5,7-Dihydroxy-6-methoxychromen-2-one

Details

• Internal ID: c08d1e28-6d6c-4156-b1ac-51645944b890
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 5,7-dihydroxy-6-methoxychromen-2-one
• SMILES (Canonical): COC1=C(C2=C(C=C1O)OC(=O)C=C2)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1O)OC(=O)C=C2)O
• InChI: InChI=1S/C10H8O5/c1-14-10-6(11)4-7-5(9(10)13)2-3-8(12)15-7/h2-4,11,13H,1H3
• InChI Key: WEPGJNORMIBIOQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₅
• Molecular Weight: 208.17 g/mol
• Exact Mass: 208.03717335 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8997	89.97%
Caco-2	+	0.5871	58.71%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5553	55.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8844	88.44%
P-glycoprotein inhibitior	-	0.9184	91.84%
P-glycoprotein substrate	-	0.9341	93.41%
CYP3A4 substrate	-	0.5980	59.80%
CYP2C9 substrate	-	0.8431	84.31%
CYP2D6 substrate	-	0.8139	81.39%
CYP3A4 inhibition	-	0.6340	63.40%
CYP2C9 inhibition	-	0.8339	83.39%
CYP2C19 inhibition	-	0.7303	73.03%
CYP2D6 inhibition	-	0.8388	83.88%
CYP1A2 inhibition	+	0.8398	83.98%
CYP2C8 inhibition	-	0.7688	76.88%
CYP inhibitory promiscuity	+	0.5473	54.73%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6032	60.32%
Eye corrosion	-	0.9670	96.70%
Eye irritation	+	0.9727	97.27%
Skin irritation	-	0.5615	56.15%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8189	81.89%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9119	91.19%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8576	85.76%
Acute Oral Toxicity (c)	III	0.7646	76.46%
Estrogen receptor binding	+	0.9036	90.36%
Androgen receptor binding	+	0.7188	71.88%
Thyroid receptor binding	-	0.6398	63.98%
Glucocorticoid receptor binding	+	0.8296	82.96%
Aromatase binding	-	0.5295	52.95%
PPAR gamma	+	0.6300	63.00%
Honey bee toxicity	-	0.9415	94.15%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8725	87.25%

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	99.37%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.09%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.15%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.80%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.27%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	86.03%	91.49%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.67%	94.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.91%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.44%	86.33%

Plants that contains it

• Pelargonium sidoides

Cross-Links

• PubChem: 130034462
• LOTUS: LTS0124925
• wikiData: Q105303281