6-Hydroxy-7-methoxy-3,4-dihydrochromen-2-one

Details

• Internal ID: e1d2de04-c1bc-42c0-bc9c-0db2259ec2a9
• Taxonomy: Phenylpropanoids and polyketides > 3,4-dihydrocoumarins
• IUPAC Name: 6-hydroxy-7-methoxy-3,4-dihydrochromen-2-one
• SMILES (Canonical): COC1=C(C=C2CCC(=O)OC2=C1)O
• SMILES (Isomeric): COC1=C(C=C2CCC(=O)OC2=C1)O
• InChI: InChI=1S/C10H10O4/c1-13-9-5-8-6(4-7(9)11)2-3-10(12)14-8/h4-5,11H,2-3H2,1H3
• InChI Key: RQSKEMWBCJHQMX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9262	92.62%
Caco-2	+	0.8397	83.97%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7722	77.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9338	93.38%
OATP1B3 inhibitior	+	0.9854	98.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8661	86.61%
P-glycoprotein inhibitior	-	0.9752	97.52%
P-glycoprotein substrate	-	0.9660	96.60%
CYP3A4 substrate	-	0.5404	54.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6710	67.10%
CYP3A4 inhibition	-	0.8524	85.24%
CYP2C9 inhibition	-	0.6504	65.04%
CYP2C19 inhibition	-	0.5597	55.97%
CYP2D6 inhibition	-	0.8546	85.46%
CYP1A2 inhibition	+	0.9078	90.78%
CYP2C8 inhibition	-	0.8106	81.06%
CYP inhibitory promiscuity	-	0.7776	77.76%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5166	51.66%
Eye corrosion	-	0.9554	95.54%
Eye irritation	+	0.9684	96.84%
Skin irritation	-	0.5834	58.34%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6900	69.00%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8698	86.98%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6076	60.76%
Acute Oral Toxicity (c)	III	0.4202	42.02%
Estrogen receptor binding	-	0.8134	81.34%
Androgen receptor binding	-	0.8769	87.69%
Thyroid receptor binding	-	0.7205	72.05%
Glucocorticoid receptor binding	-	0.7079	70.79%
Aromatase binding	-	0.6144	61.44%
PPAR gamma	-	0.5923	59.23%
Honey bee toxicity	-	0.9055	90.55%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	-	0.4791	47.91%

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	98.25%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.78%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.89%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.88%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.30%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.49%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.34%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.88%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.80%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.22%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.03%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.03%	92.94%

Plants that contains it

• Mallotus pallidus

Cross-Links

• PubChem: 101413526
• LOTUS: LTS0235499
• wikiData: Q102165831