8-[4,6-dihydroxy-2-(2-hydroxyethyl)-1-oxo-3H-isoindol-5-yl]-2,6-dimethylocta-2,6-dienoic acid

Details

• Internal ID: e1a6c7bb-df1d-48cc-b33c-9a062ee72c2d
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: 8-[4,6-dihydroxy-2-(2-hydroxyethyl)-1-oxo-3H-isoindol-5-yl]-2,6-dimethylocta-2,6-dienoic acid
• SMILES (Canonical): CC(=CCC1=C(C=C2C(=C1O)CN(C2=O)CCO)O)CCC=C(C)C(=O)O
• SMILES (Isomeric): CC(=CCC1=C(C=C2C(=C1O)CN(C2=O)CCO)O)CCC=C(C)C(=O)O
• InChI: InChI=1S/C20H25NO6/c1-12(4-3-5-13(2)20(26)27)6-7-14-17(23)10-15-16(18(14)24)11-21(8-9-22)19(15)25/h5-6,10,22-24H,3-4,7-9,11H2,1-2H3,(H,26,27)
• InChI Key: WFUALHCWGPSZPU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₅NO₆
• Molecular Weight: 375.40 g/mol
• Exact Mass: 375.16818752 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.35
• 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	+	0.9656	96.56%
Caco-2	-	0.5940	59.40%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6885	68.85%
OATP2B1 inhibitior	-	0.5723	57.23%
OATP1B1 inhibitior	+	0.8283	82.83%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7321	73.21%
P-glycoprotein inhibitior	-	0.7052	70.52%
P-glycoprotein substrate	-	0.7141	71.41%
CYP3A4 substrate	+	0.5578	55.78%
CYP2C9 substrate	-	0.5996	59.96%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.9367	93.67%
CYP2C9 inhibition	-	0.9187	91.87%
CYP2C19 inhibition	-	0.8537	85.37%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.7990	79.90%
CYP2C8 inhibition	-	0.7273	72.73%
CYP inhibitory promiscuity	-	0.8390	83.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5271	52.71%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9167	91.67%
Skin irritation	-	0.7811	78.11%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4461	44.61%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5697	56.97%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9294	92.94%
Acute Oral Toxicity (c)	III	0.6050	60.50%
Estrogen receptor binding	+	0.7143	71.43%
Androgen receptor binding	+	0.6053	60.53%
Thyroid receptor binding	+	0.5504	55.04%
Glucocorticoid receptor binding	+	0.6827	68.27%
Aromatase binding	+	0.6156	61.56%
PPAR gamma	+	0.7252	72.52%
Honey bee toxicity	-	0.9166	91.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9251	92.51%

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	98.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.70%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.72%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.81%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.77%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.36%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.15%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.89%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.52%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.25%	99.15%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.87%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.84%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163059346
• LOTUS: LTS0163215
• wikiData: Q104200181