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Neohesperidin dihydrochalcone - ≥95%, high purity , CAS No.20702-77-6

8 Citations
  • ≥95%
Item Number
N140621
Grouped product items
SKUSizeAvailabilityPrice Qty
N140621-1g
1g
In stock
$88.90
N140621-5g
5g
In stock
$117.90
N140621-25g
25g
In stock
$531.90
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Basic Description

Synonyms3,5-dihydroxy-4-[3-(3-hydroxy-4-methoxyphenyl)propanoyl]phenyl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside | 1-(4-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-
Specifications & Purity≥95%
Storage TempStore at -20°C
Shipped InIce chest + Ice pads

Associated Targets(Human)

HDAC6 Tclin Histone deacetylase 6 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
TAS1R3 Tbio Taste receptor type 1 member 3 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ALDH1A1 Tchem Retinal dehydrogenase 1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Homo sapiens (32628 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TAS1R3 Tbio T1R1/T1R3 (473 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Cruzipain (33337 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name 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
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
InChi Key ITVGXXMINPYUHD-CUVHLRMHSA-N
Canonical 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
Isomeric SMILES C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C(C(=C3)O)C(=O)CCC4=CC(=C(C=C4)OC)O)O)CO)O)O)O)O)O
WGK Germany 3
RTECS LZ5785000
PubChem CID 30231
Molecular Weight 612.58
Reaxy-Rn 4285336

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

3 results found

Lot NumberCertificate TypeDateItem
G2424008Certificate of AnalysisAug 01, 2024 N140621
H2323050Certificate of AnalysisSep 04, 2023 N140621
H2323047Certificate of AnalysisAug 24, 2023 N140621

Chemical and Physical Properties

Melt Point(°C)156-158°C

Safety and Hazards(GHS)

WGK Germany 3
RTECS LZ5785000
Reaxy-Rn 4285336
Merck Index 6452

Related Documents

 SDS

 Specification Sheet

Citations of This Product

How to Cite Aladdin Scientific Products?
1. Chengyun He, Lu Bai, Daqun Liu, Benguo Liu.  (2023)  Interaction mechanism of okra (Abelmoschus esculentus L.) seed protein and flavonoids: Fluorescent and 3D-QSAR studies.  Food Chemistry-X,  20  (17): (101023).  [PMID:38144792] [10.1016/j.fochx.2023.101023]
2. Caiying Zhang, Yuelong Li, Abdus Samad, Hongliang He, Huan Ma, Yang Chen, Tengchuan Jin.  (2024)  Kyasanur Forest disease virus NS3 helicase: Insights into structure, activity, and inhibitors.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  254  (127856).  [PMID:37924898] [10.1016/j.ijbiomac.2023.127856]
3. Liang Zhang, Junhui Xu, Jing Qian, Yazhen Wang.  (2023)  A novel detection method for neohesperidin dihydrochalcone (NHDC) based on ZIF-8/ErGO composite modified electrode in milk.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,  123  (105584).  [PMID:] [10.1016/j.jfca.2023.105584]
4. Zilong Chen, Hongdong Liu, Jie Chen, Weifeng Zhu, Yong Liu, Jianxin Min, Xiaotian Chen, Bin Li, Xin Yang.  (2021)  Separation and enrichment of sibiskoside from Sibiraea angustat with magnetic surface dummy template molecularly imprinted polymers.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,  1178  (122767).  [PMID:34224966] [10.1016/j.jchromb.2021.122767]
5. Xiaomin Xia, Juanli Fu, Xiufang Song, Qiong Shi, Chuanyang Su, Erqun Song, Yang Song.  (2015)  Neohesperidin dihydrochalcone down-regulates MyD88-dependent and -independent signaling by inhibiting endotoxin-induced trafficking of TLR4 to lipid rafts.  FREE RADICAL BIOLOGY AND MEDICINE,  89  (522).  [PMID:26453923] [10.1016/j.freeradbiomed.2015.08.023]
6. Qiong Shi, Xiufang Song, Juanli Fu, Chuanyang Su, Xiaomin Xia, Erqun Song, Yang Song.  (2015)  Artificial sweetener neohesperidin dihydrochalcone showed antioxidative, anti-inflammatory and anti-apoptosis effects against paraquat-induced liver injury in mice.  INTERNATIONAL IMMUNOPHARMACOLOGY,  29  (722).  [PMID:26362205] [10.1016/j.intimp.2015.09.003]
7. Chuanyang Su, Xiaomin Xia, Qiong Shi, Xiufang Song, Juanli Fu, Congxue Xiao, Hongjun Chen, Bin Lu, Zhiyin Sun, Shanmei Wu, Siyu Yang, Xuegang Li, Xiaoli Ye, Erqun Song, Yang Song.  (2015)  Neohesperidin Dihydrochalcone versus CCl4-Induced Hepatic Injury through Different Mechanisms: The Implication of Free Radical Scavenging and Nrf2 Activation.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  63  (22): (5468–5475).  [PMID:25978654] [10.1021/acs.jafc.5b01750]
8. Lingxi Yang, Lu Wang, Kunjing Li, Baoxian Ye.  (2014)  Sensitive voltammetric determination of neohesperidin dihydrochalcone based on SWNTs modified glassy carbon electrode.  Analytical Methods,  6  (23): (9410-9418).  [PMID:] [10.1039/C4AY02004A]

References

1. T H Grenby.  (1990-01-01)  High-potency sweeteners and dental health..  The Ohio dental journal,  64  ((2)): (15-16).  [PMID:2098676]
2. B A Lina,H C Dreef-van der Meulen,D C Leegwater.  (1990-07-01)  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,  28  ((7)): (507-513).  [PMID:2210523]
3. M Naim,H Rogatka,T Yamamoto,U Zehavi.  (1982-06-01)  Taste responses to neohesperidin dihydrochalcone in rats and baboon monkeys..  Physiology & behavior,  28  ((6)): (979-986).  [PMID:6810399]
4. J H Shaw.  (1981-03-01)  Sweeteners--an overview. Part. 1..  Dental abstracts; a selection of world dental literature,  26  ((3)): (116-120).  [PMID:7014262]
5. R K Sahu,R Basu,A Sharma.  (1981-05-01)  Genetic toxicological of some plant flavonoids by the micronucleus test..  Mutation research,  89  ((1)): (69-74).  [PMID:7242547]
6. F Borrego,H Montijano,F J López-Cremades,J Cano,A Peris.  (2000-01-27)  Double functionality of sweeteners: a case of study..  World review of nutrition and dietetics,  85  (39-43).  [PMID:10647333]
7. A Ly,A Drewnowski.  (2000-12-22)  PROP (6-n-Propylthiouracil) tasting and sensory responses to caffeine,sucrose, neohesperidin dihydrochalcone and chocolate..  Chemical senses,  26  ((1)): (41-47).  [PMID:11124214]
8. Meirav Zubare-Samuelov,Irena Peri,Michael Tal,Mark Tarshish,Andrew I Spielman,Michael Naim.  (2003-07-04)  Some sweet and bitter tastants stimulate inhibitory pathway of adenylyl cyclase via melatonin and alpha 2-adrenergic receptors in Xenopus laevis melanophores..  American journal of physiology. Cell physiology,  285  ((5)): (C1255-C1262).  [PMID:12839835]
9. Annett Braune,Wolfram Engst,Michael Blaut.  (2005-03-03)  Degradation of neohesperidin dihydrochalcone by human intestinal bacteria..  Journal of agricultural and food chemistry,  53  ((5)): (1782-1790).  [PMID:15740074]
10. Ahuva Frydman,Oori Weisshaus,David V Huhman,Lloyd W Sumner,Maor Bar-Peled,Efraim Lewinsohn,Robert Fluhr,Jonathan Gressel,Yoram Eyal.  (2005-12-08)  Metabolic engineering of plant cells for biotransformation of hesperedin into neohesperidin, a substrate for production of the low-calorie sweetener and flavor enhancer NHDC..  Journal of agricultural and food chemistry,  53  ((25)): (9708-9712).  [PMID:16332119]
11. Je-Min Choi,Byoung-Seok Yoon,Sang-Kyou Lee,Jae-Kwan Hwang,Ryung Ryang.  (2007-02-03)  Antioxidant properties of neohesperidin dihydrochalcone: inhibition of hypochlorous acid-induced DNA strand breakage, protein degradation, and cell death..  Biological & pharmaceutical bulletin,  30  ((2)): (324-330).  [PMID:17268074]
12. Marcel Winnig,Bernd Bufe,Nicole A Kratochwil,Jay P Slack,Wolfgang Meyerhof.  (2007-10-16)  The binding site for neohesperidin dihydrochalcone at the human sweet taste receptor..  BMC structural biology,  7  (66-66).  [PMID:17935609]
13. Andrew W Moran,Miran A Al-Rammahi,Daleep K Arora,Daniel J Batchelor,Erin A Coulter,Kristian Daly,Catherine Ionescu,David Bravo,Soraya P Shirazi-Beechey.  (2010-03-27)  Expression of Na+/glucose co-transporter 1 (SGLT1) is enhanced by supplementation of the diet of weaning piglets with artificial sweeteners..  The British journal of nutrition,  104  ((5)): (637-646).  [PMID:20338074]
14. Agata Zygler,Andrzej Wasik,Agata Kot-Wasik,Jacek Namieśnik.  (2011-04-06)  Determination of nine high-intensity sweeteners in various foods by high-performance liquid chromatography with mass spectrometric detection..  Analytical and bioanalytical chemistry,  400  ((7)): (2159-2172).  [PMID:21465096]
15. Elaheh Kashani-Amin,Bagher Larijani,Azadeh Ebrahim-Habibi.  (2013-02-05)  Neohesperidin dihydrochalcone: presentation of a small molecule activator of mammalian alpha-amylase as an allosteric effector..  FEBS letters,  587  ((6)): (652-658).  [PMID:23376024]
16. Lihua Hu,Lingrui Li,Demei Xu,Xiaomin Xia,Ruxian Pi,Duo Xu,Wenchao Wang,Hong Du,Erqun Song,Yang Song.  (2014-02-18)  Protective effects of neohesperidin dihydrochalcone against carbon tetrachloride-induced oxidative damage in vivo and in vitro..  Chemico-biological interactions,  213  (51-59).  [PMID:24530446]
17. J F Gent.  (1979-12-01)  An exponential model for adaptation in taste..  Sensory processes,  3  ((4)): (303-316).  [PMID:263646]
18. R L Rouseff.  (1988-07-01)  Liquid chromatographic determination of naringin and neohesperidin as a detector of grapefruit juice in orange juice..  Journal - Association of Official Analytical Chemists,  71  ((4)): (798-802).  [PMID:3417605]
19. H Montijano,F Borrego,I Canales,F A Tomás-Barberán.  (1997-01-10)  Validated high-performance liquid chromatographic method for quantitation of neohesperidine dihydrochalcone in foodstuffs..  Journal of chromatography. A,  758  ((1)): (163-166).  [PMID:9035388]
20. H Montijano,J Cano,F J López-Cremades,J Bañón,I Canales,F Borrego.  (2000-01-27)  An estimation of the detection and quantitation limits of neohesperidine DC by high-performance liquid chromatography..  World review of nutrition and dietetics,  85  (125-128).  [PMID:10647343]
21. J S Cho,S S Yoo,T K Cheong,M J Kim,Y Kim,K H Park.  (2000-02-26)  Transglycosylation of neohesperidin dihydrochalcone by Bacillus stearothermophilus maltogenic amylase..  Journal of agricultural and food chemistry,  48  ((2)): (152-154).  [PMID:10691608]
22. J H Kroeze.  (2000-10-04)  Neohesperidin dihydrochalcone is not a taste enhancer in aqueous sucrose solutions..  Chemical senses,  25  ((5)): (555-559).  [PMID:11015327]
23. O Benavente-García,J Castillo,M J Del Baño,J Lorente.  (2001-02-15)  Improved water solubility of neohesperidin dihydrochalcone in sweetener blends..  Journal of agricultural and food chemistry,  49  ((1)): (189-191).  [PMID:11170576]
24. M Nakazato,C Kobayashi,Y Yamajima,M Kawano,K Yasuda.  (2001-06-01)  [Determination of neohesperidin dihydrochalcone in foods]..  Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan,  42  ((1)): (40-44).  [PMID:11383155]
25. D H Waalkens-Berendsen,M E M Kuilman-Wahls,A Bär.  (2004-07-22)  Embryotoxicity and teratogenicity study with neohesperidin dihydrochalcone in rats..  Regulatory toxicology and pharmacology : RTP,  40  ((1)): (74-79).  [PMID:15265608]
26. Luciana Malpezzi,Giovanni Fronza,Claudio Fuganti,Andrea Mele,Sergio Brückner.  (2004-07-29)  Crystal architecture and conformational properties of the inclusion complex, neohesperidin dihydrochalcone-cyclomaltoheptaose (beta-cyclodextrin), by X-ray diffraction..  Carbohydrate research,  339  ((12)): (2117-2125).  [PMID:15280056]
27. Paula Arbeláez,Francesc Borrull,Eva Pocurull,Rosa Maria Marcé.  (2015-04-05)  Determination of high-intensity sweeteners in river water and wastewater by solid-phase extraction and liquid chromatography-tandem mass spectrometry..  Journal of chromatography. A,  1393  (106-114).  [PMID:25840659]
28. Chengyun He, Lu Bai, Daqun Liu, Benguo Liu.  (2023)  Interaction mechanism of okra (Abelmoschus esculentus L.) seed protein and flavonoids: Fluorescent and 3D-QSAR studies.  Food Chemistry-X,  20  (17): (101023).  [PMID:38144792] [10.1016/j.fochx.2023.101023]
29. Caiying Zhang, Yuelong Li, Abdus Samad, Hongliang He, Huan Ma, Yang Chen, Tengchuan Jin.  (2024)  Kyasanur Forest disease virus NS3 helicase: Insights into structure, activity, and inhibitors.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  254  (127856).  [PMID:37924898] [10.1016/j.ijbiomac.2023.127856]
30. Liang Zhang, Junhui Xu, Jing Qian, Yazhen Wang.  (2023)  A novel detection method for neohesperidin dihydrochalcone (NHDC) based on ZIF-8/ErGO composite modified electrode in milk.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,  123  (105584).  [PMID:] [10.1016/j.jfca.2023.105584]
31. Zilong Chen, Hongdong Liu, Jie Chen, Weifeng Zhu, Yong Liu, Jianxin Min, Xiaotian Chen, Bin Li, Xin Yang.  (2021)  Separation and enrichment of sibiskoside from Sibiraea angustat with magnetic surface dummy template molecularly imprinted polymers.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,  1178  (122767).  [PMID:34224966] [10.1016/j.jchromb.2021.122767]
32. Xiaomin Xia, Juanli Fu, Xiufang Song, Qiong Shi, Chuanyang Su, Erqun Song, Yang Song.  (2015)  Neohesperidin dihydrochalcone down-regulates MyD88-dependent and -independent signaling by inhibiting endotoxin-induced trafficking of TLR4 to lipid rafts.  FREE RADICAL BIOLOGY AND MEDICINE,  89  (522).  [PMID:26453923] [10.1016/j.freeradbiomed.2015.08.023]
33. Qiong Shi, Xiufang Song, Juanli Fu, Chuanyang Su, Xiaomin Xia, Erqun Song, Yang Song.  (2015)  Artificial sweetener neohesperidin dihydrochalcone showed antioxidative, anti-inflammatory and anti-apoptosis effects against paraquat-induced liver injury in mice.  INTERNATIONAL IMMUNOPHARMACOLOGY,  29  (722).  [PMID:26362205] [10.1016/j.intimp.2015.09.003]
34. Chuanyang Su, Xiaomin Xia, Qiong Shi, Xiufang Song, Juanli Fu, Congxue Xiao, Hongjun Chen, Bin Lu, Zhiyin Sun, Shanmei Wu, Siyu Yang, Xuegang Li, Xiaoli Ye, Erqun Song, Yang Song.  (2015)  Neohesperidin Dihydrochalcone versus CCl4-Induced Hepatic Injury through Different Mechanisms: The Implication of Free Radical Scavenging and Nrf2 Activation.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  63  (22): (5468–5475).  [PMID:25978654] [10.1021/acs.jafc.5b01750]
35. Lingxi Yang, Lu Wang, Kunjing Li, Baoxian Ye.  (2014)  Sensitive voltammetric determination of neohesperidin dihydrochalcone based on SWNTs modified glassy carbon electrode.  Analytical Methods,  6  (23): (9410-9418).  [PMID:] [10.1039/C4AY02004A]

Solution Calculators

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