MedKoo Cat#: 564530 | Name: Carlinoside

Description:

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

Carlinoside is a natural stimulator of bilirubin-UGT activity through Nrf2 gene expression, reducing hepatic bilirubin accumulation.

Chemical Structure

Carlinoside
Carlinoside
CAS#59952-97-5

Theoretical Analysis

MedKoo Cat#: 564530

Name: Carlinoside

CAS#: 59952-97-5

Chemical Formula: C26H28O15

Exact Mass: 580.1428

Molecular Weight: 580.50

Elemental Analysis: C, 53.80; H, 4.86; O, 41.34

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Carlinoside
IUPAC/Chemical Name
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
InChi Key
XBGYTZHKGMCEGE-VYUBKLCTSA-N
InChi Code
InChI=1S/C26H28O15/c27-5-13-18(33)21(36)23(38)26(41-13)15-19(34)14-10(30)4-12(7-1-2-8(28)9(29)3-7)40-24(14)16(20(15)35)25-22(37)17(32)11(31)6-39-25/h1-4,11,13,17-18,21-23,25-29,31-38H,5-6H2/t11-,13+,17-,18+,21-,22+,23+,25-,26-/m0/s1
SMILES Code
O=C1C=C(C2=CC=C(O)C(O)=C2)OC3=C1C(O)=C([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(O)=C3[C@@H]5OC[C@H](O)[C@H](O)[C@H]5O
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 580.50 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: Das S, Teja KC, Mukherjee S, Seal S, Sah RK, Duary B, Kim KH, Bhattacharya SS. Impact of edaphic factors and nutrient management on the hepatoprotective efficiency of Carlinoside purified from pigeon pea leaves: An evaluation of UGT1A1 activity in hepatitis induced organelles. Environ Res. 2018 Feb;161:512-523. doi: 10.1016/j.envres.2017.11.054. PubMed PMID: 29223776. 2: Das S, Hussain N, Gogoi B, Buragohain AK, Bhattacharya SS. Vermicompost and farmyard manure improves food quality, antioxidant and antibacterial potential of Cajanus cajan (L. Mill sp.) leaves. J Sci Food Agric. 2017 Feb;97(3):956-966. doi: 10.1002/jsfa.7820. Epub 2016 Jun 28. PubMed PMID: 27226361. 3: Costa G, Ferreira JP, Vitorino C, Pina ME, Sousa JJ, Figueiredo IV, Batista MT. Polyphenols from Cymbopogon citratus leaves as topical anti-inflammatory agents. J Ethnopharmacol. 2016 Feb 3;178:222-8. doi: 10.1016/j.jep.2015.12.016. Epub 2015 Dec 17. PubMed PMID: 26702504. 4: Proliac A, Raynaud J. [Presence of carlinoside or 6-C-beta-D-glucopyranosyl-8-C-alpha-L arabinopyranosylluteoline in Catananche caerulea (author's transl)]. Planta Med. 1977 Aug;32(1):68-70. French. PubMed PMID: 905416. 5: Kundu R, Dasgupta S, Biswas A, Bhattacharya S, Pal BC, Bhattacharya S, Rao PG, Barua NC, Bordoloi M, Bhattacharya S. Carlinoside reduces hepatic bilirubin accumulation by stimulating bilirubin-UGT activity through Nrf2 gene expression. Biochem Pharmacol. 2011 Nov 1;82(9):1186-97. doi: 10.1016/j.bcp.2011.07.069. Epub 2011 Jul 27. PubMed PMID: 21801714.