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[(2R,3S,4R,5S,6S)-3-acetyloxy-5-hydroxy-2-[[(1S,2S,4S,5S,6R,10R)-2-(hydroxymethyl)-10-[(2S,3S,4R,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-(2-hydroxy-3-methoxyphenyl)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 24c6fc00-c388-414f-b350-40bb77f6d38c
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids
IUPAC Name [(2R,3S,4R,5S,6S)-3-acetyloxy-5-hydroxy-2-[[(1S,2S,4S,5S,6R,10R)-2-(hydroxymethyl)-10-[(2S,3S,4R,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-(2-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C)OC(=O)C=CC6=C(C(=CC=C6)OC)O)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)OC(=O)C)OC(=O)/C=C/C6=C(C(=CC=C6)OC)O)O
InChI InChI=1S/C33H42O18/c1-13-21(38)27(48-19(37)8-7-15-5-4-6-17(43-3)22(15)39)28(46-14(2)36)32(45-13)49-26-16-9-10-44-30(20(16)33(12-35)29(26)51-33)50-31-25(42)24(41)23(40)18(11-34)47-31/h4-10,13,16,18,20-21,23-32,34-35,38-42H,11-12H2,1-3H3/b8-7+/t13-,16+,18+,20+,21-,23+,24+,25-,26-,27+,28-,29-,30+,31-,32+,33+/m0/s1
InChI Key YVOGRPNRFIQCKB-WJEKYDPISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H42O18
Molecular Weight 726.70 g/mol
Exact Mass 726.23711449 g/mol
Topological Polar Surface Area (TPSA) 262.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -2.19
H-Bond Acceptor 18
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 [(2R,3S,4R,5S,6S)-3-acetyloxy-5-hydroxy-2-[[(1S,2S,4S,5S,6R,10R)-2-(hydroxymethyl)-10-[(2S,3S,4R,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-(2-hydroxy-3-methoxyphenyl)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 + 0.5644 56.44%
Caco-2 - 0.8821 88.21%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.4986 49.86%
OATP2B1 inhibitior - 0.7184 71.84%
OATP1B1 inhibitior + 0.7924 79.24%
OATP1B3 inhibitior + 0.9529 95.29%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6800 68.00%
P-glycoprotein inhibitior + 0.6478 64.78%
P-glycoprotein substrate + 0.6741 67.41%
CYP3A4 substrate + 0.7254 72.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8719 87.19%
CYP3A4 inhibition - 0.8834 88.34%
CYP2C9 inhibition - 0.8647 86.47%
CYP2C19 inhibition - 0.8166 81.66%
CYP2D6 inhibition - 0.9170 91.70%
CYP1A2 inhibition - 0.8564 85.64%
CYP2C8 inhibition + 0.7279 72.79%
CYP inhibitory promiscuity - 0.7989 79.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5977 59.77%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9201 92.01%
Skin irritation - 0.7954 79.54%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4021 40.21%
Micronuclear + 0.5333 53.33%
Hepatotoxicity - 0.7591 75.91%
skin sensitisation - 0.8142 81.42%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6550 65.50%
Acute Oral Toxicity (c) III 0.5060 50.60%
Estrogen receptor binding + 0.7649 76.49%
Androgen receptor binding + 0.5261 52.61%
Thyroid receptor binding + 0.5441 54.41%
Glucocorticoid receptor binding + 0.6806 68.06%
Aromatase binding - 0.5102 51.02%
PPAR gamma + 0.7159 71.59%
Honey bee toxicity - 0.6764 67.64%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8062 80.62%

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 99.57% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.49% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.51% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.81% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.70% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.58% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.78% 89.00%
CHEMBL2581 P07339 Cathepsin D 93.56% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.84% 94.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.37% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.42% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.07% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 84.81% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.97% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.83% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 81.47% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.45% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 80.28% 91.19%

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.
Scrophularia nodosa

Cross-Links

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PubChem 163067506
LOTUS LTS0186518
wikiData Q105365729