7-Hydroxy-5-methoxy-2-oxochromene-8-carbaldehyde

Details

• Internal ID: 171663e0-2384-4d08-b01d-a6751419ec63
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-5-methoxy-2-oxochromene-8-carbaldehyde
• SMILES (Canonical): COC1=C2C=CC(=O)OC2=C(C(=C1)O)C=O
• SMILES (Isomeric): COC1=C2C=CC(=O)OC2=C(C(=C1)O)C=O
• InChI: InChI=1S/C11H8O5/c1-15-9-4-8(13)7(5-12)11-6(9)2-3-10(14)16-11/h2-5,13H,1H3
• InChI Key: QFBNQPHBEVEYDK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₈O₅
• Molecular Weight: 220.18 g/mol
• Exact Mass: 220.03717335 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9729	97.29%
Caco-2	+	0.5920	59.20%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7213	72.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8766	87.66%
OATP1B3 inhibitior	+	0.9943	99.43%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8510	85.10%
P-glycoprotein inhibitior	-	0.8487	84.87%
P-glycoprotein substrate	-	0.8764	87.64%
CYP3A4 substrate	-	0.5779	57.79%
CYP2C9 substrate	-	0.5539	55.39%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.8733	87.33%
CYP2C9 inhibition	-	0.6892	68.92%
CYP2C19 inhibition	-	0.9294	92.94%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	+	0.8604	86.04%
CYP2C8 inhibition	-	0.6644	66.44%
CYP inhibitory promiscuity	-	0.8223	82.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5556	55.56%
Eye corrosion	-	0.9670	96.70%
Eye irritation	+	0.9791	97.91%
Skin irritation	-	0.6138	61.38%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8613	86.13%
Micronuclear	+	0.8859	88.59%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9692	96.92%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5970	59.70%
Acute Oral Toxicity (c)	III	0.5554	55.54%
Estrogen receptor binding	+	0.7328	73.28%
Androgen receptor binding	+	0.7887	78.87%
Thyroid receptor binding	-	0.5560	55.60%
Glucocorticoid receptor binding	+	0.7201	72.01%
Aromatase binding	+	0.7474	74.74%
PPAR gamma	+	0.6789	67.89%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9426	94.26%

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	99.42%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.28%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.70%	98.95%
CHEMBL3194	P02766	Transthyretin	89.86%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.81%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.22%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.26%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.18%	96.00%
CHEMBL2535	P11166	Glucose transporter	82.27%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	80.87%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.28%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.18%	94.73%

Plants that contains it

• Heracleum yungningense

Cross-Links

• PubChem: 11447323
• NPASS: NPC241388
• LOTUS: LTS0210084
• wikiData: Q105219474