7-Hydroxy-5,6-dimethoxy-2-oxochromene-8-carbaldehyde

Details

• Internal ID: 4b67724d-2c06-4a34-be69-c461a4ae4d42
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-5,6-dimethoxy-2-oxochromene-8-carbaldehyde
• SMILES (Canonical): COC1=C(C(=C(C2=C1C=CC(=O)O2)C=O)O)OC
• SMILES (Isomeric): COC1=C(C(=C(C2=C1C=CC(=O)O2)C=O)O)OC
• InChI: InChI=1S/C12H10O6/c1-16-11-6-3-4-8(14)18-10(6)7(5-13)9(15)12(11)17-2/h3-5,15H,1-2H3
• InChI Key: IVKYXTYKRIADDE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₆
• Molecular Weight: 250.20 g/mol
• Exact Mass: 250.04773803 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9446	94.46%
Caco-2	-	0.5727	57.27%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6799	67.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8126	81.26%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8357	83.57%
P-glycoprotein inhibitior	-	0.8387	83.87%
P-glycoprotein substrate	-	0.9088	90.88%
CYP3A4 substrate	-	0.5556	55.56%
CYP2C9 substrate	-	0.5539	55.39%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.8585	85.85%
CYP2C9 inhibition	-	0.8896	88.96%
CYP2C19 inhibition	-	0.9273	92.73%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	+	0.7738	77.38%
CYP2C8 inhibition	-	0.7211	72.11%
CYP inhibitory promiscuity	-	0.8190	81.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6265	62.65%
Eye corrosion	-	0.9713	97.13%
Eye irritation	+	0.9354	93.54%
Skin irritation	-	0.6705	67.05%
Skin corrosion	-	0.9744	97.44%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7995	79.95%
Micronuclear	+	0.8859	88.59%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.9389	93.89%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7156	71.56%
Acute Oral Toxicity (c)	II	0.6286	62.86%
Estrogen receptor binding	+	0.8379	83.79%
Androgen receptor binding	+	0.5658	56.58%
Thyroid receptor binding	-	0.5929	59.29%
Glucocorticoid receptor binding	+	0.7236	72.36%
Aromatase binding	+	0.6704	67.04%
PPAR gamma	+	0.6078	60.78%
Honey bee toxicity	-	0.9120	91.20%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9384	93.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	98.62%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.19%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.91%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.12%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.37%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.73%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.58%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.70%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.70%	96.00%
CHEMBL3194	P02766	Transthyretin	81.53%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	80.03%	91.49%

Plants that contains it

• Heracleum yungningense

Cross-Links

• PubChem: 11345691
• LOTUS: LTS0249685
• wikiData: Q105121100