Kuwanon A

Details

• Internal ID: 89fec327-fcc5-4615-b408-cc82f96dd0fb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 3-prenylated flavones
• IUPAC Name: 5,7-dihydroxy-2-(5-hydroxy-2,2-dimethylchromen-8-yl)-3-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C(OC2=CC(=CC(=C2C1=O)O)O)C3=C4C(=C(C=C3)O)C=CC(O4)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C(OC2=CC(=CC(=C2C1=O)O)O)C3=C4C(=C(C=C3)O)C=CC(O4)(C)C)C
• InChI: InChI=1S/C25H24O6/c1-13(2)5-6-16-22(29)21-19(28)11-14(26)12-20(21)30-23(16)17-7-8-18(27)15-9-10-25(3,4)31-24(15)17/h5,7-12,26-28H,6H2,1-4H3
• InChI Key: DBUNRZUFILGKHP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₆
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.15728848 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 62949-77-3
• CHEMBL1770312
• 5,7-dihydroxy-2-(5-hydroxy-2,2-dimethylchromen-8-yl)-3-(3-methylbut-2-enyl)chromen-4-one
• 5,5',7-Trihydroxy-2',2'-dimethyl-3-(3-methylbut-2-en-1-yl)-2'H,4H-[2,8'-bichromen]-4-one
• KuwanonA
• 5,7-Dihydroxy-2-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl)-3-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
• UKY8P8K8Y7
• CHEBI:169841
• DTXSID701108820
• HY-N2300
• BDBM50343136
• LMPK12110918
• AKOS032946057
• CS-6886
• 5,7-Dihydroxy-2-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl)-3-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
• MS-27377
• FT-0775769
• 2-(2,2-dimethyl-5-oxidanyl-chromen-8-yl)-3-(3-methylbut-2-enyl)-5,7-bis(oxidanyl)chromen-4-one
• 4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl)-3-(3-methyl-2-buten-1-yl)-
• 5,7-Dihydroxy-2-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl)-3-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	-	0.5239	52.39%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7533	75.33%
OATP2B1 inhibitior	+	0.5701	57.01%
OATP1B1 inhibitior	+	0.7961	79.61%
OATP1B3 inhibitior	+	0.9068	90.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9057	90.57%
P-glycoprotein inhibitior	+	0.7191	71.91%
P-glycoprotein substrate	+	0.5888	58.88%
CYP3A4 substrate	+	0.6564	65.64%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	-	0.6518	65.18%
CYP2C9 inhibition	+	0.8955	89.55%
CYP2C19 inhibition	+	0.8886	88.86%
CYP2D6 inhibition	-	0.8828	88.28%
CYP1A2 inhibition	+	0.5462	54.62%
CYP2C8 inhibition	+	0.7206	72.06%
CYP inhibitory promiscuity	+	0.9135	91.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6150	61.50%
Eye corrosion	-	0.9911	99.11%
Eye irritation	+	0.6795	67.95%
Skin irritation	-	0.7131	71.31%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	+	0.5563	55.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4065	40.65%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5699	56.99%
skin sensitisation	-	0.7288	72.88%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6010	60.10%
Acute Oral Toxicity (c)	III	0.7045	70.45%
Estrogen receptor binding	+	0.9465	94.65%
Androgen receptor binding	+	0.8758	87.58%
Thyroid receptor binding	+	0.7032	70.32%
Glucocorticoid receptor binding	+	0.8793	87.93%
Aromatase binding	+	0.6862	68.62%
PPAR gamma	+	0.8798	87.98%
Honey bee toxicity	-	0.7813	78.13%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.67%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.36%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.56%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	96.11%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.80%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.27%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	94.10%	94.73%
CHEMBL3038469	P24941	CDK2/Cyclin A	94.08%	91.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.85%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.65%	90.00%
CHEMBL3194	P02766	Transthyretin	85.51%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.35%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.23%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.34%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.30%	95.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.86%	93.10%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.58%	90.71%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 44258296
• LOTUS: LTS0006823
• wikiData: Q104974869