Monaspilosin

Details

• Internal ID: 3c06d677-f04c-4b69-80b3-c037e5f1f022
• Taxonomy: Benzenoids > Phenols > Tyrosols and derivatives
• IUPAC Name: 2-(4-hydroxyphenyl)ethyl 2-phenylacetate
• InChI: InChI=1S/C16H16O3/c17-15-8-6-13(7-9-15)10-11-19-16(18)12-14-4-2-1-3-5-14/h1-9,17H,10-12H2
• InChI Key: LEHFWRIESDDBMM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 2-(4-hydroxyphenyl)ethyl 2-phenylacetate
• RefChem:159481
• 1040756-53-3
• CHEBI:199052

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7882	78.82%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.9014	90.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5304	53.04%
P-glycoprotein inhibitior	-	0.9604	96.04%
P-glycoprotein substrate	-	0.9301	93.01%
CYP3A4 substrate	-	0.5671	56.71%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7845	78.45%
CYP3A4 inhibition	-	0.8915	89.15%
CYP2C9 inhibition	-	0.6156	61.56%
CYP2C19 inhibition	+	0.7905	79.05%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.5979	59.79%
CYP2C8 inhibition	+	0.8508	85.08%
CYP inhibitory promiscuity	-	0.7061	70.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8241	82.41%
Carcinogenicity (trinary)	Non-required	0.6458	64.58%
Eye corrosion	-	0.9827	98.27%
Eye irritation	+	0.9386	93.86%
Skin irritation	-	0.9010	90.10%
Skin corrosion	-	0.9930	99.30%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6553	65.53%
Micronuclear	-	0.8256	82.56%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9051	90.51%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.7103	71.03%
Acute Oral Toxicity (c)	III	0.5970	59.70%
Estrogen receptor binding	+	0.7425	74.25%
Androgen receptor binding	+	0.5733	57.33%
Thyroid receptor binding	-	0.7459	74.59%
Glucocorticoid receptor binding	-	0.6054	60.54%
Aromatase binding	-	0.5538	55.38%
PPAR gamma	+	0.5809	58.09%
Honey bee toxicity	-	0.9047	90.47%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9744	97.44%

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	99.25%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.79%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.07%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.01%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.46%	91.11%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.67%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.94%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	84.83%	90.17%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.46%	92.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.22%	95.56%
CHEMBL3891	P07384	Calpain 1	82.64%	93.04%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	82.00%	100.00%
CHEMBL3761	Q9HCG7	Beta-glucosidase	80.45%	99.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24850763
• LOTUS: LTS0022381
• wikiData: Q75064168