3-(2,2-Dimethyl-3,4-dihydrochromen-6-yl)prop-2-enoic acid

Details

• Internal ID: ccf80b08-c8b8-41a3-8cdc-03c44242c355
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 3-(2,2-dimethyl-3,4-dihydrochromen-6-yl)prop-2-enoic acid
• SMILES (Canonical): CC1(CCC2=C(O1)C=CC(=C2)C=CC(=O)O)C
• SMILES (Isomeric): CC1(CCC2=C(O1)C=CC(=C2)C=CC(=O)O)C
• InChI: InChI=1S/C14H16O3/c1-14(2)8-7-11-9-10(4-6-13(15)16)3-5-12(11)17-14/h3-6,9H,7-8H2,1-2H3,(H,15,16)
• InChI Key: CRUHYIAGEXBWKH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.27 g/mol
• Exact Mass: 232.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.8304	83.04%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5834	58.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9160	91.60%
OATP1B3 inhibitior	+	0.9697	96.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7211	72.11%
P-glycoprotein inhibitior	-	0.9767	97.67%
P-glycoprotein substrate	-	0.9402	94.02%
CYP3A4 substrate	-	0.5271	52.71%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.8487	84.87%
CYP3A4 inhibition	-	0.7223	72.23%
CYP2C9 inhibition	-	0.7406	74.06%
CYP2C19 inhibition	-	0.6526	65.26%
CYP2D6 inhibition	-	0.7631	76.31%
CYP1A2 inhibition	-	0.5603	56.03%
CYP2C8 inhibition	-	0.6465	64.65%
CYP inhibitory promiscuity	-	0.8425	84.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6169	61.69%
Eye corrosion	-	0.9771	97.71%
Eye irritation	+	0.6219	62.19%
Skin irritation	-	0.5609	56.09%
Skin corrosion	-	0.9002	90.02%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4524	45.24%
Micronuclear	-	0.8241	82.41%
Hepatotoxicity	-	0.6709	67.09%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7348	73.48%
Acute Oral Toxicity (c)	III	0.7506	75.06%
Estrogen receptor binding	+	0.5557	55.57%
Androgen receptor binding	+	0.7464	74.64%
Thyroid receptor binding	-	0.5441	54.41%
Glucocorticoid receptor binding	-	0.7397	73.97%
Aromatase binding	-	0.6192	61.92%
PPAR gamma	+	0.7003	70.03%
Honey bee toxicity	-	0.9069	90.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6252	62.52%
Fish aquatic toxicity	+	0.9616	96.16%

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	98.19%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.95%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.56%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.61%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.36%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.10%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.98%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.12%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.93%	95.50%

Plants that contains it

• Petasites formosanus

Cross-Links

• PubChem: 53736846
• LOTUS: LTS0201794
• wikiData: Q104968899