Methyl 3-hydroxy-2,2-dimethyl-3,4-dihydrochromene-6-carboxylate

Details

• Internal ID: 5b21ff47-3834-4258-9355-64f730d4a0da
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: methyl 3-hydroxy-2,2-dimethyl-3,4-dihydrochromene-6-carboxylate
• SMILES (Canonical): CC1(C(CC2=C(O1)C=CC(=C2)C(=O)OC)O)C
• SMILES (Isomeric): CC1(C(CC2=C(O1)C=CC(=C2)C(=O)OC)O)C
• InChI: InChI=1S/C13H16O4/c1-13(2)11(14)7-9-6-8(12(15)16-3)4-5-10(9)17-13/h4-6,11,14H,7H2,1-3H3
• InChI Key: WTVSCXNJRUXNLO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.7750	77.50%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6492	64.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8860	88.60%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9395	93.95%
P-glycoprotein inhibitior	-	0.9497	94.97%
P-glycoprotein substrate	-	0.8476	84.76%
CYP3A4 substrate	+	0.5654	56.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7086	70.86%
CYP3A4 inhibition	-	0.7794	77.94%
CYP2C9 inhibition	-	0.9428	94.28%
CYP2C19 inhibition	-	0.8860	88.60%
CYP2D6 inhibition	-	0.8177	81.77%
CYP1A2 inhibition	-	0.5137	51.37%
CYP2C8 inhibition	+	0.5370	53.70%
CYP inhibitory promiscuity	-	0.9356	93.56%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6575	65.75%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4648	46.48%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8613	86.13%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5667	56.67%
Acute Oral Toxicity (c)	III	0.7163	71.63%
Estrogen receptor binding	-	0.6054	60.54%
Androgen receptor binding	-	0.6966	69.66%
Thyroid receptor binding	-	0.6437	64.37%
Glucocorticoid receptor binding	-	0.6482	64.82%
Aromatase binding	-	0.7186	71.86%
PPAR gamma	-	0.5343	53.43%
Honey bee toxicity	-	0.9099	90.99%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8479	84.79%

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	98.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.70%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.63%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.49%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.37%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.30%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.96%	93.99%
CHEMBL340	P08684	Cytochrome P450 3A4	83.91%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	82.12%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.98%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.74%	96.95%
CHEMBL5028	O14672	ADAM10	81.73%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.37%	94.45%

Plants that contains it

• Piper dilatatum

Cross-Links

• PubChem: 15840546
• LOTUS: LTS0224708
• wikiData: Q105312823