6-[2-(2,5-Dihydroxyphenyl)-2-oxoethyl]-2-methylhept-2-enedioic acid

Details

• Internal ID: 63da36e2-aa7e-41cc-b418-1786012a6090
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 6-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-2-methylhept-2-enedioic acid
• SMILES (Canonical): CC(=CCCC(CC(=O)C1=C(C=CC(=C1)O)O)C(=O)O)C(=O)O
• SMILES (Isomeric): CC(=CCCC(CC(=O)C1=C(C=CC(=C1)O)O)C(=O)O)C(=O)O
• InChI: InChI=1S/C16H18O7/c1-9(15(20)21)3-2-4-10(16(22)23)7-14(19)12-8-11(17)5-6-13(12)18/h3,5-6,8,10,17-18H,2,4,7H2,1H3,(H,20,21)(H,22,23)
• InChI Key: AXGVFLQALSABLQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₇
• Molecular Weight: 322.31 g/mol
• Exact Mass: 322.10525291 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	-	0.6289	62.89%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.9244	92.44%
OATP2B1 inhibitior	-	0.5725	57.25%
OATP1B1 inhibitior	+	0.8585	85.85%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5598	55.98%
P-glycoprotein inhibitior	-	0.9617	96.17%
P-glycoprotein substrate	-	0.8067	80.67%
CYP3A4 substrate	-	0.5657	56.57%
CYP2C9 substrate	-	0.5551	55.51%
CYP2D6 substrate	-	0.8925	89.25%
CYP3A4 inhibition	-	0.7342	73.42%
CYP2C9 inhibition	-	0.6053	60.53%
CYP2C19 inhibition	-	0.5682	56.82%
CYP2D6 inhibition	-	0.7908	79.08%
CYP1A2 inhibition	-	0.5518	55.18%
CYP2C8 inhibition	-	0.7668	76.68%
CYP inhibitory promiscuity	-	0.7699	76.99%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7803	78.03%
Carcinogenicity (trinary)	Non-required	0.6847	68.47%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.6380	63.80%
Skin irritation	-	0.5908	59.08%
Skin corrosion	-	0.9067	90.67%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6151	61.51%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5458	54.58%
skin sensitisation	+	0.4763	47.63%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7129	71.29%
Acute Oral Toxicity (c)	III	0.5631	56.31%
Estrogen receptor binding	+	0.7617	76.17%
Androgen receptor binding	+	0.6774	67.74%
Thyroid receptor binding	-	0.5377	53.77%
Glucocorticoid receptor binding	+	0.6281	62.81%
Aromatase binding	-	0.5708	57.08%
PPAR gamma	+	0.7097	70.97%
Honey bee toxicity	-	0.9103	91.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	98.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.16%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.56%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.90%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.80%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.89%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.53%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.33%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.48%	94.62%
CHEMBL2535	P11166	Glucose transporter	82.86%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.50%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.33%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.73%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163064663
• LOTUS: LTS0089388
• wikiData: Q104085938