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

Details

• Internal ID: 506e4dcb-fec1-4b0d-8f67-5b51016719e6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 1-[(1S,5S)-2-(furan-3-yl)-5-methylcyclopent-2-en-1-yl]-3-methylbut-2-en-1-one
• SMILES (Canonical): CC1CC=C(C1C(=O)C=C(C)C)C2=COC=C2
• SMILES (Isomeric): C[C@H]1CC=C([C@H]1C(=O)C=C(C)C)C2=COC=C2
• InChI: InChI=1S/C15H18O2/c1-10(2)8-14(16)15-11(3)4-5-13(15)12-6-7-17-9-12/h5-9,11,15H,4H2,1-3H3/t11-,15-/m0/s1
• InChI Key: DESMURZVBMLXTG-NHYWBVRUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.8547	85.47%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6093	60.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.9281	92.81%
P-glycoprotein substrate	-	0.8460	84.60%
CYP3A4 substrate	+	0.5098	50.98%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8479	84.79%
CYP3A4 inhibition	-	0.9647	96.47%
CYP2C9 inhibition	-	0.7460	74.60%
CYP2C19 inhibition	-	0.6151	61.51%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7829	78.29%
CYP inhibitory promiscuity	+	0.8006	80.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7817	78.17%
Carcinogenicity (trinary)	Warning	0.3655	36.55%
Eye corrosion	-	0.7946	79.46%
Eye irritation	-	0.8952	89.52%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7337	73.37%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.8051	80.51%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.6076	60.76%
Acute Oral Toxicity (c)	III	0.8219	82.19%
Estrogen receptor binding	-	0.6871	68.71%
Androgen receptor binding	+	0.6612	66.12%
Thyroid receptor binding	+	0.5654	56.54%
Glucocorticoid receptor binding	-	0.7883	78.83%
Aromatase binding	-	0.5337	53.37%
PPAR gamma	-	0.5577	55.77%
Honey bee toxicity	-	0.8726	87.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9393	93.93%

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	95.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.33%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.24%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.18%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.10%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.08%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.82%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.25%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.98%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.03%	95.56%

Plants that contains it

• Eremophila deserti

Cross-Links

• PubChem: 101306815
• LOTUS: LTS0150908
• wikiData: Q104977487