CID 132576910

Details

• Internal ID: aa14afb4-9ec6-483a-90a8-1053e8850d35
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: methyl (E)-3-[(1R)-1-hydroxy-4-oxocyclopent-2-en-1-yl]prop-2-enoate
• SMILES (Canonical): COC(=O)C=CC1(CC(=O)C=C1)O
• SMILES (Isomeric): COC(=O)/C=C/[C@]1(CC(=O)C=C1)O
• InChI: InChI=1S/C9H10O4/c1-13-8(11)3-5-9(12)4-2-7(10)6-9/h2-5,12H,6H2,1H3/b5-3+/t9-/m1/s1
• InChI Key: MEKKGDYNMBGQHP-HYYFJVDXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.17 g/mol
• Exact Mass: 182.05790880 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEBI:226438
• methyl (E)-3-[(1R)-1-hydroxy-4-oxocyclopent-2-en-1-yl]prop-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9713	97.13%
Caco-2	+	0.5821	58.21%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8145	81.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9550	95.50%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8068	80.68%
P-glycoprotein inhibitior	-	0.9844	98.44%
P-glycoprotein substrate	-	0.9396	93.96%
CYP3A4 substrate	+	0.5259	52.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.9340	93.40%
CYP2C9 inhibition	-	0.9579	95.79%
CYP2C19 inhibition	-	0.9178	91.78%
CYP2D6 inhibition	-	0.9563	95.63%
CYP1A2 inhibition	-	0.9303	93.03%
CYP2C8 inhibition	-	0.9500	95.00%
CYP inhibitory promiscuity	-	0.9913	99.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7379	73.79%
Carcinogenicity (trinary)	Non-required	0.5686	56.86%
Eye corrosion	-	0.7845	78.45%
Eye irritation	+	0.9921	99.21%
Skin irritation	-	0.5383	53.83%
Skin corrosion	-	0.7002	70.02%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8417	84.17%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5055	50.55%
skin sensitisation	-	0.7628	76.28%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.6535	65.35%
Acute Oral Toxicity (c)	III	0.6077	60.77%
Estrogen receptor binding	-	0.8305	83.05%
Androgen receptor binding	-	0.8016	80.16%
Thyroid receptor binding	-	0.8701	87.01%
Glucocorticoid receptor binding	-	0.7992	79.92%
Aromatase binding	-	0.8256	82.56%
PPAR gamma	-	0.8542	85.42%
Honey bee toxicity	-	0.9405	94.05%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.6418	64.18%

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	95.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.57%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.25%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.00%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.93%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.13%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132576910
• LOTUS: LTS0133923
• wikiData: Q105162280