5,8-dihydroxy-10-methoxy-2-propylbenzo[h]chromen-4-one

Details

• Internal ID: 7e0a065a-37d7-4db8-bb19-248e842dcdfe
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 5,8-dihydroxy-10-methoxy-2-propylbenzo[h]chromen-4-one
• SMILES (Canonical): CCCC1=CC(=O)C2=C(O1)C3=C(C=C(C=C3C=C2O)O)OC
• SMILES (Isomeric): CCCC1=CC(=O)C2=C(O1)C3=C(C=C(C=C3C=C2O)O)OC
• InChI: InChI=1S/C17H16O5/c1-3-4-11-8-13(20)16-12(19)6-9-5-10(18)7-14(21-2)15(9)17(16)22-11/h5-8,18-19H,3-4H2,1-2H3
• InChI Key: POMCQPYWKLKBSX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	+	0.8035	80.35%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6032	60.32%
OATP2B1 inhibitior	-	0.5724	57.24%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7159	71.59%
P-glycoprotein inhibitior	-	0.7225	72.25%
P-glycoprotein substrate	-	0.6345	63.45%
CYP3A4 substrate	+	0.5347	53.47%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	+	0.5199	51.99%
CYP2C9 inhibition	-	0.6621	66.21%
CYP2C19 inhibition	+	0.5550	55.50%
CYP2D6 inhibition	-	0.7467	74.67%
CYP1A2 inhibition	+	0.7902	79.02%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.5403	54.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6369	63.69%
Eye corrosion	-	0.9734	97.34%
Eye irritation	+	0.6445	64.45%
Skin irritation	-	0.8253	82.53%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3789	37.89%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8980	89.80%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5169	51.69%
Acute Oral Toxicity (c)	III	0.7857	78.57%
Estrogen receptor binding	+	0.7980	79.80%
Androgen receptor binding	+	0.7262	72.62%
Thyroid receptor binding	-	0.5256	52.56%
Glucocorticoid receptor binding	+	0.8238	82.38%
Aromatase binding	+	0.7124	71.24%
PPAR gamma	+	0.9094	90.94%
Honey bee toxicity	-	0.8543	85.43%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.7543	75.43%

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	96.12%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.69%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.68%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.48%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.28%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.72%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.34%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.35%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.21%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.87%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.79%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.46%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.87%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.85%	92.94%
CHEMBL3194	P02766	Transthyretin	80.76%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5358893
• LOTUS: LTS0215831
• wikiData: Q82229088