2-[1-(carboxymethyl)-5-ethenyl-7-hydroxy-1,6-dimethyl-3,4-dihydro-2H-naphthalen-2-yl]-2-methylpropanoic acid

Details

• Internal ID: 43399bb2-9b4c-4e10-9137-e8d52b8fb982
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: 2-[1-(carboxymethyl)-5-ethenyl-7-hydroxy-1,6-dimethyl-3,4-dihydro-2H-naphthalen-2-yl]-2-methylpropanoic acid
• SMILES (Canonical): CC1=C(C=C2C(=C1C=C)CCC(C2(C)CC(=O)O)C(C)(C)C(=O)O)O
• SMILES (Isomeric): CC1=C(C=C2C(=C1C=C)CCC(C2(C)CC(=O)O)C(C)(C)C(=O)O)O
• InChI: InChI=1S/C20H26O5/c1-6-12-11(2)15(21)9-14-13(12)7-8-16(19(3,4)18(24)25)20(14,5)10-17(22)23/h6,9,16,21H,1,7-8,10H2,2-5H3,(H,22,23)(H,24,25)
• InChI Key: FJZVRPIMSAZTOY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.6563	65.63%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8592	85.92%
OATP2B1 inhibitior	-	0.7194	71.94%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	+	0.8398	83.98%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6619	66.19%
P-glycoprotein inhibitior	-	0.8949	89.49%
P-glycoprotein substrate	-	0.7863	78.63%
CYP3A4 substrate	+	0.5845	58.45%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8530	85.30%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8981	89.81%
CYP2C19 inhibition	-	0.8568	85.68%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.7028	70.28%
CYP2C8 inhibition	-	0.5785	57.85%
CYP inhibitory promiscuity	-	0.8796	87.96%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8511	85.11%
Carcinogenicity (trinary)	Non-required	0.7340	73.40%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.6525	65.25%
Skin irritation	-	0.5496	54.96%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.7824	78.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7185	71.85%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7714	77.14%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9597	95.97%
Acute Oral Toxicity (c)	III	0.7220	72.20%
Estrogen receptor binding	+	0.5440	54.40%
Androgen receptor binding	-	0.5168	51.68%
Thyroid receptor binding	+	0.6342	63.42%
Glucocorticoid receptor binding	-	0.4859	48.59%
Aromatase binding	-	0.6123	61.23%
PPAR gamma	+	0.6153	61.53%
Honey bee toxicity	-	0.9148	91.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.76%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.84%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.43%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.40%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.62%	91.19%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.31%	90.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.28%	93.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.16%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.80%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.07%	86.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.61%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.40%	99.17%

Plants that contains it

• Elateriospermum tapos

Cross-Links

• PubChem: 74318680
• LOTUS: LTS0103157
• wikiData: Q104996442