ChemicalBook--->CAS DataBase List--->2957-21-3

2957-21-3

2957-21-3 Structure

2957-21-3 Structure
IdentificationBack Directory
[Name]

SAKURANETIN
[CAS]

2957-21-3
[Synonyms]

Nsc 407228
SAKURANETIN
SAKURANETIN(P)
SAKURANETIN(SH)
Sakura Pavilion
SAKURANETIN hplc
Einecs 220-980-5
(-)-(S)-sakuranetin
7-O-Methylnaringenin
Naringen 7-methyl ether
Naringenin 7-O-methyl ether
4',5-DIHYDROXY-7-METHOXYFLAVANONE
5,4''-DIHYDROXY-7-METHOXYFLAVANONE
5,4'-DIHYDROXY-7-O-METHOXYFLAVANONE
(S)-(?)-4′-5-Dihydroxy-7-methoxyflavanone
5,4''-DIHYDROXY-7-METHOXYFLAVANONE WITH HPLC
Flavanone, 4',5-dihydroxy-7-methoxy-, (S)-(-)- (8ci)
5,4''-DIHYDROXY-7-METHOXYFLAVANONE MONOHYDRATE WITH HPLC
(S)-5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxychroman-4-one
2α-(4-Hydroxyphenyl)-7-methoxy-5-hydroxy-2,3-dihydro-4H-1-benzopyran-4-one
(S)-2,3-Dihydro-2-(4-hydroxyphenyl)-5-hydroxy-7-methoxy-4H-1-benzopyran-4-one
(S)-2,3-Dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-, (2S)-
4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-, (S)- (9ci)
[EINECS(EC#)]

220-980-5
[Molecular Formula]

C16H14O5
[MDL Number]

MFCD00075651
[MOL File]

2957-21-3.mol
[Molecular Weight]

286.28
Chemical PropertiesBack Directory
[Melting point ]

153-154°C
[alpha ]

D16 +8.0° (c = 7.92 in acetone); D12 +8.4° (c = 6.28 in methanol)
[Boiling point ]

555.9±50.0 °C(Predicted)
[density ]

1.370±0.06 g/cm3(Predicted)
[storage temp. ]

Store at 2-8°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

neat
[pka]

7.42±0.40(Predicted)
[color ]

White to Off-White
[Cosmetics Ingredients Functions]

SKIN PROTECTING
[InChI]

InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1
[InChIKey]

DJOJDHGQRNZXQQ-AWEZNQCLSA-N
[SMILES]

[C@H]1(C2=CC=C(O)C=C2)OC2=CC(OC)=CC(O)=C2C(=O)C1
[LogP]

3.370 (est)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
Hazard InformationBack Directory
[Chemical Properties]

Yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Prunus serrulata, a plant of the genus Prunus in the Rosaceae family.
[Uses]

Sakuranetin is a flavanone phytoalexin reported to play an important role in disease resistance in rice plants. Antifungal and antimicrobial activity.
[in vivo]

Sakuranetin (20 mg/kg, intratracheal instillation, 10 μL) reduces inflammation, and reduces respiratory system elastance in an mice acute lung inflammation model induced by LPS[2].
Sakuranetin (20 mg/kg, intratracheal instillation) attenuates airway hyperresponsiveness and inflammation in Ovalbumin induced asthma murine model[5].

Animal Model:Acute lung inflammation mice model induced by LPS (5 mg/kg)[2]
Dosage:20 mg/kg
Administration:intratracheal instillation, 10 μL
Result:Reduced respiratory system elastance.
Decreased LPS-induced blood and pulmonary leukocytes.
Reduced proinflammatory cytokines, markers of M1- and M2-like macrophages, and activation of NF-κB in lung tissue.
Spectrum DetailBack Directory
[Spectrum Detail]

SAKURANETIN(2957-21-3)1HNMR
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