Naringin dihydrochalcone

HCID 9894584
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
18916-17-1
Standard SMILES
C[C@@H]1O[C@@H](O[C@H]2[C@H](Oc3cc(O)c(C(=O)CCc4ccc(O)cc4)c(O)c3)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O
InChIKey
CWBZAESOUBENAP-QVNVHUMTSA-N
Molecular formula
C27H34O14
Average molar mass
582.5 g/mol
Monoisotopic mass
582.19485575

Names & identifiers

Preferred name
Naringin dihydrochalcone
IUPAC
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-(4-hydroxyphenyl)propan-1-one
English name
Naringin dihydrochalcone
Molecular formula
C27H34O14
Molecular weight
582.56

Names & synonyms

naringin dihydrochalcone18916-17-1FEMA no. 44957233QDO0QWDTXSID10940428Phloretin, 4'-(2-O-alpha-L-rhamno-beta-D-glucopyranoside)1-Propanone, 1-(4-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-Propanone, 1-[4-[[2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-Glucopyranoside, 3,5-dihydroxy-4-(p-hydroxyhydrocinnamoyl)phenyl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-, beta-D-RefChem:164854DTXCID401777781700-320-7
Show more names
Naringine DCSenior saccharinNaringin dihydrochalNARINGINDIHYDROHALCONENAGINGINDIHYDROCHALCONENARINGIN DIHYDOROCHALCONENaringin dihydrochalcone-RMranosyl)- β-D-glucopyranosyl]oxy]-
Naringin DC1-(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-(4-hydroxyphenyl)propan-1-oneMFCD084361451-[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-(4-hydroxyphenyl)propan-1-oneNaringindihydrochalconeUNII-7233QDO0QWbeta-D-3,5-Dihydroxy-4-(p-hydroxyhydrocinnamoyl)phenyl 2-O-(6-deoxy-alpha-L-mannopyranosyl)glucopyranoside; Phloretin, 4'-(2-O-alpha-L-rhamno-beta-D-glucopyranoside); Naringin Dihydrochalconenaringin-dihydrochalcone

Database identifiers

CAS
18916-17-1
PubChem CID
9894584
DTXSID
DTXSID10940428
ChEMBL
CHEMBL5308388
ChEBI
CHEBI:184078
UNII
7233QDO0QW
EC Number
700-320-7
Nikkaji
J531.268J

Properties

Computed structural properties

XLogP
-0.3
Topological polar surface area
236 Ų
Hydrogen bond donors
9
Hydrogen bond acceptors
14
Rotatable bonds
9
Heavy atoms
41

Experimental & physicochemical properties

Solubility · 2 items

Soluble

Soluble (in ethanol)

Physical DescriptionWhite solid, Bland aroma

Physicochemical properties

Melting point
131 · 131-132°C
Boiling point
916.8 · 916.8±65.0 °C(Predicted)
Density
1.63 · 1.63±0.1 g/cm3(Predicted)
vapor pressure
0 Pa · 0Pa at 20-50℃
FEMA
4495 · 4495 | NARINGIN DIHYDROCHALCONE
FLAVIS Number
16.11 · 16.110 | Naringin dihydrochalcone

Safety & regulation

GHS classification

GHS Classification · 2 items

Not Classified；Reported as not meeting GHS hazard criteria by 100 of 112 companies

Aggregated GHS information provided per 112 reports by companies from 3 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 100 of 112 reports by companies.；There are 2 notifications provided by 12 of 112 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 2 items

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 24-10-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/11444

Hazard Classes and CategoriesNot Classified

Regulatory information

Regulatory Information · 2 items

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 24-10-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/11444

Safety data

wgk
WGK 1
hs_code
29329990
Signal word
Warning
Symbol(GHS)
GHS07
Storage Class
11 - Combustible Solids
Hazard statements
H315-H319

Chemistry & industry

Uses & manufacturing

Use Classification · 3 items

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Applications · 2 items

DescriptionNaringin dihydrochalcone is an artificial sweetener and flavonoid that has been isolated from various plants and has antioxidant activity. It scavenges ABTS (Item No. 27317), oxygen, and 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals in cell free assays (IC50s = 24, 322.8, and 318.9 μM, respectively).

UsesNaringin Dihydrochalcone is an intense sweetener and strong antioxidant compound which displays anti-allegeric activity.

Upstream & downstream products

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
陕西帕尼尔生物科技有限公司029-84385017; +8613259417953 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Additional notes

DefinitionChEBI: Naringin dihydrochalcone is a member of flavonoids and a glycoside.

Related reactions

1 records
New reaction record

Compound notes

Loading…