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Sakuranetin

Sakuranetin structure

Sakuranetin 

structure
  • CAS No:

    2957-21-3

  • Formula:

    C16H14O5

  • Chemical Name:

    Sakuranetin

  • Synonyms:

    4H-1-Benzopyran-4-one,2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-,(2S)-;Flavanone,4′,5-dihydroxy-7-methoxy-,(S)-(-)-;Sakuranetin;4H-1-Benzopyran-4-one,2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-,(S)-;(2S)-2,3-Dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one;(S)-4′,5-Dihydroxy-7-methoxyflavanone;Naringenin 7-methyl ether;Naringenin 7-O-methyl ether;7-O-Methylnaringenin;(-)-(S)-Sakuranetin;5,4′-Dihydroxy-7-methoxyflavanone

  • Categories:

    Cosmetic Ingredient  >  Skin Protecting

Description

Sakuranetin is a rice flavonoid phytoalexin, shows strong antifungal activity[1]. Sakuranetin has anti-inflammatory and antioxidative activities. Sakuranetin ameliorates LPS-induced acute lung injury[2].


Solid


Sakuranetin is a flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group. It has a role as an antimycobacterial drug and a plant metabolite. It is a dihydroxyflavanone, a monomethoxyflavanone, a flavonoid phytoalexin, a member of 4'-hydroxyflavanones and a (2S)-flavan-4-one. It derives from a (S)-naringenin.

Sakuranetin Basic Attributes

286.28

286.28

220-980-5

3O38P61299

Characteristics

75.99000

3.37

Solid

1.4±0.1 g/cm3

152 °C

555.9±50.0 °C at 760 mmHg

212.4±23.6 °C

1.638

109.2 mg/L @ 25 °C (est)

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

Safety Information

NONH for all modes of transport

3

22

Xn

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory.

Drug Information

sakuranetin

Sakuranetin Use and Manufacturing

Polyketides [PK] -> Flavonoids [PK12] -> Flavanones [PK1214]

Computed Properties

Molecular Weight:286.28
XLogP3:2.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:286.08412354
Monoisotopic Mass:286.08412354
Topological Polar Surface Area:76
Heavy Atom Count:21
Complexity:377
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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