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[(2S,3R,4R,5R,6R)-3-hydroxy-5-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] 3-(3,4-dihydroxyphenyl)propanoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 4b56da9f-c8a3-430a-a100-7c92e4d95acb
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2S,3R,4R,5R,6R)-3-hydroxy-5-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] 3-(3,4-dihydroxyphenyl)propanoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)OC)O)CO)OC(=O)CCC4=CC(=C(C=C4)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)OC)O)CO)OC(=O)CCC4=CC(=C(C=C4)O)O)O)O)O)O
InChI InChI=1S/C31H38O16/c1-14-24(38)25(39)26(40)30(43-14)47-29-27(41)31(46-23(37)10-6-15-3-7-17(33)18(34)11-15)44-21(13-32)28(29)45-22(36)9-5-16-4-8-20(42-2)19(35)12-16/h3-5,7-9,11-12,14,21,24-35,38-41H,6,10,13H2,1-2H3/b9-5+/t14-,21+,24-,25+,26+,27+,28+,29+,30-,31-/m0/s1
InChI Key NYVFUEUOKRKEEW-GVXJDIHUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H38O16
Molecular Weight 666.60 g/mol
Exact Mass 666.21598512 g/mol
Topological Polar Surface Area (TPSA) 251.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -0.80
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

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RefChem:921357
((2S,3R,4R,5R,6R)-3-hydroxy-5-((E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl)oxy-6-(hydroxymethyl)-4-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl) 3-(3,4-dihydroxyphenyl)propanoate

2D Structure

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2D Structure of [(2S,3R,4R,5R,6R)-3-hydroxy-5-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] 3-(3,4-dihydroxyphenyl)propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8088 80.88%
Caco-2 - 0.8962 89.62%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7123 71.23%
OATP2B1 inhibitior - 0.8610 86.10%
OATP1B1 inhibitior + 0.8814 88.14%
OATP1B3 inhibitior + 0.9388 93.88%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8136 81.36%
P-glycoprotein inhibitior - 0.4900 49.00%
P-glycoprotein substrate + 0.5722 57.22%
CYP3A4 substrate + 0.6739 67.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8622 86.22%
CYP3A4 inhibition - 0.6921 69.21%
CYP2C9 inhibition - 0.6853 68.53%
CYP2C19 inhibition - 0.8137 81.37%
CYP2D6 inhibition - 0.8949 89.49%
CYP1A2 inhibition - 0.8730 87.30%
CYP2C8 inhibition + 0.7963 79.63%
CYP inhibitory promiscuity - 0.7696 76.96%
UGT catelyzed + 0.7362 73.62%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7431 74.31%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9275 92.75%
Skin irritation - 0.8419 84.19%
Skin corrosion - 0.9504 95.04%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6696 66.96%
Micronuclear - 0.6167 61.67%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.8610 86.10%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.9670 96.70%
Acute Oral Toxicity (c) III 0.7542 75.42%
Estrogen receptor binding + 0.7973 79.73%
Androgen receptor binding - 0.6143 61.43%
Thyroid receptor binding - 0.4870 48.70%
Glucocorticoid receptor binding + 0.6070 60.70%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6716 67.16%
Honey bee toxicity - 0.6461 64.61%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.7969 79.69%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.70% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.42% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.50% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.57% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.45% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.65% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 93.53% 91.49%
CHEMBL3194 P02766 Transthyretin 92.51% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.40% 86.92%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.04% 95.50%
CHEMBL2581 P07339 Cathepsin D 88.79% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.56% 95.56%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 85.98% 80.78%
CHEMBL3401 O75469 Pregnane X receptor 85.12% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.68% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.57% 95.89%
CHEMBL4208 P20618 Proteasome component C5 80.88% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.73% 85.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Callicarpa macrophylla

Cross-Links

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PubChem 102158748
NPASS NPC98717