Cyperadione

Details

• Internal ID: 5f1cb15d-03a4-4a59-8fe3-0a2d2e163d69
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones
• IUPAC Name: (1R,4R,5R)-4,8,8-trimethyl-5-(3-oxobutyl)bicyclo[3.2.1]octan-6-one
• SMILES (Canonical): CC1CCC2CC(=O)C1(C2(C)C)CCC(=O)C
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2CC(=O)[C@]1(C2(C)C)CCC(=O)C
• InChI: InChI=1S/C15H24O2/c1-10-5-6-12-9-13(17)15(10,14(12,3)4)8-7-11(2)16/h10,12H,5-9H2,1-4H3/t10-,12-,15+/m1/s1
• InChI Key: JNYTXKVQDFVROJ-HCKVZZMMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• RefChem:919483
• (1R,4R,5R)-4,8,8-trimethyl-5-(3-oxobutyl)bicyclo(3.2.1)octan-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.8690	86.90%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7081	70.81%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.8947	89.47%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8219	82.19%
P-glycoprotein inhibitior	-	0.9306	93.06%
P-glycoprotein substrate	-	0.7558	75.58%
CYP3A4 substrate	+	0.5215	52.15%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7939	79.39%
CYP3A4 inhibition	-	0.9523	95.23%
CYP2C9 inhibition	-	0.8902	89.02%
CYP2C19 inhibition	-	0.9335	93.35%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.8965	89.65%
CYP2C8 inhibition	-	0.9275	92.75%
CYP inhibitory promiscuity	-	0.9684	96.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6900	69.00%
Eye corrosion	-	0.9103	91.03%
Eye irritation	-	0.4840	48.40%
Skin irritation	+	0.5928	59.28%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.8454	84.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7529	75.29%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5986	59.86%
skin sensitisation	+	0.7989	79.89%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.4618	46.18%
Acute Oral Toxicity (c)	III	0.7215	72.15%
Estrogen receptor binding	-	0.7380	73.80%
Androgen receptor binding	-	0.5663	56.63%
Thyroid receptor binding	-	0.7391	73.91%
Glucocorticoid receptor binding	-	0.6651	66.51%
Aromatase binding	-	0.6394	63.94%
PPAR gamma	-	0.8251	82.51%
Honey bee toxicity	-	0.9305	93.05%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9537	95.37%

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	95.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.81%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.86%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	83.41%	91.19%
CHEMBL1902	P62942	FK506-binding protein 1A	83.38%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.34%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.34%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.85%	93.04%

Plants that contains it

• Cyperus rotundus

Cross-Links

• PubChem: 102305890
• NPASS: NPC105888
• LOTUS: LTS0041725
• wikiData: Q105132180