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Sakuranetin

CAT: 0572-TRC-S084255-1MGSize: 1 mgDry Ice: NoHazardous: No
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CAT#:0572-TRC-S084255-1MGSize:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
2957-21-3
Synonyms
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)-; Flavanone, 4',5-dihydroxy-7-methoxy-, (S)-(-)- (8CI); Sakuranetin (6CI); (-)-(S)-Sakuranetin; (2S)-2,3-Dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one; (S)-4',5-Dihydroxy-7-methoxyflavanone; 5,4'-Dihydroxy-7-methoxyflavanone; 7-O-Methylnaringenin; Naringenin 7-O-methyl ether; Naringenin 7-methyl ether
Hazard Statement
Harmful if swallowed.
Smiles
COc1cc(O)c2C(=O)C[C@H](Oc2c1)c3ccc(O)cc3
Molecular Formula
C16 H14 O5
Molecular Weight
286.28
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
Additionnal Information
IUPAC name: (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one
Shipping Conditions
Room Temperature

Chemical Information

Sakuranetin

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 member of 4'-hydroxyflavanones, a (2S)-flavan-4-one, a monomethoxyflavanone, a dihydroxyflavanone and a flavonoid phytoalexin. It is functionally related to a (S)-naringenin.

CAS Number2957-21-3
PubChem CID73571
IUPAC Name(2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one
Molecular FormulaC16H14O5
Molecular Weight286.28
XLogP2.7
Topological Polar Surface Area76
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Heavy Atom Count21
Formal Charge0
Complexity377
SMILES
COC1=CC(=C2C(=O)C[C@H](OC2=C1)C3=CC=C(C=C3)O)O
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
Chemical Structure
2D Structure
2D structure of Sakuranetin
CAS: 2957-21-3
CID: 73571
Formula: C16H14O5
MW: 286.28
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight286.28
XLogP32.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass286.08412354
Monoisotopic Mass286.08412354
Topological Polar Surface Area76 Ų
Heavy Atom Count21
Formal Charge0
Complexity377
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
BA1659-10Sakuranetin
BUP24182-01(RS) -Sakuranetin

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