Marini
Basic information
- CAS
34981-26-5- Standard SMILES
C=C(C)C(CC=C(C)C)Cc1c(O)cc(O)c2c1OC(c1ccc(O)cc1O)CC2=O- InChIKey
XRYVAQQLDYTHCL-UHFFFAOYSA-N- Molecular formula
- C25H28O6
- Average molar mass
- 424.5 g/mol
- Monoisotopic mass
- 424.18858861
Overview
Marini is a member of flavanones.
Names & identifiers
- Preferred name
- Marini
- IUPAC
- 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)-2,3-dihydrochromen-4-one
- English name
- KURARINONE
- Molecular formula
- C26H30O6
- Molecular weight
- 438.51
Names & synonyms
MariniCHEMBL4928262-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)-2,3-dihydrochromen-4-one2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-8-(5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl)chroman-4-one895901-79-8Kushenol F [M+H]+Oprea1_810065SCHEMBL904617SCHEMBL29929166SCHEMBL29929533CHEBI:188890BDBM50486896
Show more names
KurarinonKURARINONEKurarinone >=98% (HPLC)Kurarinone, 10 mM in DMSO(S)-2-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-8-((R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl)chroman-4-one2-(2,4-Dihydroxyphenyl)-2,3-dihydro-7-hydroxy-5-methoxy-8-[5-methyl-2-(1-methylethenyl)-4-hexenyl]-4H-1-benzopyran-4-one4H-1-Benzopyran-4-one,2-(2,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-5-methoxy-8-[(2R)-5-methyl-2-(1-methylethenyl)-4-hexen-1-yl]-,(2S)-
LMPK12140467AKOS0159605122-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(2-isopropenyl-5-methyl-hex-4-enyl)chroman-4-one4H-1-Benzopyran-4-one, 2-(2,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy- methoxy-8-[5-methyl-2-(1-methylethenyl)-4-hexenyl]-
Database identifiers
- CAS
34981-26-5- PubChem CID
- 73198
- ChEMBL
CHEMBL492826- ChEBI
CHEBI:188890- Nikkaji
- J18.357A
Properties
Computed structural properties
- XLogP
- 5.8
- Topological polar surface area
- 107 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 683
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavanones [PK1214]
Physicochemical properties
- Melting point
- 117 · 117-119℃
- Boiling point
- 651.4 · 651.4±55.0 °C(Predicted)
- Density
- 1 · 1+-.0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- 7.49 · 7.49±0.40(Predicted)
- color
- Light yellow to yellow
- biological source
- (isolated from Caragana sinica)
- InChI
- 1S/C25H28O6/c1-13(2)5-6-15(14(3)4)9-18-20(28)11-21(29)24-22(30)12-23(31-25(18)24)17-8-7-16(26)10-19(17)27/h5,7-8,10-11,15,23,26-29H,3,6,9,12H2,1-2,4H3
- InChIKey
- XRYVAQQLDYTHCL-UHFFFAOYSA-N
- SMILES
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Chemistry & industry
Applications
UsesKurarinone is an orally active flavonoid isolated from matrine that inhibits the pathogenesis of experimental autoimmune encephalomyelitis by inhibiting cell differentiation of Th1 and Th17. Kurarinone has antitumor and anti-inflammatory activity[1][2][3].
Additional notes
DefinitionChEBI: (2S)-(-)-kurarinone is a trihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 7, 2' and 4', a lavandulyl group at position 8 and a methoxy group at position 5. Isolated from the roots of Sophora flavescens, it exhibits cytotoxicity against human myeloid leukemia HL-60 cells. It has a role as a metabolite and an antineoplastic agent. It is a trihydroxyflavanone, a monomethoxyflavanone and a member of 4'-hydroxyflavanones. It is functionally related to a (2S)-flavanone.
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