(-)-Kawain

Details

• Internal ID: b64d4bcb-b871-4df1-adb2-f598bcd10467
• Taxonomy: Phenylpropanoids and polyketides > Kavalactones
• IUPAC Name: (2S)-4-methoxy-2-[(E)-2-phenylethenyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): COC1=CC(=O)OC(C1)C=CC2=CC=CC=C2
• SMILES (Isomeric): COC1=CC(=O)O[C@@H](C1)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C14H14O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-8,10,12H,9H2,1H3/b8-7+/t12-/m1/s1
• InChI Key: XEAQIWGXBXCYFX-ABZNLYFFSA-N
• Popularity: 88 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₃
• Molecular Weight: 230.26 g/mol
• Exact Mass: 230.094294304 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.50

Synonyms

• (-)-Kavain
• Kawain, (-)-
• UNII-6E3WP1S58E
• 6E3WP1S58E
• 188643-55-2
• 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-((1E)-2-phenylethenyl)-, (6S)-
• kavain
• (2S)-4-methoxy-2-[(E)-2-phenylethenyl]-2,3-dihydropyran-6-one
• Kavain (+/-)
• R-Kawain
• SCHEMBL18214382
• XEAQIWGXBXCYFX-ABZNLYFFSA-N
• AKOS037514712
• Q27264651

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.72%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.52%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.64%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.16%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.18%	93.99%
CHEMBL2581	P07339	Cathepsin D	88.04%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.49%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.31%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	82.46%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.93%	97.09%

Plants that contains it

• Piper methysticum

Cross-Links

• PubChem: 16048558
• LOTUS: LTS0119927
• wikiData: Q27264651