3-(5,7-Dimethoxy-2,2-dimethyl-chromen-6-yl)propanoic acid

Details

• Internal ID: 1e8bfa61-c311-4c5d-ac13-9e1d9a69672c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 3-(5,7-dimethoxy-2,2-dimethylchromen-6-yl)propanoic acid
• SMILES (Canonical): CC1(C=CC2=C(C(=C(C=C2O1)OC)CCC(=O)O)OC)C
• SMILES (Isomeric): CC1(C=CC2=C(C(=C(C=C2O1)OC)CCC(=O)O)OC)C
• InChI: InChI=1S/C16H20O5/c1-16(2)8-7-11-13(21-16)9-12(19-3)10(15(11)20-4)5-6-14(17)18/h7-9H,5-6H2,1-4H3,(H,17,18)
• InChI Key: HRPQBIHMKOZZMR-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.33 g/mol
• Exact Mass: 292.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	+	0.8708	87.08%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7728	77.28%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8484	84.84%
OATP1B3 inhibitior	+	0.9209	92.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5180	51.80%
P-glycoprotein inhibitior	-	0.9167	91.67%
P-glycoprotein substrate	-	0.8123	81.23%
CYP3A4 substrate	+	0.5272	52.72%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.8113	81.13%
CYP3A4 inhibition	-	0.7804	78.04%
CYP2C9 inhibition	-	0.8718	87.18%
CYP2C19 inhibition	-	0.8394	83.94%
CYP2D6 inhibition	-	0.9257	92.57%
CYP1A2 inhibition	-	0.7795	77.95%
CYP2C8 inhibition	-	0.5634	56.34%
CYP inhibitory promiscuity	-	0.8058	80.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5896	58.96%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.4884	48.84%
Skin irritation	-	0.7467	74.67%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7099	70.99%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5142	51.42%
skin sensitisation	-	0.7938	79.38%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8884	88.84%
Acute Oral Toxicity (c)	III	0.4565	45.65%
Estrogen receptor binding	+	0.7443	74.43%
Androgen receptor binding	-	0.6460	64.60%
Thyroid receptor binding	+	0.5133	51.33%
Glucocorticoid receptor binding	+	0.5696	56.96%
Aromatase binding	+	0.5329	53.29%
PPAR gamma	+	0.8543	85.43%
Honey bee toxicity	-	0.8941	89.41%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7404	74.04%
Fish aquatic toxicity	+	0.8597	85.97%

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	97.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.96%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	94.80%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.42%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.33%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.53%	94.45%
CHEMBL4208	P20618	Proteasome component C5	89.45%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.96%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.19%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.17%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.52%	89.00%

Plants that contains it

• Adiscanthus fusciflorus

Cross-Links

• PubChem: 85853424
• LOTUS: LTS0212969
• wikiData: Q104168328