Curine | CAS# 436-05-5 | Bisbenzylisoquinoline alkaloid

MedKoo Cat#: 573270 | Name: Curine

Description:

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

Curine induces cell cycle arrest and cell death in hepatocellular carcinoma cells in a p53-independent way and may also positively effect allergic reactions.

Chemical Structure

Curine

CAS#436-05-5

Theoretical Analysis

MedKoo Cat#: 573270

Name: Curine

CAS#: 436-05-5

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

(-)-Bebeerine, (-)-Curine, 1-Bebeerine, 1-Curine, Aristolochine (C36 alkaloid), CHONODOENDRINE (L), Curine, l-Curine, NSC 77034

IUPAC/Chemical Name

(11R,51R)-16,56-dimethoxy-12,52-dimethyl-11,12,13,14,51,52,53,54-octahydro-2,6-dioxa-1(7,1),5(1,8)-diisoquinolina-3(1,3),7(1,4)-dibenzenacyclooctaphane-36,57-diol

InChi Key

NGZXDRGWBULKFA-VSGBNLITSA-N

InChi Code

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)43-36-34-24(19-33(42-4)35(36)40)12-14-38(2)28(34)16-22-7-10-29(39)30(17-22)44-32/h5-10,17-20,27-28,39-40H,11-16H2,1-4H3/t27-,28-/m1/s1

SMILES Code

CN1CCc2cc(c3cc2[C@H]1Cc4ccc(cc4)Oc5c6c(cc(c5O)OC)CCN([C@@H]6Cc7ccc(c(c7)O3)O)C)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

>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

2934.99.9001

More Info

Instruction

View handling instruction

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.

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: Gong S, Xu D, Zou F, Peng R. (-)-Curine induces cell cycle arrest and cell death in hepatocellular carcinoma cells in a p53-independent way. Biomed Pharmacother. 2017 May;89:894-901. doi: 10.1016/j.biopha.2017.01.148. Epub 2017 Mar 7. PubMed PMID: 28292017. 2: Ribeiro-Filho J, Piuvezam MR, Bozza PT. Anti-allergic properties of curine, a bisbenzylisoquinoline alkaloid. Molecules. 2015 Mar 13;20(3):4695-707. doi: 10.3390/molecules20034695. Review. PubMed PMID: 25781071. 3: Dantas BB, Faheina-Martins GV, Coulidiati TH, Bomfim CC, da Silva Dias C, Barbosa-Filho JM, Araújo DA. Effects of curine in HL-60 leukemic cells: cell cycle arrest and apoptosis induction. J Nat Med. 2015 Apr;69(2):218-23. doi: 10.1007/s11418-014-0881-5. Epub 2015 Jan 24. PubMed PMID: 25616501. 4: Leite FC, Ribeiro-Filho J, Costa HF, Salgado PR, Calheiros AS, Carneiro AB, de Almeida RN, Dias Cda S, Bozza PT, Piuvezam MR. Curine, an alkaloid isolated from Chondrodendron platyphyllum inhibits prostaglandin E2 in experimental models of inflammation and pain. Planta Med. 2014 Aug;80(13):1072-8. doi: 10.1055/s-0034-1382997. Epub 2014 Sep 8. PubMed PMID: 25197953. 5: Ribeiro-Filho J, Leite FC, Costa HF, Calheiros AS, Torres RC, de Azevedo CT, Martins MA, Dias Cda S, Bozza PT, Piuvezam MR. Curine inhibits mast cell-dependent responses in mice. J Ethnopharmacol. 2014 Sep 11;155(2):1118-24. doi: 10.1016/j.jep.2014.06.041. Epub 2014 Jun 23. PubMed PMID: 24969825.