(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Names and Identifiers

Name	eriocitrin
Synonyms	eriocitrin ERIOCITRIN Eriocitrin Eriodictioside ERIOCITRIN(SH) ERIODICTYL-7-RUTINOSIDE ERIODICTYOL-7-RUTINOSIDE ERIODICTYOL-7-O-RUTINOSIDE Eriodictyol-7-O-rutinoside Glucopyranoside, eriodictyol-7 6-O-(6-deoxy-alpha-L-mannopyranosyl)-, beta-D- (s)-3',4',5,7-tetrahydroxyflavanone-7-[6-o-(α-l-rhamnopyranosyl)-β-d-glucopyranoside] (S)-3',4',5,7-TETRAHYDROXYFLAVANONE-7-[6-O-(ALPHA-L-RHAMNOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE] Flavanone, 3',4',5,7-tetrahydroxy-, 7-(6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside) 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxyhexopyranosyl)hexopyranoside 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside (S)-7-((6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-4H-benzopyran-4-one 4H-1-Benzopyran-4-one, 7-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-, (S)- (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxymethyl]oxan-2-yl]oxy-chroman-4-one
CAS	13463-28-0
EINECS	236-668-7
InChI	InChI=1/C27H32O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-6,9,16,18,20-30,32-37H,7-8H2,1H3

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Physico-chemical Properties

Molecular Formula	C27H32O15
Molar Mass	596.53
Density	1.77
Melting Point	161-190°C
Boling Point	956.9±65.0 °C(Predicted)
Specific Rotation(α)	-62 (c, 1.4 in MeOH)
Flash Point	317°C
Solubility	DMSO : 125 mg/mL (209.55 mM; Need ultrasonic)
Vapor Presure	0mmHg at 25°C
Appearance	White amorphous powder
Color	Dark Beige to Very Dark Beige
BRN	1304401
pKa	7.15±0.40(Predicted)
Storage Condition	Inert atmosphere,2-8°C
Refractive Index	1.727
MDL	MFCD00017472
Physical and Chemical Properties	Light yellow powder, soluble in methanol, ethanol, DMSO and other organic solvents, from lemon, citrus fruit trees.

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Risk and Safety

Safety Description	S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes.
WGK Germany	3
FLUKA BRAND F CODES	10-21
HS Code	29389090

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Reference

Reference

1. Shi Ying, Liu Yuan, Chen Jiajing, et al. Effects of Huanglong Disease Infection on Flavonoids and Volatile Substances in Citrus chinensis [J]. Journal of Huazhong Agricultural University, 2020, v.39(01):30-39.
2. Zhang Xue, Zhu Zihao, Zhang Bo, Guo Xingjie. Separation of Five Flavanone Glycoside Isomers by Cellulose Bonded Chiral Stationary Phase [J]. Journal of Shenyang Pharmaceutical University, 2020,37(10):903-907.
3. Yulong Zhang, Zi Liu, Lina Zou, Baoxian Ye,A new voltammetry sensor platform for eriocitrin based on CoS2-MoS2-PDDA-GR nanocomposite,Talanta,Volume 189,2018,Pages 345-352,ISSN 0039-9140,https://doi.org/10.1016/j.talanta. 2018.07.004.
4. [IF=6.057] Yulong Zhang et al."A new voltammetry sensor platform for eriocitrin based on CoS2-MoS2-PDDA-GR nanocomposite."Talanta. 2018 Nov;189:345
5. [IF=7.514] Jing Zhao et al."A sensitive and practical ELISA for analyzing naringenin in pummelo and herb samples."Food Chem. 2021 Nov;362:130223
6. [IF=6.543] Wang Yue et al."Polymethoxyflavones in Citrus Regulate Lipopolysaccharide-Induced Oscillating Decay of Circadian Rhythm Genes by Inhibiting Nlrp3 Expression."Oxid Med Cell Longev. 2021;2021:8419415
7. [IF=5.279] Jiajing Chen et al."Primary Bitter Taste of Citrus is Linked to a Functional Allele of the 1,2-Rhamnosyltransferase Gene Originating from Citrus grandis."J Agr Food Chem. 2021;69(34):9869-9882
8. [IF=4.952] Guanyi Peng et al."Combined microwave and enzymatic treatment improve the release of insoluble bound phenolic compounds from the grapefruit peel insoluble dietary fiber."Lwt Food Sci Technol. 2021 Sep;149:111905
9. [IF=4.759] Miaoduo Deng et al."Preparation of a hydroxypropyl-β-cyclodextrin functionalized monolithic column by one-pot sequential reaction and its application for capillary electrochromatographic enantiomer separation."J Chromatogr A. 2019 Oct;1603:269
10. [IF=4.411] Liuyi Yu et al."Systematic Detection and Identification of Bioactive Ingredients from Citrus aurantium L. var. amara Using HPLC-Q-TOF-MS Combined with a Screening Method."Molecules. 2020 Jan;25(2):357
11. [IF=3.935] Junmao Li et al."Comprehensive chemical profiling of the flowers of Citrus aurantium L. var. amara Engl. and uncovering the active ingredients of lipid lowering."J Pharmaceut Biomed. 2022 Mar;211:114621

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Introduction

Pharmacological effects: It has a strong antioxidant effect and is long used as an antioxidant for beverages, foods and wines. Holy grass glycoside can inhibit oxidative stress injury induced by acute exercise in rat liver, and can reduce blood lipid. Its antioxidant capacity is stronger than hesperidin and naringin.

Last Update：2022-10-16 17:13:31

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Reference Information

Plant source:	Fructus Aurantii Immaturus
biological activity	Eriocitrin is a flavonoid compound isolated from lemon, which is a powerful antioxidant. Eriocitrin inhibit the proliferation of hepatoma cells by up-regulating p53,cyclin A,cyclin D3 and CDK6 to arrest the S-phase cell cycle. Eriocitrin trigger apoptosis by activating the intrinsic signaling pathways involved in mitochondria.
use	for content determination/identification/pharmacological experiments and other pharmacological effects: it has strong antioxidant effect and is long used as an antioxidant for beverages, foods and wines. Holy grass glycoside can inhibit oxidative stress injury induced by acute liver exercise in rats, and can reduce blood lipid. Its antioxidant capacity is stronger than hesperidin and naringin. The saccharin can inhibit the oxidative stress injury induced by acute exercise in the liver of rats, and can reduce blood lipids. The antioxidant capacity of saccharin is stronger than that of hesperidin and naringin.

Last Update：2024-04-09 20:52:54

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside

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(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
Calcium 1,1,1,5,5,5-hexafluoropentane-2,4-dionate
37245-77-5
401615-88-1
3-Methyl-2,3,4,5-tetrahydro-1,5-benzothiazepine hydrochloride
(E)-methyl 2-(3-(furan-2-yl)acrylamido)-4-methylthiazole-5-carboxylate
4H-1,4-Benzoxazine-4-acetamide,2,3-dihydro-2,6-dimethyl-3-oxo-N-(phenylmethyl)-(9CI)
Benzoic acid, 4-[[2-(dimethylamino)-1-methyl-2-oxoethyl]amino]-, ethyl ester
3-Methoxyphenyl iodide
isopropyl 4-(aminocarbonyl)-5-{[3-(1,3-benzodioxol-5-yl)acryloyl]amino}-3-methyl-2-thiophenecarboxylate

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside

eriocitrin

CAS: 13463-28-0

Molecular Formula: C27H32O15

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Names and Identifiers

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Physico-chemical Properties

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Risk and Safety

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Reference

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Introduction

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Reference Information

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(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside Request for Quotation

eriocitrin

CAS: 13463-28-0

Molecular Formula: C27H32O15

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Names and Identifiers

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Physico-chemical Properties

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Risk and Safety

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Reference

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Introduction

(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Reference Information

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(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside