3,7-Dihydroxy-8-(3-methylbut-2-enyl)chromen-2-one

Details

• Internal ID: 78ffc1ca-f820-4928-9335-6b4cfd990b7e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 3,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-2-one
• SMILES (Canonical): CC(=CCC1=C(C=CC2=C1OC(=O)C(=C2)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC2=C1OC(=O)C(=C2)O)O)C
• InChI: InChI=1S/C14H14O4/c1-8(2)3-5-10-11(15)6-4-9-7-12(16)14(17)18-13(9)10/h3-4,6-7,15-16H,5H2,1-2H3
• InChI Key: WDPVHYXBOAYXAX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.5225	52.25%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7100	71.00%
OATP2B1 inhibitior	-	0.7033	70.33%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9252	92.52%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4840	48.40%
P-glycoprotein inhibitior	-	0.8618	86.18%
P-glycoprotein substrate	-	0.9456	94.56%
CYP3A4 substrate	-	0.6314	63.14%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8258	82.58%
CYP3A4 inhibition	-	0.8865	88.65%
CYP2C9 inhibition	+	0.8696	86.96%
CYP2C19 inhibition	+	0.7871	78.71%
CYP2D6 inhibition	-	0.6469	64.69%
CYP1A2 inhibition	+	0.6385	63.85%
CYP2C8 inhibition	-	0.8947	89.47%
CYP inhibitory promiscuity	+	0.7250	72.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6747	67.47%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.7374	73.74%
Skin irritation	-	0.6626	66.26%
Skin corrosion	-	0.9338	93.38%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6501	65.01%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6675	66.75%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6280	62.80%
Acute Oral Toxicity (c)	III	0.6053	60.53%
Estrogen receptor binding	+	0.8771	87.71%
Androgen receptor binding	+	0.6712	67.12%
Thyroid receptor binding	+	0.5856	58.56%
Glucocorticoid receptor binding	+	0.9524	95.24%
Aromatase binding	+	0.7939	79.39%
PPAR gamma	+	0.9024	90.24%
Honey bee toxicity	-	0.9384	93.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	98.76%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.03%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	94.31%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.89%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.46%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.97%	96.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.82%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.71%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.28%	98.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.97%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.71%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.82%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.80%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.50%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14466223
• LOTUS: LTS0042134
• wikiData: Q105302591