[(1S)-1-[4-hydroxy-3-(3-methylbut-2-enoyl)phenyl]ethyl] (Z)-4-acetyloxy-2-methylbut-2-enoate

Details

• Internal ID: fde11532-4934-49e2-b035-d2aa0db176d3
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyloxycarbonyls
• IUPAC Name: [(1S)-1-[4-hydroxy-3-(3-methylbut-2-enoyl)phenyl]ethyl] (Z)-4-acetyloxy-2-methylbut-2-enoate
• InChI: InChI=1S/C20H24O6/c1-12(2)10-19(23)17-11-16(6-7-18(17)22)14(4)26-20(24)13(3)8-9-25-15(5)21/h6-8,10-11,14,22H,9H2,1-5H3/b13-8-/t14-/m0/s1
• InChI Key: MOFNRDJYPKCEHH-MQJVFOOVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6863	68.63%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9188	91.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9066	90.66%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4605	46.05%
P-glycoprotein inhibitior	+	0.5998	59.98%
P-glycoprotein substrate	-	0.7719	77.19%
CYP3A4 substrate	-	0.5319	53.19%
CYP2C9 substrate	-	0.5841	58.41%
CYP2D6 substrate	-	0.8919	89.19%
CYP3A4 inhibition	-	0.8410	84.10%
CYP2C9 inhibition	+	0.5997	59.97%
CYP2C19 inhibition	+	0.7470	74.70%
CYP2D6 inhibition	-	0.7280	72.80%
CYP1A2 inhibition	+	0.8153	81.53%
CYP2C8 inhibition	-	0.8563	85.63%
CYP inhibitory promiscuity	-	0.6276	62.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6429	64.29%
Carcinogenicity (trinary)	Non-required	0.7479	74.79%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.5687	56.87%
Skin irritation	-	0.6898	68.98%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5436	54.36%
Micronuclear	-	0.5926	59.26%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.6052	60.52%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.6651	66.51%
Acute Oral Toxicity (c)	III	0.5583	55.83%
Estrogen receptor binding	+	0.8118	81.18%
Androgen receptor binding	+	0.6544	65.44%
Thyroid receptor binding	+	0.5759	57.59%
Glucocorticoid receptor binding	+	0.6628	66.28%
Aromatase binding	-	0.5682	56.82%
PPAR gamma	+	0.7103	71.03%
Honey bee toxicity	-	0.8316	83.16%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.07%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.32%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.38%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.90%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.21%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL2535	P11166	Glucose transporter	82.25%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.06%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.31%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.94%	91.19%

Plants that contains it

• Trichogonia campestris
• Trichogonia villosa

Cross-Links

• PubChem: 162925036
• LOTUS: LTS0056671
• wikiData: Q105168871