Phenethyl tiglate

Details

• Internal ID: ccd2466f-bddd-4104-bbd5-77d3611f36ae
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: 2-phenylethyl (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCCC1=CC=CC=C1
• SMILES (Isomeric): C/C=C(\C)/C(=O)OCCC1=CC=CC=C1
• InChI: InChI=1S/C13H16O2/c1-3-11(2)13(14)15-10-9-12-7-5-4-6-8-12/h3-8H,9-10H2,1-2H3/b11-3+
• InChI Key: KVMWYGAYARXPOL-QDEBKDIKSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.26 g/mol
• Exact Mass: 204.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 55719-85-2
• 2-Phenylethyl tiglate
• Phenylethyl tiglate
• Phenethyl 2-methylcrotonate
• 2-phenylethyl (E)-2-methylbut-2-enoate
• FEMA No. 2870
• FEMA 2870
• 2-Butenoic acid, 2-methyl-, 2-phenylethyl ester, (2E)-
• 2-Butenoic acid, 2-methyl-, 2-phenylethyl ester, (E)-
• Benzylcarbinyl tiglate
• DTXSID8047684
• Phenyl ethyl tiglate
• NSC-69122
• 121LO7146V
• Phenylethyl-alpha-methylbutenoate
• 2-Phenylethyl trans-2-methylbutenoate
• 2-Phenylethyl trans-2,3-dimethylacrylate
• 2-BUTENOIC ACID, 2-METHYL-, PHENETHYL ESTER
• EINECS 259-774-5
• BRN 2523411
• AI3-05783
• 2-Phenylethyl 2-methyl-2-butenoate, (E)-
• UNII-121LO7146V
• Fema2870
• Phenyl ethyl angelate, 2-
• 1-06-00-00238 (Beilstein Handbook Reference)
• SCHEMBL872900
• SCHEMBL873497
• CHEMBL3560718
• DTXCID6027684
• PHENETHYL TIGLATE [FHFI]
• CHEBI:195940
• KVMWYGAYARXPOL-QDEBKDIKSA-N
• .BETA.-PHENYLETHYL TIGLATE
• NSC69122
• Tox21_302686
• (E)-phenethyl 2-methylbut-2-enoate
• NCGC00256845-01
• 2-phenylethyl (2E)-2-methylbut-2-enoate
• CAS-55719-85-2
• Phenethyl tiglate, >=95%, stabilized, FG
• EN300-23051428
• 2-Butenoic acid,2-methyl-,2-phenylethyl ester,(2E)-
• Q27251355

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.9558	95.58%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7271	72.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5729	57.29%
P-glycoprotein inhibitior	-	0.9586	95.86%
P-glycoprotein substrate	-	0.9387	93.87%
CYP3A4 substrate	-	0.6208	62.08%
CYP2C9 substrate	-	0.5735	57.35%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.8826	88.26%
CYP2C9 inhibition	-	0.9237	92.37%
CYP2C19 inhibition	-	0.8107	81.07%
CYP2D6 inhibition	-	0.9001	90.01%
CYP1A2 inhibition	-	0.6264	62.64%
CYP2C8 inhibition	-	0.6857	68.57%
CYP inhibitory promiscuity	+	0.5853	58.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6528	65.28%
Carcinogenicity (trinary)	Non-required	0.6045	60.45%
Eye corrosion	-	0.6511	65.11%
Eye irritation	+	0.8615	86.15%
Skin irritation	+	0.4915	49.15%
Skin corrosion	-	0.9914	99.14%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9315	93.15%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.8546	85.46%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.6551	65.51%
Acute Oral Toxicity (c)	III	0.9164	91.64%
Estrogen receptor binding	-	0.5789	57.89%
Androgen receptor binding	-	0.4851	48.51%
Thyroid receptor binding	-	0.7411	74.11%
Glucocorticoid receptor binding	-	0.7655	76.55%
Aromatase binding	+	0.5862	58.62%
PPAR gamma	-	0.9263	92.63%
Honey bee toxicity	-	0.8877	88.77%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9144	91.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.04%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.94%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.47%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.00%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.51%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.88%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.49%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.86%	95.50%

Plants that contains it

• Achillea abrotanoides
• Pelargonium vitifolium
• Persicaria hydropiper
• Plumeria rubra

Cross-Links

• PubChem: 5357002
• LOTUS: LTS0116715
• wikiData: Q27251355