1-[(1R,2S,5S)-2-(furan-3-yl)-2-hydroxy-5-methylcyclopentyl]-3-methylbutan-1-one

Details

• Internal ID: f3282098-f031-4b89-9270-be98135135c0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols > Cyclopentanols
• IUPAC Name: 1-[(1R,2S,5S)-2-(furan-3-yl)-2-hydroxy-5-methylcyclopentyl]-3-methylbutan-1-one
• SMILES (Canonical): CC1CCC(C1C(=O)CC(C)C)(C2=COC=C2)O
• SMILES (Isomeric): C[C@H]1CC[C@]([C@@H]1C(=O)CC(C)C)(C2=COC=C2)O
• InChI: InChI=1S/C15H22O3/c1-10(2)8-13(16)14-11(3)4-6-15(14,17)12-5-7-18-9-12/h5,7,9-11,14,17H,4,6,8H2,1-3H3/t11-,14-,15+/m0/s1
• InChI Key: PLJLLELLRWAYEB-TUKIKUTGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.6265	62.65%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7864	78.64%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8447	84.47%
OATP1B3 inhibitior	+	0.9126	91.26%
MATE1 inhibitior	-	0.8835	88.35%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5459	54.59%
P-glycoprotein inhibitior	-	0.9350	93.50%
P-glycoprotein substrate	-	0.7778	77.78%
CYP3A4 substrate	+	0.5244	52.44%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.7632	76.32%
CYP3A4 inhibition	-	0.7633	76.33%
CYP2C9 inhibition	-	0.6750	67.50%
CYP2C19 inhibition	-	0.7635	76.35%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.8173	81.73%
CYP2C8 inhibition	-	0.8671	86.71%
CYP inhibitory promiscuity	-	0.8848	88.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6008	60.08%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.7466	74.66%
Skin irritation	-	0.5715	57.15%
Skin corrosion	-	0.8629	86.29%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5462	54.62%
skin sensitisation	-	0.6400	64.00%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8566	85.66%
Acute Oral Toxicity (c)	III	0.4321	43.21%
Estrogen receptor binding	-	0.7707	77.07%
Androgen receptor binding	+	0.6263	62.63%
Thyroid receptor binding	+	0.5742	57.42%
Glucocorticoid receptor binding	-	0.5812	58.12%
Aromatase binding	-	0.8039	80.39%
PPAR gamma	-	0.6795	67.95%
Honey bee toxicity	-	0.9452	94.52%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8660	86.60%

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	97.05%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.45%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.01%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.92%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.95%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.29%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.70%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.10%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.75%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.06%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.49%	100.00%

Plants that contains it

• Eremophila deserti

Cross-Links

• PubChem: 14486230
• LOTUS: LTS0045048
• wikiData: Q105210966