[(E)-3-methyl-6-oxo-6-[(1R,2R)-1,3,3-trimethyl-2-(3-oxobutyl)cyclohexyl]hex-2-enyl] acetate

Details

• Internal ID: 78f38ae6-5f50-4a44-b6a3-e1a571047732
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(E)-3-methyl-6-oxo-6-[(1R,2R)-1,3,3-trimethyl-2-(3-oxobutyl)cyclohexyl]hex-2-enyl] acetate
• SMILES (Canonical): CC(=CCOC(=O)C)CCC(=O)C1(CCCC(C1CCC(=O)C)(C)C)C
• SMILES (Isomeric): C/C(=C\COC(=O)C)/CCC(=O)[C@@]1(CCCC([C@H]1CCC(=O)C)(C)C)C
• InChI: InChI=1S/C22H36O4/c1-16(12-15-26-18(3)24)8-11-20(25)22(6)14-7-13-21(4,5)19(22)10-9-17(2)23/h12,19H,7-11,13-15H2,1-6H3/b16-12+/t19-,22-/m1/s1
• InChI Key: KHGRKRPUNMGKCC-AIZPKQFESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₄
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.26135963 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 5.05
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.7157	71.57%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9057	90.57%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8801	88.01%
OATP1B3 inhibitior	+	0.8416	84.16%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9190	91.90%
P-glycoprotein inhibitior	-	0.4724	47.24%
P-glycoprotein substrate	-	0.8372	83.72%
CYP3A4 substrate	+	0.6069	60.69%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.7597	75.97%
CYP2C9 inhibition	-	0.8038	80.38%
CYP2C19 inhibition	-	0.8486	84.86%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.8416	84.16%
CYP2C8 inhibition	-	0.7429	74.29%
CYP inhibitory promiscuity	-	0.6899	68.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7050	70.50%
Carcinogenicity (trinary)	Warning	0.4847	48.47%
Eye corrosion	-	0.9724	97.24%
Eye irritation	-	0.8580	85.80%
Skin irritation	-	0.6451	64.51%
Skin corrosion	-	0.9953	99.53%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6701	67.01%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	+	0.5937	59.37%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5584	55.84%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	+	0.5227	52.27%
Acute Oral Toxicity (c)	IV	0.5710	57.10%
Estrogen receptor binding	-	0.5653	56.53%
Androgen receptor binding	-	0.5943	59.43%
Thyroid receptor binding	+	0.5867	58.67%
Glucocorticoid receptor binding	-	0.4821	48.21%
Aromatase binding	+	0.5625	56.25%
PPAR gamma	-	0.5349	53.49%
Honey bee toxicity	-	0.7344	73.44%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.9970	99.70%

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	97.34%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.78%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.63%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.48%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.09%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	84.85%	91.19%
CHEMBL233	P35372	Mu opioid receptor	84.70%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.67%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.59%	95.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.27%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.63%	100.00%

Plants that contains it

• Gypothamnium pinifolium

Cross-Links

• PubChem: 163045010
• LOTUS: LTS0172535
• wikiData: Q105141145