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

Details

• Internal ID: 28fc4696-e1f5-445e-9148-983dcd29208d
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 5,8-dihydroxy-6,10-dimethoxy-2-propylbenzo[g]chromen-4-one
• SMILES (Canonical): CCCC1=CC(=O)C2=C(C3=C(C=C(C=C3OC)O)C(=C2O1)OC)O
• SMILES (Isomeric): CCCC1=CC(=O)C2=C(C3=C(C=C(C=C3OC)O)C(=C2O1)OC)O
• InChI: InChI=1S/C18H18O6/c1-4-5-10-8-12(20)15-16(21)14-11(17(23-3)18(15)24-10)6-9(19)7-13(14)22-2/h6-8,19,21H,4-5H2,1-3H3
• InChI Key: CFYMDCCAURLZMT-UHFFFAOYSA-N
• Popularity: 0 references 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	+	0.9569	95.69%
Caco-2	+	0.6456	64.56%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5525	55.25%
OATP2B1 inhibitior	-	0.5727	57.27%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.9055	90.55%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5160	51.60%
P-glycoprotein inhibitior	-	0.5320	53.20%
P-glycoprotein substrate	-	0.5164	51.64%
CYP3A4 substrate	+	0.5504	55.04%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	-	0.7346	73.46%
CYP2C9 inhibition	-	0.8215	82.15%
CYP2C19 inhibition	-	0.6684	66.84%
CYP2D6 inhibition	-	0.8121	81.21%
CYP1A2 inhibition	+	0.6455	64.55%
CYP2C8 inhibition	+	0.5950	59.50%
CYP inhibitory promiscuity	-	0.6054	60.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6214	62.14%
Eye corrosion	-	0.9787	97.87%
Eye irritation	+	0.6320	63.20%
Skin irritation	-	0.8293	82.93%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6485	64.85%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6427	64.27%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7520	75.20%
Acute Oral Toxicity (c)	III	0.7443	74.43%
Estrogen receptor binding	+	0.8746	87.46%
Androgen receptor binding	+	0.6575	65.75%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8439	84.39%
Aromatase binding	+	0.7479	74.79%
PPAR gamma	+	0.8861	88.61%
Honey bee toxicity	-	0.8801	88.01%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.6953	69.53%

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	98.38%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.90%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.77%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.43%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.39%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.63%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.90%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.12%	95.56%
CHEMBL2535	P11166	Glucose transporter	84.73%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	84.50%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.88%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.16%	92.62%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.89%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13917261
• LOTUS: LTS0094733
• wikiData: Q104957268