4-[(1R,4R)-4-(5-hydroxypent-1-en-2-yl)-2,2-dimethylcyclobutyl]butan-2-one

Details

• Internal ID: 67c155d5-3f91-4157-8497-e8495a50ec3d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones
• IUPAC Name: 4-[(1R,4R)-4-(5-hydroxypent-1-en-2-yl)-2,2-dimethylcyclobutyl]butan-2-one
• SMILES (Canonical): CC(=O)CCC1C(CC1(C)C)C(=C)CCCO
• SMILES (Isomeric): CC(=O)CC[C@@H]1[C@@H](CC1(C)C)C(=C)CCCO
• InChI: InChI=1S/C15H26O2/c1-11(6-5-9-16)13-10-15(3,4)14(13)8-7-12(2)17/h13-14,16H,1,5-10H2,2-4H3/t13-,14+/m0/s1
• InChI Key: MAIZBVUEICRYMG-UONOGXRCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.35
• 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	+	0.9945	99.45%
Caco-2	+	0.8128	81.28%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6185	61.85%
OATP2B1 inhibitior	-	0.8486	84.86%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.6777	67.77%
P-glycoprotein inhibitior	-	0.8561	85.61%
P-glycoprotein substrate	-	0.7628	76.28%
CYP3A4 substrate	+	0.5403	54.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8253	82.53%
CYP3A4 inhibition	-	0.5647	56.47%
CYP2C9 inhibition	-	0.8052	80.52%
CYP2C19 inhibition	-	0.8529	85.29%
CYP2D6 inhibition	-	0.9135	91.35%
CYP1A2 inhibition	-	0.7544	75.44%
CYP2C8 inhibition	-	0.8705	87.05%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7528	75.28%
Carcinogenicity (trinary)	Non-required	0.6307	63.07%
Eye corrosion	-	0.9392	93.92%
Eye irritation	+	0.7421	74.21%
Skin irritation	-	0.5524	55.24%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5138	51.38%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6160	61.60%
skin sensitisation	+	0.6591	65.91%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6640	66.40%
Acute Oral Toxicity (c)	III	0.8397	83.97%
Estrogen receptor binding	-	0.6673	66.73%
Androgen receptor binding	-	0.6778	67.78%
Thyroid receptor binding	-	0.6302	63.02%
Glucocorticoid receptor binding	+	0.7138	71.38%
Aromatase binding	-	0.8059	80.59%
PPAR gamma	-	0.8074	80.74%
Honey bee toxicity	-	0.8737	87.37%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9473	94.73%

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	98.67%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.33%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.94%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.33%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.42%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.96%	91.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.94%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.85%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.21%	96.61%
CHEMBL2581	P07339	Cathepsin D	82.98%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.54%	94.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.88%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.53%	100.00%

Plants that contains it

• Monactis macbridei

Cross-Links

• PubChem: 14682848
• LOTUS: LTS0011595
• wikiData: Q105160372