8-[(2R)-2-hydroxy-3-methylbut-3-enyl]-2,2-dimethylchromene-6-carboxylic acid

Details

• Internal ID: 4f12789b-094f-43c9-bb59-104cf4e43b32
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 8-[(2R)-2-hydroxy-3-methylbut-3-enyl]-2,2-dimethylchromene-6-carboxylic acid
• InChI: InChI=1S/C17H20O4/c1-10(2)14(18)9-12-8-13(16(19)20)7-11-5-6-17(3,4)21-15(11)12/h5-8,14,18H,1,9H2,2-4H3,(H,19,20)/t14-/m1/s1
• InChI Key: ZJPNOGWBMZOBFI-CQSZACIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 3
• 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	+	0.9895	98.95%
Caco-2	+	0.5574	55.74%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7203	72.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8954	89.54%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6413	64.13%
P-glycoprotein inhibitior	-	0.8794	87.94%
P-glycoprotein substrate	-	0.7382	73.82%
CYP3A4 substrate	+	0.5143	51.43%
CYP2C9 substrate	-	0.7629	76.29%
CYP2D6 substrate	-	0.8078	80.78%
CYP3A4 inhibition	-	0.7208	72.08%
CYP2C9 inhibition	-	0.6710	67.10%
CYP2C19 inhibition	-	0.5743	57.43%
CYP2D6 inhibition	-	0.8155	81.55%
CYP1A2 inhibition	-	0.6334	63.34%
CYP2C8 inhibition	-	0.6635	66.35%
CYP inhibitory promiscuity	-	0.5200	52.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7931	79.31%
Carcinogenicity (trinary)	Non-required	0.6933	69.33%
Eye corrosion	-	0.9845	98.45%
Eye irritation	+	0.6168	61.68%
Skin irritation	-	0.6373	63.73%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	-	0.5220	52.20%
skin sensitisation	+	0.5427	54.27%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6444	64.44%
Acute Oral Toxicity (c)	III	0.7430	74.30%
Estrogen receptor binding	+	0.5478	54.78%
Androgen receptor binding	-	0.7346	73.46%
Thyroid receptor binding	+	0.6151	61.51%
Glucocorticoid receptor binding	+	0.5930	59.30%
Aromatase binding	+	0.5398	53.98%
PPAR gamma	+	0.5663	56.63%
Honey bee toxicity	-	0.8783	87.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9844	98.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.87%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.99%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.03%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.62%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.98%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.32%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.91%	86.33%
CHEMBL4208	P20618	Proteasome component C5	81.73%	90.00%
CHEMBL1811	P34995	Prostanoid EP1 receptor	81.41%	95.71%
CHEMBL221	P23219	Cyclooxygenase-1	81.26%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.51%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.05%	91.19%
CHEMBL1255126	O15151	Protein Mdm4	80.00%	90.20%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163046488
• LOTUS: LTS0154266
• wikiData: Q105378053