(5S)-2-methyl-5-[(E)-6-methyl-4-oxohept-2-en-2-yl]cyclohex-2-en-1-one

Details

• Internal ID: 99a5608d-1307-431a-b89e-c666d1346a1a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5S)-2-methyl-5-[(E)-6-methyl-4-oxohept-2-en-2-yl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CCC(CC1=O)C(=CC(=O)CC(C)C)C
• SMILES (Isomeric): CC1=CC[C@@H](CC1=O)/C(=C/C(=O)CC(C)C)/C
• InChI: InChI=1S/C15H22O2/c1-10(2)7-14(16)8-12(4)13-6-5-11(3)15(17)9-13/h5,8,10,13H,6-7,9H2,1-4H3/b12-8+/t13-/m0/s1
• InChI Key: KXTCYNARSLCXMW-RPHSKFLZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.47
• 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	+	0.9974	99.74%
Caco-2	+	0.8056	80.56%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7411	74.11%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.9303	93.03%
OATP1B3 inhibitior	+	0.9196	91.96%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6105	61.05%
P-glycoprotein inhibitior	-	0.9171	91.71%
P-glycoprotein substrate	-	0.7419	74.19%
CYP3A4 substrate	-	0.5232	52.32%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.9057	90.57%
CYP2C9 inhibition	-	0.8207	82.07%
CYP2C19 inhibition	-	0.7437	74.37%
CYP2D6 inhibition	-	0.8799	87.99%
CYP1A2 inhibition	-	0.8006	80.06%
CYP2C8 inhibition	-	0.9634	96.34%
CYP inhibitory promiscuity	-	0.7606	76.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6340	63.40%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.8866	88.66%
Eye irritation	-	0.6214	62.14%
Skin irritation	+	0.5664	56.64%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7012	70.12%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	+	0.9244	92.44%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.5098	50.98%
Acute Oral Toxicity (c)	II	0.4940	49.40%
Estrogen receptor binding	-	0.7791	77.91%
Androgen receptor binding	-	0.6806	68.06%
Thyroid receptor binding	-	0.6679	66.79%
Glucocorticoid receptor binding	-	0.8193	81.93%
Aromatase binding	-	0.7693	76.93%
PPAR gamma	-	0.5975	59.75%
Honey bee toxicity	-	0.9339	93.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9740	97.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.24%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.57%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.75%	90.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.01%	83.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.26%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.78%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.59%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.12%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	82.98%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.11%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.98%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.42%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.09%	89.00%

Plants that contains it

• Ginkgo biloba

Cross-Links

• PubChem: 162960206
• LOTUS: LTS0241107
• wikiData: Q105147502