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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H36O15
Molecular Weight 612.5764
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEOHESPERIDIN DIHYDROCHALONE

SMILES

COC1=C(O)C=C(CCC(=O)C2=C(O)C=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)C=C2O)C=C1

InChI

InChIKey=ITVGXXMINPYUHD-CUVHLRMHSA-N
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

HIDE SMILES / InChI
Molecular Formula C28H36O15
Molecular Weight 612.5764
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/26362205 | https://www.ncbi.nlm.nih.gov/pubmed/26453923

Neohesperidin dihydrochalcone is a semi-synthetic glycoside chalcone, which is produced by catalytic hydrogenation of neohesperidin, themain flavanone glycoside of bitter oranges. Neohesperidin dihydrochalcone has wide application in various foods and beverages as a low caloric artificial sweetener. Neohesperidin dihydrochalcone is well tolerated and is not associated with any particular toxicity as a well-known sweetener. No adverse effects were observed at Neohesperidin dihydrochalcone levels of up to 5% of the diet of Wistar rats in embryotoxicity and teratogenicity studies. The mutagenicity of Neohesperidin dihydrochalcone was assessed in different experimental models, and no mutagenic activity was detected. Neohesperidin dihydrochalcone showed outstanding antioxidant and radical scavenging activity

Originator

Approval Year

2021
470
Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Patents

Patents

US3375242
1

Sample Use Guides

In Vivo Use Guide
Neohesperidin dihydrochalcone (200 mg/kg body weight, dissolved in a 0.5% CMC vehicle and prepared before use) was administrated to Male Kunmingmice by oral gavage for 6 consecutive days.
Route of Administration: Oral
In Vitro Use Guide
The human hepatoma cell line (HepG2) was treated with Neohesperidin dihydrochalcone (10, 20 or 30 mkM) for 1 h
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:15:33 GMT 2023
Edited
by admin
on Fri Dec 15 15:15:33 GMT 2023
Record UNII
3X476D83QV
Record Status Validated (UNII)
Record Version
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Name Type Language
NEOHESPERIDIN DIHYDROCHALONE
FHFI  
Common Name English
NEOHESPERIDINE DIHYDROCHALCONE [USP-RS]
Common Name English
FEMA NO. 3811
Code English
GLUCOPYRANOSIDE, 3,5-DIHYDROXY-4-(3-HYDROXY-4-METHOXYHYDROCINNAMOYL)PHENYL 2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-, .BETA.-D-
Common Name English
NEOHESPERIDIN-DIHYDROCHALCONE
Common Name English
NEOHESPERIDINE DC
Common Name English
NEOHESPERIDINE DIHYDROCHALCONE [FCC]
Common Name English
GLUCOPYRANOSIDE, 3,5-DIHYDROXY-4-(3-HYDROXY-4-METHOXYHYDROCINNAMOYL)PHENYL 2-O-.ALPHA.-L-RHAMNOPYRANOSYL-
Common Name English
HESPERETIN DIHYDROCHALCONE-4'-.BETA.-NEOHESPERIDOSIDE
Common Name English
CITROSA
Brand Name English
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
Common Name English
NEOHESPERIDIN DIHYDROCHALCONE [USP-RS]
Common Name English
NEOHESPERIDIN DIHYDROCHALONE [FHFI]
Common Name English
NEOHESPERIDIN DIHYDROCHALCONE [MI]
Common Name English
NEOHESPERIDINE DIHYDROCHALCONE
FCC   USP-RS  
Common Name English
NHDC
Common Name English
1-PROPANONE, 1-(4-((2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-2,6-DIHYDROXYPHENYL)-3-(3-HYDROXY-4-METHOXYPHENYL)-
Common Name English
NEOHESPERIDIN DIHYDROCHALCONE
INCI   MI  
INCI  
Official Name English
NEOHESPERIDIN DIHYDROCHALCONE [INCI]
Common Name English
NEOHESPERIDIN DC
Common Name English
NEOHESPERIDIN-DIHYDROCHALCONE [EP MONOGRAPH]
Common Name English
Code System Code Type Description
FDA UNII
3X476D83QV
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY
CAS
20702-77-6
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY
MERCK INDEX
m7807
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID3025706
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY
SMS_ID
100000079589
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY
PUBCHEM
30231
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY
WIKIPEDIA
NEOHESPERIDIN DIHYDROCHALCONE
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY
MESH
C013613
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY
GRAS Notification (GRN No.)
902
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY
RXCUI
1312741
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY RxNorm
EVMPD
SUB12169MIG
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY
ECHA (EC/EINECS)
243-978-6
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY
RS_ITEM_NUM
1458086
Created by admin on Fri Dec 15 15:15:33 GMT 2023 , Edited by admin on Fri Dec 15 15:15:33 GMT 2023
PRIMARY
NIH
NCATS
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