8-(Hydroxymethyl)-7-methoxy-2h-1-benzopyran-2-one

Details

• Internal ID: 82268b32-84d8-4e9e-8167-36f4a9f4402f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-(hydroxymethyl)-7-methoxychromen-2-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C=CC(=O)O2)CO
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C=CC(=O)O2)CO
• InChI: InChI=1S/C11H10O4/c1-14-9-4-2-7-3-5-10(13)15-11(7)8(9)6-12/h2-5,12H,6H2,1H3
• InChI Key: LKHUOTSOCUDANT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.19 g/mol
• Exact Mass: 206.05790880 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 8-(hydroxymethyl)-7-methoxy-2h-1-benzopyran-2-one
• InChI=1/C11H10O4/c1-14-9-4-2-7-3-5-10(13)15-11(7)8(9)6-12/h2-5,12H,6H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	+	0.7682	76.82%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7082	70.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7518	75.18%
P-glycoprotein inhibitior	-	0.9514	95.14%
P-glycoprotein substrate	-	0.9209	92.09%
CYP3A4 substrate	-	0.6483	64.83%
CYP2C9 substrate	-	0.8464	84.64%
CYP2D6 substrate	-	0.8131	81.31%
CYP3A4 inhibition	-	0.7506	75.06%
CYP2C9 inhibition	-	0.5075	50.75%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	+	0.6525	65.25%
CYP2C8 inhibition	-	0.8603	86.03%
CYP inhibitory promiscuity	+	0.6006	60.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.6625	66.25%
Eye corrosion	-	0.9595	95.95%
Eye irritation	+	0.8625	86.25%
Skin irritation	-	0.7293	72.93%
Skin corrosion	-	0.9803	98.03%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7264	72.64%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.8947	89.47%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6115	61.15%
Acute Oral Toxicity (c)	III	0.6193	61.93%
Estrogen receptor binding	+	0.5460	54.60%
Androgen receptor binding	+	0.5819	58.19%
Thyroid receptor binding	-	0.7266	72.66%
Glucocorticoid receptor binding	+	0.5613	56.13%
Aromatase binding	+	0.6624	66.24%
PPAR gamma	+	0.6015	60.15%
Honey bee toxicity	-	0.9530	95.30%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7549	75.49%
Fish aquatic toxicity	+	0.8497	84.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.98%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.06%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	88.61%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.43%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.76%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.34%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.51%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.65%	96.95%

Plants that contains it

• Cnidium monnieri
• Murraya paniculata

Cross-Links

• PubChem: 1051542
• LOTUS: LTS0243525
• wikiData: Q105153064