[2-[(5,6-dimethylcyclohexa-1,5-dien-1-yl)methyl]-4-methylfuran-3-yl]methyl (Z)-2-methylbut-2-enoate

Details

• Internal ID: ac9cc69a-40c3-4df1-a012-ba94f552cdb2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [2-[(5,6-dimethylcyclohexa-1,5-dien-1-yl)methyl]-4-methylfuran-3-yl]methyl (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1=C(OC=C1C)CC2=CCCC(=C2C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)OCC1=C(OC=C1C)CC2=CCCC(=C2C)C
• InChI: InChI=1S/C20H26O3/c1-6-13(2)20(21)23-12-18-15(4)11-22-19(18)10-17-9-7-8-14(3)16(17)5/h6,9,11H,7-8,10,12H2,1-5H3/b13-6-
• InChI Key: UJGRCUGTCSQZMV-MLPAPPSSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 5.20
• H-Bond Acceptor: 3
• 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	+	0.9963	99.63%
Caco-2	+	0.9049	90.49%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7518	75.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8743	87.43%
P-glycoprotein inhibitior	-	0.5120	51.20%
P-glycoprotein substrate	-	0.8829	88.29%
CYP3A4 substrate	+	0.5626	56.26%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.5813	58.13%
CYP2C9 inhibition	-	0.6581	65.81%
CYP2C19 inhibition	+	0.6057	60.57%
CYP2D6 inhibition	-	0.8955	89.55%
CYP1A2 inhibition	+	0.7278	72.78%
CYP2C8 inhibition	+	0.5115	51.15%
CYP inhibitory promiscuity	+	0.8113	81.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7628	76.28%
Carcinogenicity (trinary)	Non-required	0.5649	56.49%
Eye corrosion	-	0.9732	97.32%
Eye irritation	-	0.7769	77.69%
Skin irritation	-	0.7420	74.20%
Skin corrosion	-	0.9809	98.09%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8874	88.74%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6551	65.51%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5420	54.20%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.6715	67.15%
Acute Oral Toxicity (c)	III	0.4767	47.67%
Estrogen receptor binding	-	0.5581	55.81%
Androgen receptor binding	+	0.5757	57.57%
Thyroid receptor binding	+	0.5302	53.02%
Glucocorticoid receptor binding	+	0.6610	66.10%
Aromatase binding	-	0.6156	61.56%
PPAR gamma	+	0.6470	64.70%
Honey bee toxicity	-	0.8154	81.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	97.24%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.76%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.65%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.50%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.04%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.79%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.70%	98.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.86%	85.00%
CHEMBL4208	P20618	Proteasome component C5	85.93%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.11%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.10%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.35%	97.21%

Plants that contains it

• Euryops hebecarpus
• Euryops jacksonii

Cross-Links

• PubChem: 15627961
• LOTUS: LTS0018991
• wikiData: Q105273924