7-hydroxy-3-(2-hydroxypropyl)-7-methyl-6H-2-benzopyran-6,8(7H)-dione

Details

• Internal ID: 5ad994fd-0616-43ca-98f3-a7f6e2b441e5
• Taxonomy: Organoheterocyclic compounds > Azaphilones
• IUPAC Name: 7-hydroxy-3-(2-hydroxypropyl)-7-methylisochromene-6,8-dione
• SMILES (Canonical): CC(CC1=CC2=CC(=O)C(C(=O)C2=CO1)(C)O)O
• SMILES (Isomeric): CC(CC1=CC2=CC(=O)C(C(=O)C2=CO1)(C)O)O
• InChI: InChI=1S/C13H14O5/c1-7(14)3-9-4-8-5-11(15)13(2,17)12(16)10(8)6-18-9/h4-7,14,17H,3H2,1-2H3
• InChI Key: HKWLGNSOBJZTNG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.08412354 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEBI:133856
• 7-hydroxy-3-(2-hydroxypropyl)-7-methyl-6H-2-benzopyran-6,8(7H)-dione
• 7-hydroxy-3-(2-hydroxypropyl)-7-methyl-6H-isochromene-6,8(7H)-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9783	97.83%
Caco-2	+	0.6490	64.90%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6669	66.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.9764	97.64%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8086	80.86%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.7937	79.37%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.6139	61.39%
CYP2C9 inhibition	-	0.8339	83.39%
CYP2C19 inhibition	-	0.8755	87.55%
CYP2D6 inhibition	-	0.8717	87.17%
CYP1A2 inhibition	-	0.8845	88.45%
CYP2C8 inhibition	-	0.9045	90.45%
CYP inhibitory promiscuity	-	0.8113	81.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4610	46.10%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.5454	54.54%
Skin irritation	-	0.5337	53.37%
Skin corrosion	-	0.8996	89.96%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9035	90.35%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6235	62.35%
skin sensitisation	-	0.6908	69.08%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5582	55.82%
Acute Oral Toxicity (c)	III	0.4372	43.72%
Estrogen receptor binding	+	0.6152	61.52%
Androgen receptor binding	+	0.5394	53.94%
Thyroid receptor binding	-	0.6257	62.57%
Glucocorticoid receptor binding	+	0.5758	57.58%
Aromatase binding	+	0.5286	52.86%
PPAR gamma	+	0.5761	57.61%
Honey bee toxicity	-	0.9429	94.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7738	77.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.48%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.90%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.81%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.13%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.68%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.10%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.44%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122198273
• LOTUS: LTS0202789
• wikiData: Q77518695