[2-[(2R)-1-acetyloxy-2,3-dihydroxypropan-2-yl]-5-methylphenyl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 03efdc0f-45bf-4104-81e5-fb4393684549
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [2-[(2R)-1-acetyloxy-2,3-dihydroxypropan-2-yl]-5-methylphenyl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C17H22O6/c1-5-12(3)16(20)23-15-8-11(2)6-7-14(15)17(21,9-18)10-22-13(4)19/h5-8,18,21H,9-10H2,1-4H3/b12-5+/t17-/m1/s1
• InChI Key: OYLDHSDJNYLZNV-UPKKBRNCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	+	0.6549	65.49%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8341	83.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8669	86.69%
P-glycoprotein inhibitior	-	0.7666	76.66%
P-glycoprotein substrate	-	0.8032	80.32%
CYP3A4 substrate	-	0.5225	52.25%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.8993	89.93%
CYP3A4 inhibition	-	0.8834	88.34%
CYP2C9 inhibition	-	0.7973	79.73%
CYP2C19 inhibition	-	0.8022	80.22%
CYP2D6 inhibition	-	0.8943	89.43%
CYP1A2 inhibition	-	0.5423	54.23%
CYP2C8 inhibition	-	0.6503	65.03%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8111	81.11%
Carcinogenicity (trinary)	Non-required	0.6774	67.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.6190	61.90%
Skin irritation	-	0.7633	76.33%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4215	42.15%
Micronuclear	-	0.6186	61.86%
Hepatotoxicity	+	0.6049	60.49%
skin sensitisation	+	0.5249	52.49%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6071	60.71%
Acute Oral Toxicity (c)	III	0.4911	49.11%
Estrogen receptor binding	+	0.6567	65.67%
Androgen receptor binding	+	0.5867	58.67%
Thyroid receptor binding	-	0.5247	52.47%
Glucocorticoid receptor binding	+	0.7250	72.50%
Aromatase binding	+	0.6464	64.64%
PPAR gamma	+	0.6475	64.75%
Honey bee toxicity	-	0.8285	82.85%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9678	96.78%

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	95.34%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.66%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.23%	97.21%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.96%	89.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.64%	96.95%
CHEMBL2581	P07339	Cathepsin D	88.35%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.19%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.86%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.59%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.33%	81.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.97%	94.62%

Plants that contains it

• Eupatorium fortunei

Cross-Links

• PubChem: 162848616
• LOTUS: LTS0055296
• wikiData: Q105203380