2-(3-Carboxy-2-hydroxypropyl)-3-methyl-2-cyclopentenone

Details

• Internal ID: 0cf88d7f-af87-4745-8713-01a37104a382
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: 3-hydroxy-4-(2-methyl-5-oxocyclopenten-1-yl)butanoic acid
• SMILES (Canonical): CC1=C(C(=O)CC1)CC(CC(=O)O)O
• SMILES (Isomeric): CC1=C(C(=O)CC1)CC(CC(=O)O)O
• InChI: InChI=1S/C10H14O4/c1-6-2-3-9(12)8(6)4-7(11)5-10(13)14/h7,11H,2-5H2,1H3,(H,13,14)
• InChI Key: KHOGFVBKFSKLTN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.22 g/mol
• Exact Mass: 198.08920892 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8942	89.42%
Caco-2	+	0.8509	85.09%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7563	75.63%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.9403	94.03%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7588	75.88%
BSEP inhibitior	-	0.9294	92.94%
P-glycoprotein inhibitior	-	0.9669	96.69%
P-glycoprotein substrate	-	0.9390	93.90%
CYP3A4 substrate	-	0.6077	60.77%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.8930	89.30%
CYP3A4 inhibition	-	0.8741	87.41%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.8848	88.48%
CYP2D6 inhibition	-	0.8964	89.64%
CYP1A2 inhibition	-	0.8420	84.20%
CYP2C8 inhibition	-	0.9914	99.14%
CYP inhibitory promiscuity	-	0.9436	94.36%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.7288	72.88%
Eye corrosion	-	0.9882	98.82%
Eye irritation	+	0.9322	93.22%
Skin irritation	+	0.5577	55.77%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7214	72.14%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.7214	72.14%
skin sensitisation	-	0.8078	80.78%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6364	63.64%
Acute Oral Toxicity (c)	III	0.6570	65.70%
Estrogen receptor binding	-	0.8834	88.34%
Androgen receptor binding	-	0.5984	59.84%
Thyroid receptor binding	-	0.8179	81.79%
Glucocorticoid receptor binding	-	0.8308	83.08%
Aromatase binding	-	0.8294	82.94%
PPAR gamma	-	0.6025	60.25%
Honey bee toxicity	-	0.9648	96.48%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.9784	97.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.13%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.21%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.75%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.37%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	80.76%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.43%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.34%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24778408
• LOTUS: LTS0243215
• wikiData: Q77423171