10b-hydroxy-7,10a-dimethyl-2-oxo-4,6,6a,8,9,10-hexahydro-1H-benzo[f]isochromene-7-carboxylic acid

Details

• Internal ID: 8be60340-11d4-46f5-8bb3-83b8d287865a
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 10b-hydroxy-7,10a-dimethyl-2-oxo-4,6,6a,8,9,10-hexahydro-1H-benzo[f]isochromene-7-carboxylic acid
• InChI: InChI=1S/C16H22O5/c1-14(13(18)19)6-3-7-15(2)11(14)5-4-10-9-21-12(17)8-16(10,15)20/h4,11,20H,3,5-9H2,1-2H3,(H,18,19)
• InChI Key: HGTFPKUWRGLEDZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.34 g/mol
• Exact Mass: 294.14672380 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9750	97.50%
Caco-2	+	0.7491	74.91%
Blood Brain Barrier	-	0.6072	60.72%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8858	88.58%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5546	55.46%
BSEP inhibitior	-	0.6364	63.64%
P-glycoprotein inhibitior	-	0.9266	92.66%
P-glycoprotein substrate	-	0.8629	86.29%
CYP3A4 substrate	+	0.5663	56.63%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.6755	67.55%
CYP2C9 inhibition	-	0.9388	93.88%
CYP2C19 inhibition	-	0.9528	95.28%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.7687	76.87%
CYP2C8 inhibition	-	0.8067	80.67%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6010	60.10%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8457	84.57%
Skin irritation	+	0.5297	52.97%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6720	67.20%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6234	62.34%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7113	71.13%
Acute Oral Toxicity (c)	III	0.4386	43.86%
Estrogen receptor binding	+	0.6275	62.75%
Androgen receptor binding	+	0.5847	58.47%
Thyroid receptor binding	+	0.5182	51.82%
Glucocorticoid receptor binding	+	0.6216	62.16%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5269	52.69%
Honey bee toxicity	-	0.9431	94.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9829	98.29%

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	92.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.79%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.33%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.63%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.30%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.15%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.70%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.37%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.04%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.50%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.51%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.03%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85240507
• LOTUS: LTS0265164
• wikiData: Q104167838