(2R)-2-[(E)-3-[2-[(E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-1-(3,4-dihydroxyphenyl)-3-oxoprop-1-en-2-yl]-4,5-dihydroxyphenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid

Details

• Internal ID: 59222bac-9110-425c-adc6-dfaafde93d07
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (2R)-2-[(E)-3-[2-[(E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-1-(3,4-dihydroxyphenyl)-3-oxoprop-1-en-2-yl]-4,5-dihydroxyphenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
• SMILES (Canonical): C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2C(=CC3=CC(=C(C=C3)O)O)C(=O)OC(CC4=CC(=C(C=C4)O)O)C(=O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)/C=C/C2=CC(=C(C=C2/C(=C\C3=CC(=C(C=C3)O)O)/C(=O)O[C@H](CC4=CC(=C(C=C4)O)O)C(=O)O)O)O)O)O
• InChI: InChI=1S/C36H30O16/c37-23-5-1-17(10-26(23)40)9-22(36(50)52-32(35(48)49)14-19-3-7-25(39)28(42)12-19)21-16-30(44)29(43)15-20(21)4-8-33(45)51-31(34(46)47)13-18-2-6-24(38)27(41)11-18/h1-12,15-16,31-32,37-44H,13-14H2,(H,46,47)(H,48,49)/b8-4+,22-9+/t31-,32-/m1/s1
• InChI Key: MWNFNYUUCOWPEJ-ZNFWSGAMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₀O₁₆
• Molecular Weight: 718.60 g/mol
• Exact Mass: 718.15338487 g/mol
• Topological Polar Surface Area (TPSA): 289.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9114	91.14%
Caco-2	-	0.8952	89.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8226	82.26%
OATP2B1 inhibitior	-	0.5636	56.36%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7269	72.69%
P-glycoprotein inhibitior	+	0.7582	75.82%
P-glycoprotein substrate	-	0.7298	72.98%
CYP3A4 substrate	+	0.5369	53.69%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.8612	86.12%
CYP3A4 inhibition	-	0.8877	88.77%
CYP2C9 inhibition	-	0.6613	66.13%
CYP2C19 inhibition	-	0.8200	82.00%
CYP2D6 inhibition	-	0.8707	87.07%
CYP1A2 inhibition	-	0.5053	50.53%
CYP2C8 inhibition	+	0.6427	64.27%
CYP inhibitory promiscuity	-	0.6711	67.11%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8020	80.20%
Carcinogenicity (trinary)	Non-required	0.6343	63.43%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8669	86.69%
Skin irritation	-	0.7487	74.87%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7132	71.32%
Micronuclear	+	0.7318	73.18%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.5572	55.72%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7514	75.14%
Acute Oral Toxicity (c)	III	0.6075	60.75%
Estrogen receptor binding	+	0.7655	76.55%
Androgen receptor binding	+	0.9049	90.49%
Thyroid receptor binding	-	0.4898	48.98%
Glucocorticoid receptor binding	+	0.5538	55.38%
Aromatase binding	-	0.5243	52.43%
PPAR gamma	+	0.6917	69.17%
Honey bee toxicity	-	0.6830	68.30%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.25%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.07%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.37%	98.95%
CHEMBL3194	P02766	Transthyretin	93.85%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.04%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.38%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.21%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.01%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.90%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.54%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.59%	91.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.98%	99.15%
CHEMBL2535	P11166	Glucose transporter	84.64%	98.75%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.34%	90.24%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.34%	95.17%
CHEMBL221	P23219	Cyclooxygenase-1	81.26%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	80.67%	94.73%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 163105121
• LOTUS: LTS0146975
• wikiData: Q105173668