2-[(1R,3S)-2,2-dimethyl-3-(3-oxobutyl)cyclopropyl]cyclopent-2-en-1-one

Details

• Internal ID: 21c1a125-5e15-4cb4-bd56-9d8d4f6c4882
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1R,3S)-2,2-dimethyl-3-(3-oxobutyl)cyclopropyl]cyclopent-2-en-1-one
• SMILES (Canonical): CC(=O)CCC1C(C1(C)C)C2=CCCC2=O
• SMILES (Isomeric): CC(=O)CC[C@H]1[C@H](C1(C)C)C2=CCCC2=O
• InChI: InChI=1S/C14H20O2/c1-9(15)7-8-11-13(14(11,2)3)10-5-4-6-12(10)16/h5,11,13H,4,6-8H2,1-3H3/t11-,13+/m0/s1
• InChI Key: BFDRVVVSOYSAET-WCQYABFASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.31 g/mol
• Exact Mass: 220.146329876 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.7511	75.11%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6215	62.15%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9349	93.49%
OATP1B3 inhibitior	+	0.9042	90.42%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8127	81.27%
P-glycoprotein inhibitior	-	0.8811	88.11%
P-glycoprotein substrate	-	0.8721	87.21%
CYP3A4 substrate	+	0.5066	50.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	-	0.9123	91.23%
CYP2C9 inhibition	-	0.8614	86.14%
CYP2C19 inhibition	-	0.7894	78.94%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.7361	73.61%
CYP2C8 inhibition	-	0.9360	93.60%
CYP inhibitory promiscuity	-	0.7530	75.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5245	52.45%
Eye corrosion	-	0.9431	94.31%
Eye irritation	-	0.7617	76.17%
Skin irritation	+	0.5691	56.91%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4241	42.41%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6463	64.63%
skin sensitisation	+	0.8410	84.10%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.5462	54.62%
Acute Oral Toxicity (c)	III	0.7465	74.65%
Estrogen receptor binding	-	0.5929	59.29%
Androgen receptor binding	-	0.6792	67.92%
Thyroid receptor binding	-	0.7863	78.63%
Glucocorticoid receptor binding	-	0.6242	62.42%
Aromatase binding	-	0.8846	88.46%
PPAR gamma	-	0.8259	82.59%
Honey bee toxicity	-	0.8267	82.67%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8886	88.86%

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	98.65%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.92%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.03%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.10%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.11%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.80%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.42%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.71%	99.23%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 101710533
• LOTUS: LTS0162412
• wikiData: Q104934030