U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C27H34O14
Molecular Weight 582.5505
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NARINGIN DIHYDROCHALCONE

SMILES

C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC3=CC(O)=C(C(=O)CCC4=CC=C(O)C=C4)C(O)=C3)[C@H](O)[C@H](O)[C@H]1O

InChI

InChIKey=CWBZAESOUBENAP-QVNVHUMTSA-N
InChI=1S/C27H34O14/c1-11-20(33)22(35)24(37)26(38-11)41-25-23(36)21(34)18(10-28)40-27(25)39-14-8-16(31)19(17(32)9-14)15(30)7-4-12-2-5-13(29)6-3-12/h2-3,5-6,8-9,11,18,20-29,31-37H,4,7,10H2,1H3/t11-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

HIDE SMILES / InChI

Molecular Formula C27H34O14
Molecular Weight 582.5505
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 http://www.gmp-factory.com/herbal-food-additives/natural-sweeteners/naringin-dihydrochalcone.html | https://www.ncbi.nlm.nih.gov/pubmed/7473560

Naringin Dihydrochalcone (Naringin DC) is a new-style sweetening agent and an artificial sweetener derived from naringin. It is 500-700 times sweeter than sucrose. Due to its many advantages like high sweet taste, low caloric, innocuity and safety, it can be used in edible, medicine and commodity trade. And because it tastes cleanlily, has long aftertaste and special faint scent and owns fine virtue of shielding bitterness, Naringin dihydrochalcone is in particular used for milky goods, fattiness and grease, freezed foodstuff, machining vegetable, jelly, comfiture, nonalcohol beverage, chewing gum, toothpaste and troche. Besides, it can substitute sugar for decreasing body absorption to sugar. It is really a evangel for fat person and patients who can not eat sugar.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Structure-taste correlations in sweet dihydrochalcone, sweet dihydroisocoumarin, and bitter flavone compounds.
1995 Oct 13
Hypouricemic action of selected flavonoids in mice: structure-activity relationships.
2007 Aug
Patents

Patents

Sample Use Guides

Naringin dihydrochalcone was dissolved or suspended in 0.5% carboxymethylcellulose-Na. Naringin dihydrochalcone at 50 and 100 mg/kg body weight was orally given to the mice once a day for three consecutive days. Mice were fasted for 2 h before drug administration.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Thu Jul 06 08:29:47 UTC 2023
Edited
by admin
on Thu Jul 06 08:29:47 UTC 2023
Record UNII
7233QDO0QW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NARINGIN DIHYDROCHALCONE
Common Name English
FEMA NO. 4495
Code English
1-PROPANONE, 1-(4-((2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-2,6-DIHYDROXYPHENYL)-3-(4-HYDROXYPHENYL)-
Common Name English
GLUCOPYRANOSIDE, 3,5-DIHYDROXY-4-(P-HYDROXYHYDROCINNAMOYL)PHENYL 2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-, .BETA.-D-
Common Name English
PHLORETIN, 4'-(2-O-.ALPHA.-L-RHAMNO-.BETA.-D-GLUCOPYRANOSIDE)
Common Name English
Code System Code Type Description
PUBCHEM
9894584
Created by admin on Thu Jul 06 08:29:47 UTC 2023 , Edited by admin on Thu Jul 06 08:29:47 UTC 2023
PRIMARY
WIKIPEDIA
NARINGIN DIHYDROCHALCONE
Created by admin on Thu Jul 06 08:29:47 UTC 2023 , Edited by admin on Thu Jul 06 08:29:47 UTC 2023
PRIMARY
CAS
18916-17-1
Created by admin on Thu Jul 06 08:29:47 UTC 2023 , Edited by admin on Thu Jul 06 08:29:47 UTC 2023
PRIMARY
EPA CompTox
DTXSID10940428
Created by admin on Thu Jul 06 08:29:47 UTC 2023 , Edited by admin on Thu Jul 06 08:29:47 UTC 2023
PRIMARY
FDA UNII
7233QDO0QW
Created by admin on Thu Jul 06 08:29:47 UTC 2023 , Edited by admin on Thu Jul 06 08:29:47 UTC 2023
PRIMARY
MESH
C005274
Created by admin on Thu Jul 06 08:29:47 UTC 2023 , Edited by admin on Thu Jul 06 08:29:47 UTC 2023
PRIMARY