[(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: e3938e2d-3b1e-4acd-9bcc-e998efe957d0
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)OC(=O)C=CC4=CC(=C(C(=C4)OC)O)OC)CO)OC5C(C(C(C(O5)CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)CO)O)OC(=O)/C=C/C4=CC(=C(C(=C4)OC)O)OC)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O
• InChI: InChI=1S/C40H52O24/c1-54-19-9-17(10-20(55-2)28(19)46)5-7-26(44)58-15-25-31(49)34(52)36(62-38-35(53)33(51)30(48)23(13-41)59-38)39(60-25)64-40(16-43)37(32(50)24(14-42)63-40)61-27(45)8-6-18-11-21(56-3)29(47)22(12-18)57-4/h5-12,23-25,30-39,41-43,46-53H,13-16H2,1-4H3/b7-5+,8-6+/t23-,24-,25-,30-,31-,32-,33+,34+,35-,36-,37+,38+,39-,40+/m1/s1
• InChI Key: RRGHLTAMGZOEOR-NVGCNXCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₂O₂₄
• Molecular Weight: 916.80 g/mol
• Exact Mass: 916.28485252 g/mol
• Topological Polar Surface Area (TPSA): 358.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.60
• H-Bond Acceptor: 24
• H-Bond Donor: 11
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7827	78.27%
Caco-2	-	0.8729	87.29%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7023	70.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8191	81.91%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8770	87.70%
P-glycoprotein inhibitior	+	0.7204	72.04%
P-glycoprotein substrate	-	0.5757	57.57%
CYP3A4 substrate	+	0.6697	66.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.7802	78.02%
CYP2C9 inhibition	-	0.8269	82.69%
CYP2C19 inhibition	-	0.8158	81.58%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.7109	71.09%
CYP inhibitory promiscuity	-	0.7421	74.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6433	64.33%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6735	67.35%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.8569	85.69%
skin sensitisation	-	0.8251	82.51%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8620	86.20%
Acute Oral Toxicity (c)	III	0.6316	63.16%
Estrogen receptor binding	+	0.8101	81.01%
Androgen receptor binding	+	0.6462	64.62%
Thyroid receptor binding	+	0.5641	56.41%
Glucocorticoid receptor binding	+	0.6272	62.72%
Aromatase binding	+	0.6024	60.24%
PPAR gamma	+	0.7444	74.44%
Honey bee toxicity	-	0.6617	66.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9374	93.74%

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	99.43%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.30%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.76%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.58%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.69%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.03%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.41%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.64%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	88.63%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.39%	96.61%
CHEMBL3194	P02766	Transthyretin	86.15%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.56%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.13%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.07%	96.90%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.01%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	82.99%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.30%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.82%	94.33%

Plants that contains it

• Polygala karensium

Cross-Links

• PubChem: 11320525
• LOTUS: LTS0268792
• wikiData: Q105244019