8-Hydroxycoumarin

Details

• Internal ID: 3e09e860-e3fa-4d15-9f62-96148f14f393
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 8-hydroxychromen-2-one
• SMILES (Canonical): C1=CC2=C(C(=C1)O)OC(=O)C=C2
• SMILES (Isomeric): C1=CC2=C(C(=C1)O)OC(=O)C=C2
• InChI: InChI=1S/C9H6O3/c10-7-3-1-2-6-4-5-8(11)12-9(6)7/h1-5,10H
• InChI Key: DPTUTXWBBUARQB-UHFFFAOYSA-N
• Popularity: 52 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₆O₃
• Molecular Weight: 162.14 g/mol
• Exact Mass: 162.031694049 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 2442-31-1
• 8-Hydroxy-2H-chromen-2-one
• 8-hydroxychromen-2-one
• 2H-1-Benzopyran-2-one, 8-hydroxy-
• UNII-854P936B10
• 854P936B10
• 8CM
• 8-Hydroxy Coumarin
• 8-Hydroxy-2H-1-benzopyran-2-one
• 8-HYDROXY-2H-CHROMENE-2-ONE
• COUMARIN, 8-HYDROXY-
• CHEMBL389988
• SCHEMBL1366927
• 8-Hydroxy-2H-chromen-2-one #
• DTXSID50873761
• DPTUTXWBBUARQB-UHFFFAOYSA-N
• CAA44231
• CS-B1326
• MFCD18450722
• AKOS022636326
• CS-13458
• HY-21509
• PD157915
• F19924
• A929390
• Q27269592

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.8345	83.45%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6255	62.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9488	94.88%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9180	91.80%
P-glycoprotein inhibitior	-	0.9719	97.19%
P-glycoprotein substrate	-	0.9864	98.64%
CYP3A4 substrate	-	0.7211	72.11%
CYP2C9 substrate	-	0.8392	83.92%
CYP2D6 substrate	-	0.8390	83.90%
CYP3A4 inhibition	-	0.9262	92.62%
CYP2C9 inhibition	-	0.8594	85.94%
CYP2C19 inhibition	-	0.9239	92.39%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	+	0.7071	70.71%
CYP2C8 inhibition	-	0.8869	88.69%
CYP inhibitory promiscuity	-	0.9193	91.93%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Warning	0.4785	47.85%
Eye corrosion	-	0.9322	93.22%
Eye irritation	+	0.9957	99.57%
Skin irritation	+	0.7966	79.66%
Skin corrosion	-	0.9846	98.46%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8907	89.07%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.7658	76.58%
skin sensitisation	-	0.6297	62.97%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4757	47.57%
Acute Oral Toxicity (c)	III	0.5285	52.85%
Estrogen receptor binding	-	0.6326	63.26%
Androgen receptor binding	-	0.6020	60.20%
Thyroid receptor binding	-	0.6244	62.44%
Glucocorticoid receptor binding	-	0.6877	68.77%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7179	71.79%
Honey bee toxicity	-	0.9657	96.57%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8388	83.88%

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	93.38%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.49%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.55%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.20%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.43%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.04%	94.73%
CHEMBL3959	P16083	Quinone reductase 2	81.37%	89.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.69%	99.15%

Plants that contains it

• Murraya exotica
• Murraya paniculata
• Murraya paniculata

Cross-Links

• PubChem: 122783
• NPASS: NPC307253
• LOTUS: LTS0209587
• wikiData: Q27269592