(2S,3R)-3-methyl-2-(3-oxobutyl)-6-propan-2-ylidenecyclohexan-1-one

Details

• Internal ID: a9c44abc-847b-4dde-8f5f-4033326cf996
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (2S,3R)-3-methyl-2-(3-oxobutyl)-6-propan-2-ylidenecyclohexan-1-one
• SMILES (Canonical): CC1CCC(=C(C)C)C(=O)C1CCC(=O)C
• SMILES (Isomeric): C[C@@H]1CCC(=C(C)C)C(=O)[C@H]1CCC(=O)C
• InChI: InChI=1S/C14H22O2/c1-9(2)12-7-5-10(3)13(14(12)16)8-6-11(4)15/h10,13H,5-8H2,1-4H3/t10-,13+/m1/s1
• InChI Key: AITZTJGBRHUSDK-MFKMUULPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₂
• Molecular Weight: 222.32 g/mol
• Exact Mass: 222.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.31
• 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	+	0.9964	99.64%
Caco-2	+	0.9070	90.70%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7786	77.86%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	+	0.9455	94.55%
OATP1B3 inhibitior	+	0.9091	90.91%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8663	86.63%
P-glycoprotein inhibitior	-	0.9248	92.48%
P-glycoprotein substrate	-	0.9181	91.81%
CYP3A4 substrate	-	0.5470	54.70%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.8611	86.11%
CYP2C9 inhibition	-	0.8352	83.52%
CYP2C19 inhibition	-	0.7657	76.57%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.6909	69.09%
CYP2C8 inhibition	-	0.9596	95.96%
CYP inhibitory promiscuity	-	0.8046	80.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6192	61.92%
Eye corrosion	-	0.9090	90.90%
Eye irritation	+	0.8131	81.31%
Skin irritation	+	0.5890	58.90%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4546	45.46%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.8106	81.06%
skin sensitisation	+	0.8545	85.45%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.6164	61.64%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.6048	60.48%
Acute Oral Toxicity (c)	II	0.4767	47.67%
Estrogen receptor binding	-	0.9186	91.86%
Androgen receptor binding	-	0.6024	60.24%
Thyroid receptor binding	-	0.6529	65.29%
Glucocorticoid receptor binding	-	0.7535	75.35%
Aromatase binding	-	0.9199	91.99%
PPAR gamma	-	0.8650	86.50%
Honey bee toxicity	-	0.9663	96.63%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9838	98.38%

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	94.60%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.84%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.81%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.65%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	84.86%	98.59%
CHEMBL340	P08684	Cytochrome P450 3A4	83.38%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.57%	94.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.92%	97.25%

Plants that contains it

• Chiloscyphus rivularis
• Conocarpus erectus
• Fabiana imbricata
• Lupinus pilosus
• Magnolia fraseri
• Rubus occidentalis

Cross-Links

• PubChem: 14137320
• NPASS: NPC67599
• LOTUS: LTS0181332
• wikiData: Q104912969