Neohesperidin_dihydrochalcone (BioDeep_00000230495)

Main id: BioDeep_00000397769

 

PANOMIX_OTCML-2023


代谢物信息卡片


InChI=1/C28H36O15/c1-11-21(34)23(36)25(38)27(40-11)43-26-24(37)22(35)19(10-29)42-28(26)41-13-8-16(32)20(17(33)9-13)14(30)5-3-12-4-6-18(39-2)15(31)7-12/h4,6-9,11,19,21-29,31-38H,3,5,10H2,1-2H3/t11-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1

化学式: C28H36O15 (612.2054106)
中文名称: 新橙皮苷二氢查尔酮, 新橙皮甙二氢查尔酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C(C(=C3)O)C(=O)CCC4=CC(=C(C=C4)OC)O)O)CO)O)O)O)O)O
InChI: InChI=1S/C28H36O15/c1-11-21(34)23(36)25(38)27(40-11)43-26-24(37)22(35)19(10-29)42-28(26)41-13-8-16(32)20(17(33)9-13)14(30)5-3-12-4-6-18(39-2)15(31)7-12/h4,6-9,11,19,21-29,31-38H,3,5,10H2,1-2H3/t11-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1

描述信息

Neohesperidin dihydrochalcone appears as off-white crystals or powder. Insoluble in water. (NTP, 1992)
Neohesperidin dihydrochalcone is a member of the dihydrochalcones that is 3,2,4,6-tetrahydroxy-4-methoxydihydrochalcone attached to a neohesperidosyl residue at position 4 via glycosidic linkage. It is found in sweet orange. It has a role as an environmental contaminant, a xenobiotic, a plant metabolite and a sweetening agent. It is a neohesperidoside, a disaccharide derivative and a member of dihydrochalcones.
Neohesperidin dihydrochalcone is a natural product found in Vicia faba, Citrus deliciosa, and Citrus reticulata with data available.
A member of the dihydrochalcones that is 3,2,4,6-tetrahydroxy-4-methoxydihydrochalcone attached to a neohesperidosyl residue at position 4 via glycosidic linkage. It is found in sweet orange.
Neohesperidin dihydrochalcone is a synthetic glycoside chalcone, is added to various foods and beverages as a low caloric artificial sweetener.
Neohesperidin dihydrochalcone is a synthetic glycoside chalcone, is added to various foods and beverages as a low caloric artificial sweetener.

同义名列表

54 个代谢物同义名

InChI=1/C28H36O15/c1-11-21(34)23(36)25(38)27(40-11)43-26-24(37)22(35)19(10-29)42-28(26)41-13-8-16(32)20(17(33)9-13)14(30)5-3-12-4-6-18(39-2)15(31)7-12/h4,6-9,11,19,21-29,31-38H,3,5,10H2,1-2H3/t11-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1; 1-(4-(((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one; 1-(4-((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-2-yloxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one; 1-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-2,6-dihydroxy-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)propan-1-one; 1-[4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-[(2R,3R,4S,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]oxy-tetrahydropyran-3-yl]oxy-2,6-dihydroxy-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)propan-1-one; 1-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one; 1-(4-((2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-DIHYDROCHALCONE GLUCOPYRANOSYL)OXY)-2,6-DIHYDROXYPHENYL)-3-(3-HYDROXY-4-METHOXYPHENYL)PROPAN-1-ONE; 1-PROPANONE, 1-(4-((2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-2,6-DIHYDROXYPHENYL)-3-(3-HYDROXY-4-METHOXYPHENYL)-; 1-Propanone, 1-(4-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)-; 1-Propanone, 1-[4-[[2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)-; 1-(4-((2-O-[6-Deoxy-alpha-L-mannopyranosyl]-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-[3-hydroxy-4-methoxyphenyl]-1-propanone; 1-(4-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one; Glucopyranoside, 3,5-dihydroxy-4-(3-hydroxy-4-methoxyhydrocinnamoyl)phenyl 2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-, .beta.-D-; 1-Propanone, 1-(4-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-me; 1-(4-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)-; 3,5-dihydroxy-4-[3-(3-hydroxy-4-methoxyphenyl)propanoyl]phenyl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside; Glucopyranoside, 3,5-dihydroxy-4-(3-hydroxy-4-methoxyhydrocinnamoyl)phenyl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-, beta-D-; Glucopyranoside, 3,5-dihydroxy-4-(3-hydroxy-4-methoxyhydrocinnamoyl)phenyl-2-O-(6-deoxy-alpha-L-mannopyranosyl)-, beta-D-; 3,5-Dihydroxy-4-(3-hydroxy-4-methoxyhydrocinnamoyl)phenyl) 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside; GLUCOPYRANOSIDE, 3,5-DIHYDROXY-4-(3-HYDROXY-4-METHOXYHYDROCINNAMOYL)PHENYL 2-O-.ALPHA.-L-RHAMNOPYRANOSYL-; Neohesperidin dihydrochalcone, United States Pharmacopeia (USP) Reference Standard; 1-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5; Neohesperidin dihydrochalcone, European Pharmacopoeia (EP) Reference Standard; HESPERETIN DIHYDROCHALCONE-4-.BETA.-NEOHESPERIDOSIDE; Neohesperidin dihydrochalcone, analytical standard; NEOHESPERIDIN-DIHYDROCHALCONE [EP MONOGRAPH]; Neohesperidin dihydrochalcone, >=95\\% (HPLC); Neohesperidin dihydrochalcone, >=96\\%, FG; NEOHESPERIDINE DIHYDROCHALCONE [USP-RS]; NEOHESPERIDIN DIHYDROCHALCONE [USP-RS]; Neohesperidin Dihydrochalcone (Nhdc); NEOHESPERIDINE DIHYDROCHALCONE [FCC]; NEOHESPERIDIN DIHYDROCHALCONE [INCI]; NEOHESPERIDIN DIHYDROCHALONE [FHFI]; NEOHESPERIDIN DIHYDROCHALCONE [MI]; neohesperidine dihydrochalcone; Neohesperidin dihydrochalcone; Neohesperidin-dihydrochalcone; neohesperidin dihydrochalone; NeohesperidinDihydrochalcone; Neosperidin dihydrochalcone; Neosperidin-dihydrochalcone; ITVGXXMINPYUHD-CUVHLRMHSA-N; ITVGXXMINPYUHD-CUVHLRMHSA-; neohesperidine DC; Neohesperidin dhc; Neohesperidin dc; UNII-3X476D83QV; Neohesperidine; Tox21_200303; Neosperidin; 3X476D83QV; Citrosa; Nhdc



数据库引用编号

10 个数据库交叉引用编号

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代谢反应

0 个相关的代谢反应过程信息。

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2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Minseo Kwon, Yerin Kim, Jihye Lee, John A Manthey, Yang Kim, Yuri Kim. Neohesperidin Dihydrochalcone and Neohesperidin Dihydrochalcone-O-Glycoside Attenuate Subcutaneous Fat and Lipid Accumulation by Regulating PI3K/AKT/mTOR Pathway In Vivo and In Vitro. Nutrients. 2022 Mar; 14(5):. doi: 10.3390/nu14051087. [PMID: 35268062]
  • A N Zhu, K Y Zhang, J P Wang, S P Bai, Q F Zeng, H W Peng, X M Ding. Effect of different concentrations of neohesperidin dihydrochalcone on performance, egg quality, serum biochemistry and intestinal morphology in laying hens. Poultry science. 2021 Jul; 100(7):101097. doi: 10.1016/j.psj.2021.101097. [PMID: 34049213]
  • Feng-Xiang Zhang, Yu-Lin-Lan Yuan, Shuang-Shuang Cui, Min Li, Xuan Tan, Zuo-Cheng Qiu, Rui-Man Li. Dissection of the potential pharmacological function of neohesperidin dihydrochalcone - a food additive - by in vivo substances profiling and network pharmacology. Food & function. 2021 May; 12(10):4325-4336. doi: 10.1039/d1fo00104c. [PMID: 33876806]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Ga Eun Han, Hee-Taik Kang, Sungkyun Chung, Changjin Lim, John A Linton, Jin-Hee Lee, Wooki Kim, Seok-Ho Kim, Jong Hun Lee. Novel Neohesperidin Dihydrochalcone Analogue Inhibits Adipogenic Differentiation of Human Adipose-Derived Stem Cells through the Nrf2 Pathway. International journal of molecular sciences. 2018 Jul; 19(8):. doi: 10.3390/ijms19082215. [PMID: 30060630]
  • Xiaomin Xia, Juanli Fu, Xiufang Song, Qiong Shi, Chuanyang Su, Erqun Song, Yang Song. Neohesperidin dihydrochalcone down-regulates MyD88-dependent and -independent signaling by inhibiting endotoxin-induced trafficking of TLR4 to lipid rafts. Free radical biology & medicine. 2015 Dec; 89(?):522-32. doi: 10.1016/j.freeradbiomed.2015.08.023. [PMID: 26453923]
  • Xianqin Wang, Yu Pan, Ma Jianshe, Shaohua Shi, Xiaoyong Zheng, Zheng Xiang. Application of a liquid chromatography-tandem mass spectrometry method to the pharmacokinetics, bioavailability and tissue distribution of neohesperidin dihydrochalcone in rats. Xenobiotica; the fate of foreign compounds in biological systems. 2014 Jun; 44(6):555-61. doi: 10.3109/00498254.2013.861950. [PMID: 24274324]
  • Annett Braune, Wolfram Engst, Michael Blaut. Degradation of neohesperidin dihydrochalcone by human intestinal bacteria. Journal of agricultural and food chemistry. 2005 Mar; 53(5):1782-90. doi: 10.1021/jf0484982. [PMID: 15740074]
  • T H Grenby. High-potency sweeteners and dental health. The Ohio dental journal. 1990 Sep; 64(2):15-6, 18. doi: ". [PMID: 2098676]
  • B A Lina, H C Dreef-van der Meulen, D C Leegwater. Subchronic (13-week) oral toxicity of neohesperidin dihydrochalcone in rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1990 Jul; 28(7):507-13. doi: 10.1016/0278-6915(90)90121-3. [PMID: 2210523]
  • R K Sahu, R Basu, A Sharma. Genetic toxicological of some plant flavonoids by the micronucleus test. Mutation research. 1981 May; 89(1):69-74. doi: 10.1016/0165-1218(81)90132-4. [PMID: 7242547]
  • R P Batzinger, S Y Ou, E Bueding. Saccharin and other sweeteners: mutagenic properties. Science (New York, N.Y.). 1977 Dec; 198(4320):944-6. doi: 10.1126/science.337489. [PMID: 337489]
  • . . . . doi: . [PMID: 16332119]