7,8-Dihydroxy-5,6-dimethoxychromen-2-one

Details

• Internal ID: 308ae1a9-eb77-429b-8502-f060b3c100cc
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7,8-dihydroxycoumarins
• IUPAC Name: 7,8-dihydroxy-5,6-dimethoxychromen-2-one
• SMILES (Canonical): COC1=C(C(=C(C2=C1C=CC(=O)O2)O)O)OC
• SMILES (Isomeric): COC1=C(C(=C(C2=C1C=CC(=O)O2)O)O)OC
• InChI: InChI=1S/C11H10O6/c1-15-10-5-3-4-6(12)17-9(5)7(13)8(14)11(10)16-2/h3-4,13-14H,1-2H3
• InChI Key: XVBXPUOVCFQYRK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₆
• Molecular Weight: 238.19 g/mol
• Exact Mass: 238.04773803 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8884	88.84%
Caco-2	-	0.7300	73.00%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6991	69.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8493	84.93%
P-glycoprotein inhibitior	-	0.8704	87.04%
P-glycoprotein substrate	-	0.9330	93.30%
CYP3A4 substrate	-	0.6064	60.64%
CYP2C9 substrate	-	0.8321	83.21%
CYP2D6 substrate	-	0.8219	82.19%
CYP3A4 inhibition	-	0.8537	85.37%
CYP2C9 inhibition	-	0.9591	95.91%
CYP2C19 inhibition	-	0.8430	84.30%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	+	0.8123	81.23%
CYP2C8 inhibition	-	0.8037	80.37%
CYP inhibitory promiscuity	-	0.7384	73.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9726	97.26%
Eye irritation	+	0.9430	94.30%
Skin irritation	-	0.6452	64.52%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7361	73.61%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8385	83.85%
Acute Oral Toxicity (c)	II	0.4999	49.99%
Estrogen receptor binding	+	0.8526	85.26%
Androgen receptor binding	-	0.5363	53.63%
Thyroid receptor binding	-	0.6539	65.39%
Glucocorticoid receptor binding	+	0.8467	84.67%
Aromatase binding	+	0.6953	69.53%
PPAR gamma	+	0.6583	65.83%
Honey bee toxicity	-	0.9388	93.88%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9303	93.03%

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	98.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.61%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.27%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.19%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.35%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.82%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.50%	89.00%

Plants that contains it

• Pelargonium sidoides

Cross-Links

• PubChem: 101726825
• LOTUS: LTS0120433
• wikiData: Q105342778