2-[(1S,5S)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]acetic acid

Details

• Internal ID: 35c9f10b-91b7-46fa-b92b-7468afe1cbee
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: 2-[(1S,5S)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]acetic acid
• SMILES (Canonical): CCC=CCC1C(C=CC1=O)CC(=O)O
• SMILES (Isomeric): CC/C=C\C[C@H]1[C@H](C=CC1=O)CC(=O)O
• InChI: InChI=1S/C12H16O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,6-7,9-10H,2,5,8H2,1H3,(H,14,15)/b4-3-/t9-,10+/m1/s1
• InChI Key: KJWUKJXAYNQYSS-QKMQQOOLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25 g/mol
• Exact Mass: 208.109944368 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 2
• 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	+	0.9925	99.25%
Caco-2	+	0.4944	49.44%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8153	81.53%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.7683	76.83%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8396	83.96%
P-glycoprotein inhibitior	-	0.9894	98.94%
P-glycoprotein substrate	-	0.8743	87.43%
CYP3A4 substrate	-	0.6212	62.12%
CYP2C9 substrate	-	0.7587	75.87%
CYP2D6 substrate	-	0.9092	90.92%
CYP3A4 inhibition	-	0.9347	93.47%
CYP2C9 inhibition	-	0.9472	94.72%
CYP2C19 inhibition	-	0.9184	91.84%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.9551	95.51%
CYP2C8 inhibition	-	0.9383	93.83%
CYP inhibitory promiscuity	-	0.9711	97.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6466	64.66%
Eye corrosion	-	0.8513	85.13%
Eye irritation	-	0.6724	67.24%
Skin irritation	+	0.6322	63.22%
Skin corrosion	-	0.5884	58.84%
Ames mutagenesis	-	0.6628	66.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7629	76.29%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.5652	56.52%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5368	53.68%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7558	75.58%
Acute Oral Toxicity (c)	III	0.8170	81.70%
Estrogen receptor binding	-	0.7567	75.67%
Androgen receptor binding	-	0.7158	71.58%
Thyroid receptor binding	-	0.8004	80.04%
Glucocorticoid receptor binding	-	0.5710	57.10%
Aromatase binding	-	0.7924	79.24%
PPAR gamma	-	0.6936	69.36%
Honey bee toxicity	-	0.9673	96.73%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8731	87.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.07%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.59%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.18%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.09%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.31%	91.11%

Plants that contains it

• Equisetum sylvaticum

Cross-Links

• PubChem: 14311113
• LOTUS: LTS0028301
• wikiData: Q105142017