[2-(1-Acetyloxy-2,3-dihydroxypropan-2-yl)-5-methylphenyl] 2-methylpropanoate

Details

• Internal ID: 9a72a465-4fa0-4d20-98fc-be8c86976026
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [2-(1-acetyloxy-2,3-dihydroxypropan-2-yl)-5-methylphenyl] 2-methylpropanoate
• SMILES (Canonical): CC1=CC(=C(C=C1)C(CO)(COC(=O)C)O)OC(=O)C(C)C
• SMILES (Isomeric): CC1=CC(=C(C=C1)C(CO)(COC(=O)C)O)OC(=O)C(C)C
• InChI: InChI=1S/C16H22O6/c1-10(2)15(19)22-14-7-11(3)5-6-13(14)16(20,8-17)9-21-12(4)18/h5-7,10,17,20H,8-9H2,1-4H3
• InChI Key: LDUOKSYTKFFOFV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₆
• Molecular Weight: 310.34 g/mol
• Exact Mass: 310.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.30
• 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	+	0.9707	97.07%
Caco-2	+	0.6632	66.32%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8934	89.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6131	61.31%
P-glycoprotein inhibitior	-	0.8570	85.70%
P-glycoprotein substrate	-	0.7863	78.63%
CYP3A4 substrate	-	0.5690	56.90%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.8710	87.10%
CYP3A4 inhibition	-	0.9218	92.18%
CYP2C9 inhibition	-	0.9099	90.99%
CYP2C19 inhibition	-	0.9390	93.90%
CYP2D6 inhibition	-	0.9504	95.04%
CYP1A2 inhibition	-	0.5712	57.12%
CYP2C8 inhibition	-	0.7990	79.90%
CYP inhibitory promiscuity	-	0.9825	98.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7832	78.32%
Carcinogenicity (trinary)	Non-required	0.6397	63.97%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.7272	72.72%
Skin irritation	-	0.7975	79.75%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6503	65.03%
Micronuclear	-	0.6927	69.27%
Hepatotoxicity	+	0.6227	62.27%
skin sensitisation	-	0.5973	59.73%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4936	49.36%
Acute Oral Toxicity (c)	III	0.6283	62.83%
Estrogen receptor binding	+	0.6783	67.83%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	-	0.5412	54.12%
Glucocorticoid receptor binding	+	0.6037	60.37%
Aromatase binding	+	0.5951	59.51%
PPAR gamma	-	0.5361	53.61%
Honey bee toxicity	-	0.8530	85.30%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9297	92.97%

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	96.67%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.41%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.94%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.95%	89.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.73%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.29%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.02%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.72%	85.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.53%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.31%	90.93%

Plants that contains it

• Ageratina glechonophylla

Cross-Links

• PubChem: 162901526
• LOTUS: LTS0051634
• wikiData: Q105150381