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55750-85-1

55750-85-1 Structure

55750-85-1 Structure
IdentificationBack Directory
[Name]

trans-Crocetin (β-D-gentiobiosyl) ester
[CAS]

55750-85-1
[Synonyms]

Crocin-3
Crocetin glucosylglucoside
Crocetin-mono-(β-D-gentiobiosyl)-ester
Crocetin-mono-(β-D-gentiobiosyl)-ester
trans-Crocetin (β-D-gentiobiosyl) ester
8,8'-Diapo-ψ,ψ-carotene-8,8'-dioic acid 8-(6-O-β-D-glucopyranosyl-β-D-glucopyranosyl) ester
(2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-Tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedioic acid 16-(6-O-β-D-glucopyranosyl-β-D-glucopyranosyl) ester
β-D-Glucopyranose, 6-O-β-D-glucopyranosyl-, 1-[hydrogen (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedioate]
[Molecular Formula]

C32H44O14
[MDL Number]

MFCD34469233
[MOL File]

55750-85-1.mol
[Molecular Weight]

652.68
Chemical PropertiesBack Directory
[Boiling point ]

914.6±65.0 °C(Predicted)
[density ]

1.39±0.1 g/cm3(Predicted)
[form ]

Solid
[pka]

4.69±0.19(Predicted)
[color ]

Light yellow to orange
[InChIKey]

VULLCGFNYWDRHL-LTUXAWLRNA-N
Hazard InformationBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

trans-Crocetin (β-D-gentiobiosyl) ester(55750-85-1)1HNMR
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