda E, Navarro V, Zamilpa A, Tortoriello J. In vitro propagation of Galphimia glauca and content of the sedative compound galphimine-B in wild and micropropagated plants. Planta Med. 2005 Nov;71(11):1076-8. PubMed PMID: 16320215. 8: Tortoriello J, Ortega A. Sedative effect of galphimine B, a nor-seco-triterpenoid from Galphimia glauca. Planta Med. 1993 Oct;59(5):398-400. PubMed PMID: 8255929. 9: Herrera-Arellano A, Jiménez-Ferrer JE, Zamilpa A, García-Alonso G, Herrera-Alvarez S, Tortoriello J. Therapeutic effectiveness of Galphimia glauca vs. lorazepam in generalized anxiety disorder. A controlled 15-week clinical trial. Planta Med. 2012 Sep;78(14):1529-35. Epub 2012 Jul 24. PubMed PMID: 22828921. 10: Aguilar-Santamaría L, Ramírez G, Herrera-Arellano A, Zamilpa A, Jiménez JE, Alonso-Cortés D, Cortés-Gutiérrez EI, Ledesma N, Tortoriello J. Toxicological and cytotoxic evaluation of standardized extracts of Galphimia glauca. J Ethnopharmacol. 2007 Jan 3;109(1):35-40. Epub 2006 Jul 8. PubMed PMID: 16930894. 11: Herrera-Ruiz M, González-Cortazar M, Jiménez-Ferrer E, Zamilpa A, Alvarez L, Ramírez G, Tortoriello J. Anxiolytic effect of natural galphimines from Galphimia glauca and their chemical derivatives. J Nat Prod. 2006 Jan;69(1):59-61. Erratum in: J Nat Prod. 2007 Dec;70(12):2054. PubMed PMID: 16441069. 12: Cardoso Taketa AT, Lozada-Lechuga J, Fragoso-Serrano M, Villarreal ML, Pereda-Miranda R. Isolation of nor-secofriedelanes from the sedative extracts of Galphimia glauca. J Nat Prod. 2004 Apr;67(4):644-9. PubMed PMID: 15104495. 13: González-Cortazar M, Tortoriello J, Alvarez L. Norsecofriedelanes as spasmolytics, advances of structure-activity relationships. Planta Med. 2005 Aug;71(8):711-6. PubMed PMID: 16142633. 14: Herrera-Arellano A, Jiménez-Ferrer E, Zamilpa A, Morales-Valdéz M, García-Valencia CE, Tortoriello J. Efficacy and tolerability of a standardized herbal product from Galphimia glauca on generalized anxiety disorder. A randomized, double-blind clinical trial controlled with lorazepam. Planta Med. 2007 Jul;73(8):713-7. Epub 2007 Jun 11. PubMed PMID: 17562493. 15: Herrera-Ruiz M, Jiménez-Ferrer JE, De Lima TC, Avilés-Montes D, Pérez-García D, González-Cortazar M, Tortoriello J. Anxiolytic and antidepressant-like activity of a standardized extract from Galphimia glauca. Phytomedicine. 2006 Jan;13(1-2):23-8. Epub 2005 Jun 28. PubMed PMID: 16360929.