5,8-dihydroxy-6,10-dimethoxy-2-propylbenzo[h]chromen-4-one

Details

• Internal ID: f8f197a2-ec56-4155-a57a-2c7631e31637
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 5,8-dihydroxy-6,10-dimethoxy-2-propylbenzo[h]chromen-4-one
• InChI: InChI=1S/C18H18O6/c1-4-5-10-8-12(20)15-16(21)17(23-3)11-6-9(19)7-13(22-2)14(11)18(15)24-10/h6-8,19,21H,4-5H2,1-3H3
• InChI Key: IUFQFEBTSUUHDT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9512	95.12%
Caco-2	+	0.7212	72.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6925	69.25%
OATP2B1 inhibitior	-	0.5715	57.15%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9170	91.70%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6622	66.22%
P-glycoprotein inhibitior	-	0.5636	56.36%
P-glycoprotein substrate	-	0.5431	54.31%
CYP3A4 substrate	+	0.5486	54.86%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	-	0.8822	88.22%
CYP2C9 inhibition	-	0.7551	75.51%
CYP2C19 inhibition	-	0.6554	65.54%
CYP2D6 inhibition	-	0.8019	80.19%
CYP1A2 inhibition	+	0.7953	79.53%
CYP2C8 inhibition	+	0.6351	63.51%
CYP inhibitory promiscuity	-	0.5468	54.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6769	67.69%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.5625	56.25%
Skin irritation	-	0.8237	82.37%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3680	36.80%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.6427	64.27%
skin sensitisation	-	0.8670	86.70%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7087	70.87%
Acute Oral Toxicity (c)	III	0.6737	67.37%
Estrogen receptor binding	+	0.8653	86.53%
Androgen receptor binding	+	0.6327	63.27%
Thyroid receptor binding	-	0.5536	55.36%
Glucocorticoid receptor binding	+	0.8586	85.86%
Aromatase binding	+	0.7719	77.19%
PPAR gamma	+	0.9220	92.20%
Honey bee toxicity	-	0.8616	86.16%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.8461	84.61%

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	98.62%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.44%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.49%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.96%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.93%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.62%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.39%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.00%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.39%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.81%	99.23%
CHEMBL2535	P11166	Glucose transporter	82.47%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.32%	96.95%
CHEMBL3194	P02766	Transthyretin	80.70%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.26%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.01%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13917259
• LOTUS: LTS0039305
• wikiData: Q82432741