(1S,2S,5R)-2-acetyl-5-methylcyclopentane-1-carboxylic acid

Details

• Internal ID: ea01adb7-fb6b-4ad7-bf47-7b95f292f38a
• Taxonomy: Organic acids and derivatives > Keto acids and derivatives > Gamma-keto acids and derivatives
• IUPAC Name: (1S,2S,5R)-2-acetyl-5-methylcyclopentane-1-carboxylic acid
• SMILES (Canonical): CC1CCC(C1C(=O)O)C(=O)C
• SMILES (Isomeric): C[C@@H]1CC[C@@H]([C@H]1C(=O)O)C(=O)C
• InChI: InChI=1S/C9H14O3/c1-5-3-4-7(6(2)10)8(5)9(11)12/h5,7-8H,3-4H2,1-2H3,(H,11,12)/t5-,7-,8+/m1/s1
• InChI Key: SDZSRLJJHUZPEP-NJUXHZRNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₃
• Molecular Weight: 170.21 g/mol
• Exact Mass: 170.094294304 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9631	96.31%
Caco-2	-	0.6093	60.93%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8015	80.15%
OATP2B1 inhibitior	-	0.8282	82.82%
OATP1B1 inhibitior	+	0.9540	95.40%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9649	96.49%
P-glycoprotein inhibitior	-	0.9669	96.69%
P-glycoprotein substrate	-	0.9147	91.47%
CYP3A4 substrate	-	0.5710	57.10%
CYP2C9 substrate	+	0.6594	65.94%
CYP2D6 substrate	-	0.8782	87.82%
CYP3A4 inhibition	-	0.9750	97.50%
CYP2C9 inhibition	-	0.9303	93.03%
CYP2C19 inhibition	-	0.9659	96.59%
CYP2D6 inhibition	-	0.9451	94.51%
CYP1A2 inhibition	-	0.8832	88.32%
CYP2C8 inhibition	-	0.9219	92.19%
CYP inhibitory promiscuity	-	0.9769	97.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7623	76.23%
Carcinogenicity (trinary)	Non-required	0.6915	69.15%
Eye corrosion	+	0.4830	48.30%
Eye irritation	+	0.5928	59.28%
Skin irritation	+	0.6400	64.00%
Skin corrosion	+	0.5271	52.71%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7588	75.88%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	+	0.4797	47.97%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4719	47.19%
Acute Oral Toxicity (c)	III	0.7024	70.24%
Estrogen receptor binding	-	0.8784	87.84%
Androgen receptor binding	-	0.5304	53.04%
Thyroid receptor binding	-	0.9175	91.75%
Glucocorticoid receptor binding	-	0.8991	89.91%
Aromatase binding	-	0.9023	90.23%
PPAR gamma	-	0.8403	84.03%
Honey bee toxicity	-	0.9403	94.03%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9067	90.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.99%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.14%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.35%	96.95%
CHEMBL2581	P07339	Cathepsin D	81.89%	98.95%

Plants that contains it

• Nepeta caesarea

Cross-Links

• PubChem: 131165134
• LOTUS: LTS0151812
• wikiData: Q105250952