(2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-[3-[(Z)-1-(3,4-dihydroxyphenyl)-3-methoxy-3-oxoprop-1-en-2-yl]oxy-4-hydroxyphenyl]prop-2-enoyl]oxypropanoic acid

Details

• Internal ID: f287af7a-1eda-45b0-b09f-153d2999d8f8
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpyruvic acid derivatives
• IUPAC Name: (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-[3-[(Z)-1-(3,4-dihydroxyphenyl)-3-methoxy-3-oxoprop-1-en-2-yl]oxy-4-hydroxyphenyl]prop-2-enoyl]oxypropanoic acid
• InChI: InChI=1S/C28H24O12/c1-38-28(37)25(14-17-4-7-19(30)22(33)11-17)39-23-12-15(2-8-20(23)31)5-9-26(34)40-24(27(35)36)13-16-3-6-18(29)21(32)10-16/h2-12,14,24,29-33H,13H2,1H3,(H,35,36)/b9-5+,25-14-/t24-/m1/s1
• InChI Key: UJELHBDMWUGMOW-FOWWGYAWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₂
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.12677620 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9195	91.95%
Caco-2	-	0.8883	88.83%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8443	84.43%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.9140	91.40%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7573	75.73%
P-glycoprotein inhibitior	+	0.7265	72.65%
P-glycoprotein substrate	-	0.6182	61.82%
CYP3A4 substrate	+	0.5593	55.93%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8665	86.65%
CYP2C9 inhibition	-	0.5805	58.05%
CYP2C19 inhibition	-	0.6988	69.88%
CYP2D6 inhibition	-	0.8517	85.17%
CYP1A2 inhibition	+	0.6226	62.26%
CYP2C8 inhibition	+	0.7141	71.41%
CYP inhibitory promiscuity	-	0.7391	73.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7468	74.68%
Carcinogenicity (trinary)	Non-required	0.6400	64.00%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8743	87.43%
Skin irritation	-	0.7635	76.35%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7165	71.65%
Micronuclear	+	0.7618	76.18%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7888	78.88%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8123	81.23%
Acute Oral Toxicity (c)	III	0.6074	60.74%
Estrogen receptor binding	+	0.7319	73.19%
Androgen receptor binding	+	0.7966	79.66%
Thyroid receptor binding	+	0.5538	55.38%
Glucocorticoid receptor binding	+	0.7217	72.17%
Aromatase binding	-	0.5995	59.95%
PPAR gamma	+	0.5693	56.93%
Honey bee toxicity	-	0.6487	64.87%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	98.95%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.34%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.13%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.95%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.88%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	92.70%	91.49%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.22%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.75%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	89.57%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.46%	95.50%
CHEMBL3194	P02766	Transthyretin	85.13%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	84.79%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.24%	89.00%
CHEMBL4208	P20618	Proteasome component C5	82.91%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.14%	92.68%
CHEMBL2535	P11166	Glucose transporter	81.42%	98.75%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.35%	90.24%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.33%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.25%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.68%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.49%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.37%	99.15%

Plants that contains it

• Lycopus asper

Cross-Links

• PubChem: 45258781
• NPASS: NPC136856
• LOTUS: LTS0088707
• wikiData: Q105273893