8-Hydroxy-6-methoxychromen-2-one

Details

• Internal ID: 03a82f6e-47ab-41fa-8bc9-d8430c1787df
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 8-hydroxy-6-methoxychromen-2-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)C=CC(=O)O2)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)C=CC(=O)O2)O
• InChI: InChI=1S/C10H8O4/c1-13-7-4-6-2-3-9(12)14-10(6)8(11)5-7/h2-5,11H,1H3
• InChI Key: FWYIBGHGBOVPNL-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₄
• Molecular Weight: 192.17 g/mol
• Exact Mass: 192.04225873 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.51
• 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	+	0.9752	97.52%
Caco-2	+	0.5591	55.91%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6171	61.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.9828	98.28%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7549	75.49%
P-glycoprotein inhibitior	-	0.9167	91.67%
P-glycoprotein substrate	-	0.9800	98.00%
CYP3A4 substrate	-	0.6705	67.05%
CYP2C9 substrate	-	0.8431	84.31%
CYP2D6 substrate	-	0.8139	81.39%
CYP3A4 inhibition	-	0.6746	67.46%
CYP2C9 inhibition	-	0.8882	88.82%
CYP2C19 inhibition	-	0.7755	77.55%
CYP2D6 inhibition	-	0.9069	90.69%
CYP1A2 inhibition	+	0.9024	90.24%
CYP2C8 inhibition	-	0.7630	76.30%
CYP inhibitory promiscuity	-	0.7655	76.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4419	44.19%
Eye corrosion	-	0.8845	88.45%
Eye irritation	+	0.9481	94.81%
Skin irritation	-	0.5558	55.58%
Skin corrosion	-	0.9827	98.27%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7011	70.11%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5592	55.92%
skin sensitisation	-	0.9390	93.90%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5635	56.35%
Acute Oral Toxicity (c)	III	0.9011	90.11%
Estrogen receptor binding	+	0.6894	68.94%
Androgen receptor binding	+	0.6027	60.27%
Thyroid receptor binding	-	0.6422	64.22%
Glucocorticoid receptor binding	-	0.5721	57.21%
Aromatase binding	+	0.6432	64.32%
PPAR gamma	+	0.6984	69.84%
Honey bee toxicity	-	0.9452	94.52%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7704	77.04%

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	97.55%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.63%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.87%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.40%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.43%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.78%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.72%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.37%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.27%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.82%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.69%	86.33%

Plants that contains it

• Achyrocline bogotensis
• Coussarea macrophylla
• Nierembergia linariifolia
• Toddalia asiatica

Cross-Links

• PubChem: 102395048
• NPASS: NPC219647
• LOTUS: LTS0171026
• wikiData: Q105003719