[(2R)-2-(2-hydroxy-4-methylphenyl)-2-methoxypropyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 85ac36f4-3cf3-4255-9ed6-72b546edd2f9
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzylethers
• IUPAC Name: [(2R)-2-(2-hydroxy-4-methylphenyl)-2-methoxypropyl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC(C)(C1=C(C=C(C=C1)C)O)OC
• SMILES (Isomeric): C/C=C(/C)\C(=O)OC[C@@](C)(C1=C(C=C(C=C1)C)O)OC
• InChI: InChI=1S/C16H22O4/c1-6-12(3)15(18)20-10-16(4,19-5)13-8-7-11(2)9-14(13)17/h6-9,17H,10H2,1-5H3/b12-6-/t16-/m0/s1
• InChI Key: DLYGIKVZDGBGDN-VDTUPGDHSA-N
• Popularity: 0 references 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): 55.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	+	0.9212	92.12%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8398	83.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9284	92.84%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7289	72.89%
P-glycoprotein inhibitior	-	0.8264	82.64%
P-glycoprotein substrate	-	0.8737	87.37%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.8274	82.74%
CYP2C9 inhibition	-	0.7129	71.29%
CYP2C19 inhibition	-	0.5888	58.88%
CYP2D6 inhibition	-	0.9039	90.39%
CYP1A2 inhibition	+	0.6102	61.02%
CYP2C8 inhibition	-	0.6650	66.50%
CYP inhibitory promiscuity	-	0.7374	73.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8171	81.71%
Carcinogenicity (trinary)	Non-required	0.6182	61.82%
Eye corrosion	-	0.9878	98.78%
Eye irritation	+	0.8142	81.42%
Skin irritation	-	0.7361	73.61%
Skin corrosion	-	0.9783	97.83%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4828	48.28%
Micronuclear	-	0.7245	72.45%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.6022	60.22%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5863	58.63%
Acute Oral Toxicity (c)	III	0.5880	58.80%
Estrogen receptor binding	+	0.5899	58.99%
Androgen receptor binding	+	0.5800	58.00%
Thyroid receptor binding	+	0.5312	53.12%
Glucocorticoid receptor binding	-	0.7403	74.03%
Aromatase binding	+	0.5607	56.07%
PPAR gamma	-	0.6239	62.39%
Honey bee toxicity	-	0.9042	90.42%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9827	98.27%

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	94.21%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.19%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.29%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.18%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.01%	90.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.84%	96.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.80%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.71%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.44%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.43%	94.00%
CHEMBL2535	P11166	Glucose transporter	81.31%	98.75%

Plants that contains it

• Eupatorium cannabinum
• Eupatorium fortunei

Cross-Links

• PubChem: 162887203
• LOTUS: LTS0188063
• wikiData: Q104984852