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

Details

• Internal ID: 1c0eb3cd-ba43-4192-ac79-ff50b2c596ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 1-[(1R,2S,5S)-2-(furan-3-yl)-2-hydroxy-5-methylcyclopentyl]-3-methylbut-2-en-1-one
• SMILES (Canonical): CC1CCC(C1C(=O)C=C(C)C)(C2=COC=C2)O
• SMILES (Isomeric): C[C@H]1CC[C@]([C@@H]1C(=O)C=C(C)C)(C2=COC=C2)O
• InChI: InChI=1S/C15H20O3/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,4,6H2,1-3H3/t11-,14-,15+/m0/s1
• InChI Key: MZISRFGDZVZINJ-TUKIKUTGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 3
• 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	+	0.9951	99.51%
Caco-2	+	0.6915	69.15%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6887	68.87%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6614	66.14%
P-glycoprotein inhibitior	-	0.9276	92.76%
P-glycoprotein substrate	-	0.8670	86.70%
CYP3A4 substrate	+	0.5392	53.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8626	86.26%
CYP3A4 inhibition	-	0.7617	76.17%
CYP2C9 inhibition	-	0.6499	64.99%
CYP2C19 inhibition	-	0.6208	62.08%
CYP2D6 inhibition	-	0.9293	92.93%
CYP1A2 inhibition	-	0.6039	60.39%
CYP2C8 inhibition	-	0.8659	86.59%
CYP inhibitory promiscuity	-	0.6837	68.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.4739	47.39%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.8334	83.34%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8656	86.56%
Ames mutagenesis	-	0.7340	73.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4587	45.87%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5900	59.00%
skin sensitisation	-	0.6076	60.76%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8270	82.70%
Acute Oral Toxicity (c)	III	0.4953	49.53%
Estrogen receptor binding	-	0.5782	57.82%
Androgen receptor binding	+	0.6825	68.25%
Thyroid receptor binding	+	0.6732	67.32%
Glucocorticoid receptor binding	-	0.6048	60.48%
Aromatase binding	-	0.7471	74.71%
PPAR gamma	-	0.4928	49.28%
Honey bee toxicity	-	0.9037	90.37%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9128	91.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.88%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.80%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.31%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.72%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.34%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.95%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.33%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.55%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13969230
• LOTUS: LTS0050717
• wikiData: Q105175568