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[(2S,3R,4R,5S,6S)-3,5-dihydroxy-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-4-yl] (E)-3-(3,4-dimethoxyphenyl)prop-2-enoate

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 4fce008f-51df-4fac-ba88-df5735bb04f6
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2S,3R,4R,5S,6S)-3,5-dihydroxy-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-4-yl] (E)-3-(3,4-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)OC(=O)C=CC6=CC(=C(C=C6)OC)OC)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)OC(=O)/C=C/C6=CC(=C(C=C6)OC)OC)O
InChI InChI=1S/C32H42O17/c1-13-21(36)27(46-19(35)7-5-14-4-6-16(41-2)17(10-14)42-3)25(40)31(44-13)47-26-15-8-9-43-29(20(15)32(12-34)28(26)49-32)48-30-24(39)23(38)22(37)18(11-33)45-30/h4-10,13,15,18,20-31,33-34,36-40H,11-12H2,1-3H3/b7-5+/t13-,15+,18+,20+,21-,22+,23-,24+,25+,26-,27+,28-,29-,30-,31-,32+/m0/s1
InChI Key ATVXWIBQUWJBAT-LMNGJMAOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O17
Molecular Weight 698.70 g/mol
Exact Mass 698.24219987 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -2.46
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5S,6S)-3,5-dihydroxy-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-4-yl] (E)-3-(3,4-dimethoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6256 62.56%
Caco-2 - 0.8771 87.71%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5357 53.57%
OATP2B1 inhibitior - 0.8622 86.22%
OATP1B1 inhibitior + 0.8343 83.43%
OATP1B3 inhibitior + 0.9542 95.42%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7331 73.31%
P-glycoprotein inhibitior + 0.6203 62.03%
P-glycoprotein substrate + 0.6031 60.31%
CYP3A4 substrate + 0.6983 69.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8707 87.07%
CYP3A4 inhibition - 0.9126 91.26%
CYP2C9 inhibition - 0.8869 88.69%
CYP2C19 inhibition - 0.7856 78.56%
CYP2D6 inhibition - 0.8964 89.64%
CYP1A2 inhibition - 0.8312 83.12%
CYP2C8 inhibition + 0.7112 71.12%
CYP inhibitory promiscuity - 0.7143 71.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5949 59.49%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9241 92.41%
Skin irritation - 0.7890 78.90%
Skin corrosion - 0.9424 94.24%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8445 84.45%
Micronuclear + 0.5133 51.33%
Hepatotoxicity - 0.7657 76.57%
skin sensitisation - 0.8119 81.19%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8645 86.45%
Acute Oral Toxicity (c) III 0.5253 52.53%
Estrogen receptor binding + 0.7453 74.53%
Androgen receptor binding + 0.5211 52.11%
Thyroid receptor binding + 0.5313 53.13%
Glucocorticoid receptor binding + 0.6721 67.21%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7065 70.65%
Honey bee toxicity - 0.7060 70.60%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.7434 74.34%

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 99.08% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.67% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.38% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.50% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.49% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.34% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.10% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.21% 85.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.09% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.26% 99.17%
CHEMBL4208 P20618 Proteasome component C5 86.07% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.19% 86.92%
CHEMBL1951 P21397 Monoamine oxidase A 84.64% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 83.78% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.19% 91.07%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 83.04% 98.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.73% 96.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.27% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.43% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.88% 94.00%

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.
Verbascum thapsus

Cross-Links

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PubChem 15736679
LOTUS LTS0103611
wikiData Q104918720