(1S)-2-[(2S)-butan-2-yl]-3-methyl-5-methylidene-4-oxocyclopent-2-ene-1-carboxylic acid

Details

• Internal ID: 13d6360b-9749-459c-af98-df59cbd7b319
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: (1S)-2-[(2S)-butan-2-yl]-3-methyl-5-methylidene-4-oxocyclopent-2-ene-1-carboxylic acid
• SMILES (Canonical): CCC(C)C1=C(C(=O)C(=C)C1C(=O)O)C
• SMILES (Isomeric): CC[C@H](C)C1=C(C(=O)C(=C)[C@H]1C(=O)O)C
• InChI: InChI=1S/C12H16O3/c1-5-6(2)9-7(3)11(13)8(4)10(9)12(14)15/h6,10H,4-5H2,1-3H3,(H,14,15)/t6-,10+/m0/s1
• InChI Key: MZCVJQJMKGISLR-QUBYGPBYSA-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: 2.00
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	-	0.6157	61.57%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7014	70.14%
OATP2B1 inhibitior	-	0.8495	84.95%
OATP1B1 inhibitior	+	0.8862	88.62%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9423	94.23%
P-glycoprotein inhibitior	-	0.9292	92.92%
P-glycoprotein substrate	-	0.9009	90.09%
CYP3A4 substrate	-	0.6262	62.62%
CYP2C9 substrate	+	0.5270	52.70%
CYP2D6 substrate	-	0.9162	91.62%
CYP3A4 inhibition	-	0.8622	86.22%
CYP2C9 inhibition	-	0.8197	81.97%
CYP2C19 inhibition	-	0.8627	86.27%
CYP2D6 inhibition	-	0.8928	89.28%
CYP1A2 inhibition	-	0.8670	86.70%
CYP2C8 inhibition	-	0.9733	97.33%
CYP inhibitory promiscuity	-	0.8832	88.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6966	69.66%
Carcinogenicity (trinary)	Non-required	0.5497	54.97%
Eye corrosion	-	0.9132	91.32%
Eye irritation	-	0.5228	52.28%
Skin irritation	+	0.5382	53.82%
Skin corrosion	-	0.8536	85.36%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6422	64.22%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	+	0.7562	75.62%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	+	0.5333	53.33%
Androgen receptor binding	-	0.6200	62.00%
Thyroid receptor binding	-	0.7156	71.56%
Glucocorticoid receptor binding	-	0.8483	84.83%
Aromatase binding	-	0.7536	75.36%
PPAR gamma	-	0.6453	64.53%
Honey bee toxicity	-	0.9582	95.82%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9874	98.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.05%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.41%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.49%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.66%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.51%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.77%	96.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.58%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163111395
• LOTUS: LTS0172146
• wikiData: Q105175362