trans-Crocetin (β-D-gentiobiosyl) ester Chemical Properties

Boiling point:

914.6±65.0 °C(Predicted)

Density 

1.39±0.1 g/cm3(Predicted)

pka

4.69±0.19(Predicted)

form 

Solid

color 

Light yellow to orange

InChIKey

VULLCGFNYWDRHL-LTUXAWLRNA-N

trans-Crocetin (β-D-gentiobiosyl) ester Usage And Synthesis

Uses

Crocin III is a crocetin from saffron (Crocus sutivus L.). Crocetins inhibit cell growth of tumor cells and has anti-inflammatory activity. Crocins serve as spices and coloring agents[1][2][3].

Definition

ChEBI: Beta-D-gentiobiosyl crocetin is a dicarboxylic acid monoester resulting from the formal condensation of one of the carboxylic acid groups of crocetin with the anomeric hydroxy group of beta-D-gentiobiose. It is a dicarboxylic acid monoester, a glycoside and a disaccharide derivative. It is functionally related to a crocetin and a gentiobiose. It is a conjugate acid of a beta-D-gentiobiosyl crocetin(1-).

References

[1] Xiangdong Pu, et al. In Vivo Production of Five Crocins in the Engineered Escherichia coli. ACS Synth Biol. 2020 May 15;9(5):1160-1168. DOI:10.1021/acssynbio.0c00039
[2] J Escribano, et al. Crocin, safranal and picrocrocin from saffron (Crocus sativus L.) inhibit the growth of human cancer cells in vitro. Cancer Lett. 1996 Feb 27;100(1-2):23-30. DOI:10.1016/0304-3835(95)04067-6
[3] Yaya Hu, et al. Comparative anti-arthritic investigation of iridoid glycosides and crocetin derivatives from Gardenia jasminoides Ellis in Freund's complete adjuvant-induced arthritis in rats. Phytomedicine. 2019 Feb;53:223-233. DOI:10.1016/j.phymed.2018.07.005

trans-Crocetin (β-D-gentiobiosyl) ester(55750-85-1)Related Product Information

• β-D-Glucopyranose, 1-[hydrogen (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedioate]
• DisodiuM trans-crocetinate
• 8,8'-Diapo-ψ,ψ-carotene-8,8'-dioic acid 8-methyl ester
• Picrocrocin
• 1,1'-[(2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedioate]-b-D-Glucopyranose
• 8,8'-DIAPOCAROTENEDIOIC ACID
• Dimethylcrocetin
• 1-[(2E,4E,6E,8E,10E,12E,14E)-b-D-glucopyranosyl 2,6,11,15-tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedioate] 6-O-b-D-glucopyranosyl-b-D-Glucopyranose
• Crocin