methyl (4R)-4-[(2S)-6-methyl-4-oxohept-5-en-2-yl]-3-oxocyclohexene-1-carboxylate

Details

• Internal ID: 96b70acc-7c29-4a68-9e12-b039dc4af672
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (4R)-4-[(2S)-6-methyl-4-oxohept-5-en-2-yl]-3-oxocyclohexene-1-carboxylate
• SMILES (Canonical): CC(CC(=O)C=C(C)C)C1CCC(=CC1=O)C(=O)OC
• SMILES (Isomeric): C[C@@H](CC(=O)C=C(C)C)[C@H]1CCC(=CC1=O)C(=O)OC
• InChI: InChI=1S/C16H22O4/c1-10(2)7-13(17)8-11(3)14-6-5-12(9-15(14)18)16(19)20-4/h7,9,11,14H,5-6,8H2,1-4H3/t11-,14+/m0/s1
• InChI Key: FOARYHMYWPXOBW-SMDDNHRTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

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	+	0.6785	67.85%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8873	88.73%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9201	92.01%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6969	69.69%
P-glycoprotein inhibitior	-	0.8957	89.57%
P-glycoprotein substrate	-	0.6777	67.77%
CYP3A4 substrate	+	0.5739	57.39%
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	-	0.8803	88.03%
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	-	0.8070	80.70%
Skin irritation	-	0.7570	75.70%
Skin corrosion	-	0.9944	99.44%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6719	67.19%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5710	57.10%
skin sensitisation	-	0.7298	72.98%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.6275	62.75%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	-	0.6455	64.55%
Acute Oral Toxicity (c)	III	0.6872	68.72%
Estrogen receptor binding	-	0.5755	57.55%
Androgen receptor binding	+	0.5331	53.31%
Thyroid receptor binding	-	0.5913	59.13%
Glucocorticoid receptor binding	+	0.7686	76.86%
Aromatase binding	-	0.8414	84.14%
PPAR gamma	-	0.5465	54.65%
Honey bee toxicity	-	0.9018	90.18%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
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	97.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.93%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.90%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.69%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.20%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.99%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.04%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.86%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.42%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.25%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.31%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.44%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.36%	90.71%

Plants that contains it

• Abies sachalinensis

Cross-Links

• PubChem: 101636134
• LOTUS: LTS0190193
• wikiData: Q104998658