[4-[(Z)-2-methylbut-2-enoyl]oxy-3-[(2R,3R)-3-methyloxiran-2-yl]phenyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: f01a4136-598b-42fc-81ad-653f4c812405
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [4-[(Z)-2-methylbut-2-enoyl]oxy-3-[(2R,3R)-3-methyloxiran-2-yl]phenyl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1=CC(=C(C=C1)OC(=O)C(=CC)C)C2C(O2)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)OC1=CC(=C(C=C1)OC(=O)/C(=C\C)/C)[C@@H]2[C@H](O2)C
• InChI: InChI=1S/C19H22O5/c1-6-11(3)18(20)23-14-8-9-16(24-19(21)12(4)7-2)15(10-14)17-13(5)22-17/h6-10,13,17H,1-5H3/b11-6-,12-7-/t13-,17+/m1/s1
• InChI Key: MZTDCLJYPCHZFS-GUWHCGNQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.7249	72.49%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8212	82.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8268	82.68%
P-glycoprotein inhibitior	+	0.6901	69.01%
P-glycoprotein substrate	-	0.9336	93.36%
CYP3A4 substrate	+	0.5159	51.59%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.8469	84.69%
CYP2C9 inhibition	-	0.7766	77.66%
CYP2C19 inhibition	+	0.7690	76.90%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	+	0.5654	56.54%
CYP2C8 inhibition	-	0.6465	64.65%
CYP inhibitory promiscuity	+	0.7350	73.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7882	78.82%
Carcinogenicity (trinary)	Non-required	0.4776	47.76%
Eye corrosion	-	0.9537	95.37%
Eye irritation	-	0.7349	73.49%
Skin irritation	-	0.7235	72.35%
Skin corrosion	-	0.9694	96.94%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7460	74.60%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7041	70.41%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6993	69.93%
Acute Oral Toxicity (c)	III	0.4801	48.01%
Estrogen receptor binding	+	0.8018	80.18%
Androgen receptor binding	-	0.5934	59.34%
Thyroid receptor binding	-	0.5091	50.91%
Glucocorticoid receptor binding	+	0.6998	69.98%
Aromatase binding	+	0.6198	61.98%
PPAR gamma	+	0.5806	58.06%
Honey bee toxicity	-	0.7370	73.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.97%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.69%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.84%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.56%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.07%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.65%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.28%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.71%	91.07%
CHEMBL2581	P07339	Cathepsin D	81.43%	98.95%

Plants that contains it

• Pimpinella diversifolia
• Pimpinella villosa

Cross-Links

• PubChem: 163195125
• LOTUS: LTS0173063
• wikiData: Q105176031