6-Hydroxy-7-(2-methylprop-1-enoxy)chromen-2-one

Details

• Internal ID: 5f9785a8-18ed-428a-bba2-843ef5564ca5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 6-hydroxy-7-(2-methylprop-1-enoxy)chromen-2-one
• SMILES (Canonical): CC(=COC1=C(C=C2C=CC(=O)OC2=C1)O)C
• SMILES (Isomeric): CC(=COC1=C(C=C2C=CC(=O)OC2=C1)O)C
• InChI: InChI=1S/C13H12O4/c1-8(2)7-16-12-6-11-9(5-10(12)14)3-4-13(15)17-11/h3-7,14H,1-2H3
• InChI Key: ZLEKXXXCHQHHFH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.8859	88.59%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7556	75.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9142	91.42%
OATP1B3 inhibitior	+	0.9602	96.02%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6141	61.41%
P-glycoprotein inhibitior	-	0.6546	65.46%
P-glycoprotein substrate	-	0.8980	89.80%
CYP3A4 substrate	-	0.6034	60.34%
CYP2C9 substrate	-	0.6330	63.30%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.6834	68.34%
CYP2C9 inhibition	+	0.6353	63.53%
CYP2C19 inhibition	+	0.8665	86.65%
CYP2D6 inhibition	-	0.7473	74.73%
CYP1A2 inhibition	+	0.6531	65.31%
CYP2C8 inhibition	-	0.8584	85.84%
CYP inhibitory promiscuity	+	0.7810	78.10%
UGT catelyzed	+	0.8362	83.62%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5338	53.38%
Eye corrosion	-	0.9864	98.64%
Eye irritation	+	0.9112	91.12%
Skin irritation	-	0.6702	67.02%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5968	59.68%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.7094	70.94%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6179	61.79%
Acute Oral Toxicity (c)	III	0.6095	60.95%
Estrogen receptor binding	+	0.8582	85.82%
Androgen receptor binding	-	0.5199	51.99%
Thyroid receptor binding	+	0.5956	59.56%
Glucocorticoid receptor binding	+	0.6095	60.95%
Aromatase binding	+	0.7854	78.54%
PPAR gamma	+	0.7373	73.73%
Honey bee toxicity	-	0.8805	88.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	98.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.53%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.94%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.55%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.55%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.29%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.33%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	82.22%	94.75%

Plants that contains it

• Cassinia uncata

Cross-Links

• PubChem: 85587151
• LOTUS: LTS0032145
• wikiData: Q105378865