(1R,2S,7S)-1,5,5-trimethyl-2-(3-oxobutyl)bicyclo[5.1.0]octan-3-one

Details

• Internal ID: 3138fd09-3dd3-40af-bd31-fb641d02914c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: (1R,2S,7S)-1,5,5-trimethyl-2-(3-oxobutyl)bicyclo[5.1.0]octan-3-one
• SMILES (Canonical): CC(=O)CCC1C(=O)CC(CC2C1(C2)C)(C)C
• SMILES (Isomeric): CC(=O)CC[C@@H]1C(=O)CC(C[C@@H]2[C@]1(C2)C)(C)C
• InChI: InChI=1S/C15H24O2/c1-10(16)5-6-12-13(17)9-14(2,3)7-11-8-15(11,12)4/h11-12H,5-9H2,1-4H3/t11-,12+,15+/m0/s1
• InChI Key: MZOIDMRKJDJIEP-YWPYICTPSA-N
• Popularity: 0 references 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: 2.70
• Atomic LogP (AlogP): 3.39
• 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	+	0.9931	99.31%
Caco-2	+	0.8175	81.75%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6732	67.32%
OATP2B1 inhibitior	-	0.8449	84.49%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9154	91.54%
P-glycoprotein inhibitior	-	0.9267	92.67%
P-glycoprotein substrate	-	0.8944	89.44%
CYP3A4 substrate	+	0.5300	53.00%
CYP2C9 substrate	-	0.7813	78.13%
CYP2D6 substrate	-	0.7531	75.31%
CYP3A4 inhibition	-	0.8790	87.90%
CYP2C9 inhibition	-	0.8216	82.16%
CYP2C19 inhibition	-	0.8867	88.67%
CYP2D6 inhibition	-	0.9451	94.51%
CYP1A2 inhibition	-	0.7138	71.38%
CYP2C8 inhibition	-	0.9426	94.26%
CYP inhibitory promiscuity	-	0.9676	96.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7016	70.16%
Eye corrosion	-	0.8813	88.13%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.5412	54.12%
Skin corrosion	-	0.8941	89.41%
Ames mutagenesis	-	0.7965	79.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.3961	39.61%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5334	53.34%
skin sensitisation	+	0.7674	76.74%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5164	51.64%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6229	62.29%
Acute Oral Toxicity (c)	III	0.6621	66.21%
Estrogen receptor binding	-	0.7055	70.55%
Androgen receptor binding	-	0.7450	74.50%
Thyroid receptor binding	-	0.5997	59.97%
Glucocorticoid receptor binding	-	0.6315	63.15%
Aromatase binding	-	0.7147	71.47%
PPAR gamma	-	0.8288	82.88%
Honey bee toxicity	-	0.8446	84.46%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9211	92.11%

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	96.64%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.19%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.41%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.03%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.93%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.93%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.49%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.08%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.74%	82.69%

Plants that contains it

• Lippia integrifolia

Cross-Links

• PubChem: 21775422
• LOTUS: LTS0238449
• wikiData: Q105175925