ChemicalBook--->CAS DataBase List--->14941-08-3

14941-08-3

14941-08-3 Structure

14941-08-3 Structure
IdentificationBack Directory
[Name]

PONCIRIN
[CAS]

14941-08-3
[Synonyms]

C09830
PONCIRIN
(2S)-Poncirin
Citrifolioside
Einecs 239-020-1
PONCIRIN WITH HPLC
PONCIRIN USP/EP/BP
4'-O-Methylnaringin
ISOSAKURANETIN-7-NEOHESPERIDOSIDE
Neohesperidoside isosakuranetin-7
ISOSAKURANETIN-7-O-NEOHESPERIDOSID
ISOSAKURANETIN-7-O-NEOHESPERIDOSIDE
ISOSAKURANETIN-7-NEOHESPERIDOSIDE hplc
Poncirin, froM Poncirus trifoliata (L.) Raf.
Poncirin, 98%, from Poncirus trifoliata (L.) Raf.
5,7-Dihydroxy-4'-methoxyflavanone 7-neohesperidoside
Poncirin 5,7-Dihydroxy-4'-methoxyflavanone 7-neohesperidoside
(2S)-4'-Methoxy-5-hydroxy-7-(2-O-α-L-rhamnopyranosyl-β-D-glucopyranosyloxy)flavanone
(s)-5,7-dihydroxy-4'-methoxyflavanone-7-[2-o-(α-l-rhamnopyranosyl)-β-d-glucopyranoside]
(S)-5,7-DIHYDROXY-4'-METHOXYFLAVANONE-7-[2-O-(ALPHA-L-RHAMNOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE]
Isosakuranetin-7-neohesperidoside, (S)-5,7-Dihydroxy-4μ-methoxyflavanone-7-[2-O-(α-L-rhamnopyranosyl)-β-D-glucopyranoside]
(S)-7-[[2-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
(S)-7-((2-o-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-methoxyphenyl)-4H-benzopyran-4-one
4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-methoxyphenyl)-, (2S)-
[EINECS(EC#)]

239-020-1
[Molecular Formula]

C28H34O14
[MDL Number]

MFCD00017476
[MOL File]

14941-08-3.mol
[Molecular Weight]

594.56
Chemical PropertiesBack Directory
[Melting point ]

210°C
[Boiling point ]

900.1±65.0 °C(Predicted)
[density ]

1.59
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in methan
[form ]

neat
[pka]

7.15±0.40(Predicted)
[color ]

Yellow
[BRN ]

74301
[InChIKey]

NLAWPKPYBMEWIR-QMIPVYQNSA-N
[SMILES]

COc1ccc(cc1)[C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)cc3O2
[LogP]

3.390 (est)
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[F ]

10
[HS Code ]

29389090
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Off-white powder
[Uses]

Poncirin is a natural bitter flavanone glycoside present in many species of citrus fruits which has various biological benefits such as antioxidant, antimicrobial, anti-inflammatory and anti-cancer activities. Main constituent used in traditional Chinese medicine for inflammation, asthma, and infection diseases.
[Definition]

ChEBI: (2S)-poncirin is a flavanone glycoside that is 4'-methoxy-5,7-dihydroxyflavanone attached to a neohesperidose (alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranose) residue via a glycosidic linkage. It has been isolated from the fruits of Poncirus trifoliata and exhibits inhibitory activity against liopolysaccharide (LPS)-induced prostaglandin E2 and interleukin-6 (IL-6) production. It has a role as a plant metabolite. It is a monomethoxyflavanone, a flavanone glycoside, a disaccharide derivative, a neohesperidoside and a member of 4'-methoxyflavanones. It is functionally related to a 4'-methoxy-5,7-dihydroxyflavanone.
[in vivo]

Poncirin (intraperitoneal administration; 30 mg/kg) markedly reduces the pain behavior in both acetic acid-induced visceral pain and formalin-induced tonic pain models inComplete Freund’s Adjuvant (CFA)-induced inflammatory pain model[1].

Spectrum DetailBack Directory
[Spectrum Detail]

PONCIRIN(14941-08-3)1HNMR
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