4-[(1S,2R)-3,3-dimethyl-2-(3-oxobutyl)cyclobutyl]pent-4-enoic acid

Details

• Internal ID: dc303261-ae65-4f68-9597-9428272c7247
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Unsaturated fatty acids
• IUPAC Name: 4-[(1S,2R)-3,3-dimethyl-2-(3-oxobutyl)cyclobutyl]pent-4-enoic acid
• SMILES (Canonical): CC(=O)CCC1C(CC1(C)C)C(=C)CCC(=O)O
• SMILES (Isomeric): CC(=O)CC[C@@H]1[C@H](CC1(C)C)C(=C)CCC(=O)O
• InChI: InChI=1S/C15H24O3/c1-10(5-8-14(17)18)12-9-15(3,4)13(12)7-6-11(2)16/h12-13H,1,5-9H2,2-4H3,(H,17,18)/t12-,13-/m1/s1
• InChI Key: VGNFSHPHIKPNED-CHWSQXEVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.6316	63.16%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7915	79.15%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9171	91.71%
OATP1B3 inhibitior	+	0.9031	90.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8536	85.36%
P-glycoprotein inhibitior	-	0.8373	83.73%
P-glycoprotein substrate	-	0.8459	84.59%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5639	56.39%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.6222	62.22%
CYP2C9 inhibition	-	0.8011	80.11%
CYP2C19 inhibition	-	0.8601	86.01%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.8262	82.62%
CYP2C8 inhibition	-	0.9215	92.15%
CYP inhibitory promiscuity	-	0.9553	95.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7443	74.43%
Carcinogenicity (trinary)	Non-required	0.6607	66.07%
Eye corrosion	-	0.9574	95.74%
Eye irritation	+	0.7086	70.86%
Skin irritation	+	0.5760	57.60%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3646	36.46%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5305	53.05%
skin sensitisation	+	0.6916	69.16%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6497	64.97%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.6031	60.31%
Acute Oral Toxicity (c)	III	0.7377	73.77%
Estrogen receptor binding	-	0.7087	70.87%
Androgen receptor binding	-	0.7002	70.02%
Thyroid receptor binding	-	0.5985	59.85%
Glucocorticoid receptor binding	+	0.6919	69.19%
Aromatase binding	-	0.7812	78.12%
PPAR gamma	-	0.7344	73.44%
Honey bee toxicity	-	0.8701	87.01%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.89%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.89%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	88.60%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	88.15%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.15%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.06%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.71%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.71%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.52%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.46%	96.95%

Plants that contains it

• Apalochlamys spectabilis
• Ozothamnus diosmifolius
• Schistostephium umbellatum

Cross-Links

• PubChem: 14707064
• LOTUS: LTS0227362
• wikiData: Q105285918