(3,4-Dihydroxy-5-methyl-2-propan-2-ylphenyl) acetate

Details

• Internal ID: f4f6fe5f-1032-439a-81b5-11be76214374
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: (3,4-dihydroxy-5-methyl-2-propan-2-ylphenyl) acetate
• SMILES (Canonical): CC1=CC(=C(C(=C1O)O)C(C)C)OC(=O)C
• SMILES (Isomeric): CC1=CC(=C(C(=C1O)O)C(C)C)OC(=O)C
• InChI: InChI=1S/C12H16O4/c1-6(2)10-9(16-8(4)13)5-7(3)11(14)12(10)15/h5-6,14-15H,1-4H3
• InChI Key: LUQKEEYCYFXGGE-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	+	0.5480	54.80%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9094	90.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.9107	91.07%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8425	84.25%
P-glycoprotein inhibitior	-	0.9625	96.25%
P-glycoprotein substrate	-	0.9426	94.26%
CYP3A4 substrate	-	0.6223	62.23%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8461	84.61%
CYP3A4 inhibition	-	0.9402	94.02%
CYP2C9 inhibition	-	0.8980	89.80%
CYP2C19 inhibition	-	0.9389	93.89%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.7766	77.66%
CYP2C8 inhibition	-	0.9172	91.72%
CYP inhibitory promiscuity	-	0.9124	91.24%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.7434	74.34%
Carcinogenicity (trinary)	Non-required	0.6816	68.16%
Eye corrosion	-	0.8722	87.22%
Eye irritation	+	0.8827	88.27%
Skin irritation	-	0.5901	59.01%
Skin corrosion	-	0.8647	86.47%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7343	73.43%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.7660	76.60%
skin sensitisation	-	0.6885	68.85%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5510	55.10%
Acute Oral Toxicity (c)	III	0.6763	67.63%
Estrogen receptor binding	+	0.7134	71.34%
Androgen receptor binding	+	0.6145	61.45%
Thyroid receptor binding	-	0.6186	61.86%
Glucocorticoid receptor binding	-	0.4740	47.40%
Aromatase binding	-	0.7368	73.68%
PPAR gamma	-	0.7660	76.60%
Honey bee toxicity	-	0.8128	81.28%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.90%	97.21%
CHEMBL2581	P07339	Cathepsin D	93.16%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.25%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.70%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.52%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.19%	93.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.93%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.57%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.77%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.08%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.25%	94.45%

Plants that contains it

• Antiphiona pinnatisecta
• Brucea mollis
• Euptelea polyandra
• Streptoglossa decurrens

Cross-Links

• PubChem: 14287134
• NPASS: NPC169957
• LOTUS: LTS0057051
• wikiData: Q105157582