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Kurarinone

CAT: 0931-T5S0993-06Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0931-T5S0993-06Size:50 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
34981-26-5
Target
STAT, JAK, Bcl-2 Family, NF-κB, IκB/IKK, PERK, TNF
Related Pathways
JAK/STAT signaling, Chromatin/Epigenetic, Tyrosine Kinase/Adaptors, Angiogenesis, NF-κB, Stem Cells, Apoptosis
Purity
0.9972
Bioactivity
Kurarinone is a flavonoid extracted from the shrub Sophora flavescens, which has anti-tumor, estrogenic and anti-inflammatory activities, and also has a strong inhibitory effect on immune responses.
Smiles
COc1cc(O)c(C[C@@H](CC=C(C)C)C(C)=C)c2O[C@@H](CC(=O)c12)c1ccc(O)cc1O
Molecular Formula
C26H30O6
Molecular Weight
438.51
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Kurarinone

(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 member of 4'-hydroxyflavanones, a monomethoxyflavanone and a trihydroxyflavanone. It is functionally related to a (2S)-flavanone.

CAS Number34981-26-5
PubChem CID11982640
IUPAC Name(2S)-2-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one
Molecular FormulaC26H30O6
Molecular Weight438.5
XLogP5.6
Topological Polar Surface Area96.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Heavy Atom Count32
Formal Charge0
Complexity698
SMILES
CC(=CC[C@H](CC1=C2C(=C(C=C1O)OC)C(=O)C[C@H](O2)C3=C(C=C(C=C3)O)O)C(=C)C)C
InChI
InChI=1S/C26H30O6/c1-14(2)6-7-16(15(3)4)10-19-21(29)12-24(31-5)25-22(30)13-23(32-26(19)25)18-9-8-17(27)11-20(18)28/h6,8-9,11-12,16,23,27-29H,3,7,10,13H2,1-2,4-5H3/t16-,23+/m1/s1
InChIKey
LTTQKYMNTNISSZ-MWTRTKDXSA-N
Chemical Structure
2D Structure
2D structure of Kurarinone
CAS: 34981-26-5
CID: 11982640
Formula: C26H30O6
MW: 438.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight438.5
XLogP35.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Exact Mass438.20423867
Monoisotopic Mass438.20423867
Topological Polar Surface Area96.2 Ų
Heavy Atom Count32
Formal Charge0
Complexity698
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Related Products

CatalogName
TN4397Kuraridine
TN1840Kurarinol

Alternative Products

CatalogName
MBS3612732-01Kurarinone
AB0024Nor-kurarinone
371628Kurarinone discontinued
371732Nor-kurarinone discontinued
371629Kurarinone, 2'-O-methyl- discontinued
300536Kurarinone, 2'-O-methyl-
AB11882'-O-methyl-Kurarinone

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