[6-Hydroxy-3-methyl-6-[2-methyl-6-(4-methylpent-3-enyl)-7-oxo-3,4-dihydrooxepin-2-yl]hex-2-enyl] acetate

Details

• Internal ID: 6e8f0a3e-fc5d-417f-af70-2bed7437c3db
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [6-hydroxy-3-methyl-6-[2-methyl-6-(4-methylpent-3-enyl)-7-oxo-3,4-dihydrooxepin-2-yl]hex-2-enyl] acetate
• SMILES (Canonical): CC(=CCCC1=CCCC(OC1=O)(C)C(CCC(=CCOC(=O)C)C)O)C
• SMILES (Isomeric): CC(=CCCC1=CCCC(OC1=O)(C)C(CCC(=CCOC(=O)C)C)O)C
• InChI: InChI=1S/C22H34O5/c1-16(2)8-6-9-19-10-7-14-22(5,27-21(19)25)20(24)12-11-17(3)13-15-26-18(4)23/h8,10,13,20,24H,6-7,9,11-12,14-15H2,1-5H3
• InChI Key: HEHIVTKZZNEECQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₅
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.24062418 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.41
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9515	95.15%
Caco-2	+	0.7047	70.47%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8435	84.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5391	53.91%
BSEP inhibitior	+	0.9422	94.22%
P-glycoprotein inhibitior	+	0.6742	67.42%
P-glycoprotein substrate	-	0.7134	71.34%
CYP3A4 substrate	+	0.6318	63.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8988	89.88%
CYP3A4 inhibition	-	0.6966	69.66%
CYP2C9 inhibition	-	0.6274	62.74%
CYP2C19 inhibition	-	0.7636	76.36%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.7644	76.44%
CYP2C8 inhibition	-	0.7282	72.82%
CYP inhibitory promiscuity	-	0.9550	95.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9147	91.47%
Skin irritation	-	0.6010	60.10%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6829	68.29%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5534	55.34%
skin sensitisation	-	0.7445	74.45%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5195	51.95%
Acute Oral Toxicity (c)	III	0.5089	50.89%
Estrogen receptor binding	-	0.4933	49.33%
Androgen receptor binding	-	0.6464	64.64%
Thyroid receptor binding	+	0.5588	55.88%
Glucocorticoid receptor binding	+	0.7396	73.96%
Aromatase binding	+	0.6587	65.87%
PPAR gamma	+	0.5742	57.42%
Honey bee toxicity	-	0.8255	82.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9736	97.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.90%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.63%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.76%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	91.50%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.91%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.26%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.81%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.45%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.09%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.97%	91.19%

Plants that contains it

• Acanthospermum australe

Cross-Links

• PubChem: 162995281
• LOTUS: LTS0100695
• wikiData: Q105026827