7-Hydroxy-6-(2-methylbut-3-en-2-yl)chromen-2-one

Details

• Internal ID: 46c82ae7-7ab4-4e5e-a8b1-b87270344380
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-6-(2-methylbut-3-en-2-yl)chromen-2-one
• SMILES (Canonical): CC(C)(C=C)C1=C(C=C2C(=C1)C=CC(=O)O2)O
• SMILES (Isomeric): CC(C)(C=C)C1=C(C=C2C(=C1)C=CC(=O)O2)O
• InChI: InChI=1S/C14H14O3/c1-4-14(2,3)10-7-9-5-6-13(16)17-12(9)8-11(10)15/h4-8,15H,1H2,2-3H3
• InChI Key: QUOOSEMMHUONJL-UHFFFAOYSA-N
• Popularity: 1 reference 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): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 3
• 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	+	0.9933	99.33%
Caco-2	+	0.7585	75.85%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7482	74.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.9819	98.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7017	70.17%
P-glycoprotein inhibitior	-	0.8667	86.67%
P-glycoprotein substrate	-	0.9053	90.53%
CYP3A4 substrate	-	0.5924	59.24%
CYP2C9 substrate	-	0.6273	62.73%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.6024	60.24%
CYP2C9 inhibition	+	0.5051	50.51%
CYP2C19 inhibition	-	0.5353	53.53%
CYP2D6 inhibition	-	0.8908	89.08%
CYP1A2 inhibition	-	0.5884	58.84%
CYP2C8 inhibition	-	0.7528	75.28%
CYP inhibitory promiscuity	-	0.7243	72.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.5792	57.92%
Eye corrosion	-	0.9815	98.15%
Eye irritation	+	0.8994	89.94%
Skin irritation	-	0.5791	57.91%
Skin corrosion	-	0.8979	89.79%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4933	49.33%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.6259	62.59%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5910	59.10%
Acute Oral Toxicity (c)	III	0.4742	47.42%
Estrogen receptor binding	+	0.8630	86.30%
Androgen receptor binding	+	0.5673	56.73%
Thyroid receptor binding	+	0.5698	56.98%
Glucocorticoid receptor binding	+	0.7370	73.70%
Aromatase binding	+	0.8734	87.34%
PPAR gamma	+	0.6141	61.41%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	96.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.62%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.71%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.19%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.45%	83.57%
CHEMBL1951	P21397	Monoamine oxidase A	86.86%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.97%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.02%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.04%	80.78%
CHEMBL4530	P00488	Coagulation factor XIII	82.32%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.16%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.97%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.87%	89.00%

Plants that contains it

• Pterocaulon polystachyum

Cross-Links

• PubChem: 86111746
• LOTUS: LTS0092799
• wikiData: Q105228312