(4R)-4-[(1S)-1,5-Dimethyl-3-oxohexyl]-3-oxo-1-cyclohexene-1-carboxylic acid methyl ester

Details

• Internal ID: 6085b3bf-c88d-403a-9cba-329bece0c6c0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (4R)-4-[(2S)-6-methyl-4-oxoheptan-2-yl]-3-oxocyclohexene-1-carboxylate
• SMILES (Canonical): CC(C)CC(=O)CC(C)C1CCC(=CC1=O)C(=O)OC
• SMILES (Isomeric): C[C@@H](CC(=O)CC(C)C)[C@H]1CCC(=CC1=O)C(=O)OC
• InChI: InChI=1S/C16H24O4/c1-10(2)7-13(17)8-11(3)14-6-5-12(9-15(14)18)16(19)20-4/h9-11,14H,5-8H2,1-4H3/t11-,14+/m0/s1
• InChI Key: FTXQQDMQYIYPAN-SMDDNHRTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.36 g/mol
• Exact Mass: 280.16745924 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.7286	72.86%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8873	88.73%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9243	92.43%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7860	78.60%
P-glycoprotein inhibitior	-	0.9112	91.12%
P-glycoprotein substrate	-	0.7045	70.45%
CYP3A4 substrate	+	0.5595	55.95%
CYP2C9 substrate	-	0.7707	77.07%
CYP2D6 substrate	-	0.9060	90.60%
CYP3A4 inhibition	-	0.7811	78.11%
CYP2C9 inhibition	-	0.8775	87.75%
CYP2C19 inhibition	-	0.7599	75.99%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	-	0.8846	88.46%
CYP2C8 inhibition	-	0.9219	92.19%
CYP inhibitory promiscuity	-	0.8763	87.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7714	77.14%
Carcinogenicity (trinary)	Non-required	0.7010	70.10%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.6137	61.37%
Skin irritation	-	0.7570	75.70%
Skin corrosion	-	0.9944	99.44%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6492	64.92%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5165	51.65%
skin sensitisation	-	0.7298	72.98%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.6275	62.75%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	-	0.7490	74.90%
Acute Oral Toxicity (c)	III	0.6872	68.72%
Estrogen receptor binding	-	0.7010	70.10%
Androgen receptor binding	-	0.5192	51.92%
Thyroid receptor binding	-	0.6507	65.07%
Glucocorticoid receptor binding	+	0.6294	62.94%
Aromatase binding	-	0.8075	80.75%
PPAR gamma	-	0.7250	72.50%
Honey bee toxicity	-	0.9304	93.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9941	99.41%

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	97.71%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.67%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	95.07%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.65%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.44%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.73%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.24%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.05%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.80%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.48%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.85%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.59%	97.09%

Plants that contains it

• Abies sachalinensis

Cross-Links

• PubChem: 14702534
• LOTUS: LTS0050357
• wikiData: Q105001452