7-Hydroxy-5-(3-methylbut-2-enyl)chromen-2-one

Details

• Internal ID: 68487612-c2f3-45e5-8f6b-4c5d5096c6c7
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-5-(3-methylbut-2-enyl)chromen-2-one
• SMILES (Canonical): CC(=CCC1=C2C=CC(=O)OC2=CC(=C1)O)C
• SMILES (Isomeric): CC(=CCC1=C2C=CC(=O)OC2=CC(=C1)O)C
• InChI: InChI=1S/C14H14O3/c1-9(2)3-4-10-7-11(15)8-13-12(10)5-6-14(16)17-13/h3,5-8,15H,4H2,1-2H3
• InChI Key: RMABDUZOGNTCQA-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): 3.01
• 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	+	0.9931	99.31%
Caco-2	+	0.8980	89.80%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6876	68.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.9663	96.63%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5651	56.51%
P-glycoprotein inhibitior	-	0.9085	90.85%
P-glycoprotein substrate	-	0.8231	82.31%
CYP3A4 substrate	-	0.5745	57.45%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8258	82.58%
CYP3A4 inhibition	-	0.7744	77.44%
CYP2C9 inhibition	+	0.5182	51.82%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.7663	76.63%
CYP1A2 inhibition	+	0.5321	53.21%
CYP2C8 inhibition	-	0.7507	75.07%
CYP inhibitory promiscuity	+	0.6893	68.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5952	59.52%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.8478	84.78%
Skin irritation	-	0.5976	59.76%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4812	48.12%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.6566	65.66%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5693	56.93%
Acute Oral Toxicity (c)	III	0.6144	61.44%
Estrogen receptor binding	+	0.7433	74.33%
Androgen receptor binding	+	0.7077	70.77%
Thyroid receptor binding	-	0.5837	58.37%
Glucocorticoid receptor binding	+	0.8332	83.32%
Aromatase binding	+	0.8514	85.14%
PPAR gamma	+	0.8020	80.20%
Honey bee toxicity	-	0.9065	90.65%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9900	99.00%

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	99.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.55%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.67%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	93.57%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.25%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.74%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.51%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.52%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.16%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.98%	99.17%

Plants that contains it

• Phellodendron amurense

Cross-Links

• PubChem: 129539824
• LOTUS: LTS0033337
• wikiData: Q105240639