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[(2R,3R,4S,5R,6R)-5-acetyloxy-4-[(2S,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-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 4c470041-f2e0-4314-b466-bc589f6cf3c1
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2R,3R,4S,5R,6R)-5-acetyloxy-4-[(2S,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C)OCCC3=CC(=C(C=C3)O)O)CO)OC(=O)C=CC4=CC(=C(C=C4)O)OC)O)O)OC(=O)C
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)OCCC3=CC(=C(C=C3)O)O)CO)OC(=O)/C=C/C4=CC(=C(C=C4)O)OC)O)O)OC(=O)C
InChI InChI=1S/C34H42O17/c1-16-29(47-17(2)36)27(42)28(43)33(46-16)51-31-30(50-26(41)10-7-19-6-9-22(39)24(14-19)44-4)25(15-35)49-34(32(31)48-18(3)37)45-12-11-20-5-8-21(38)23(40)13-20/h5-10,13-14,16,25,27-35,38-40,42-43H,11-12,15H2,1-4H3/b10-7+/t16-,25+,27-,28+,29-,30+,31-,32+,33-,34+/m0/s1
InChI Key NQUDAZSWODHMNU-NCJZNUSPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O17
Molecular Weight 722.70 g/mol
Exact Mass 722.24219987 g/mol
Topological Polar Surface Area (TPSA) 246.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.43
H-Bond Acceptor 17
H-Bond Donor 6
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-5-acetyloxy-4-[(2S,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-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 - 0.6870 68.70%
Caco-2 - 0.8811 88.11%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8089 80.89%
OATP2B1 inhibitior - 0.7162 71.62%
OATP1B1 inhibitior + 0.8639 86.39%
OATP1B3 inhibitior + 0.9238 92.38%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8362 83.62%
P-glycoprotein inhibitior + 0.7111 71.11%
P-glycoprotein substrate + 0.5065 50.65%
CYP3A4 substrate + 0.6845 68.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8646 86.46%
CYP3A4 inhibition - 0.8497 84.97%
CYP2C9 inhibition - 0.7623 76.23%
CYP2C19 inhibition - 0.8300 83.00%
CYP2D6 inhibition - 0.9143 91.43%
CYP1A2 inhibition - 0.8597 85.97%
CYP2C8 inhibition + 0.7947 79.47%
CYP inhibitory promiscuity - 0.8330 83.30%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6544 65.44%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9216 92.16%
Skin irritation - 0.8695 86.95%
Skin corrosion - 0.9608 96.08%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7128 71.28%
Micronuclear - 0.6567 65.67%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8730 87.30%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.9080 90.80%
Acute Oral Toxicity (c) III 0.7375 73.75%
Estrogen receptor binding + 0.8093 80.93%
Androgen receptor binding - 0.5243 52.43%
Thyroid receptor binding + 0.5377 53.77%
Glucocorticoid receptor binding + 0.7129 71.29%
Aromatase binding + 0.5301 53.01%
PPAR gamma + 0.7414 74.14%
Honey bee toxicity - 0.6483 64.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8028 80.28%

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 99.73% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.06% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.76% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.07% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.19% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.39% 99.17%
CHEMBL3194 P02766 Transthyretin 93.16% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.02% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 90.75% 94.73%
CHEMBL2581 P07339 Cathepsin D 89.51% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.97% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.97% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.62% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.17% 97.36%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 84.94% 80.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.38% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 82.47% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.40% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.90% 85.14%
CHEMBL4208 P20618 Proteasome component C5 81.79% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.55% 95.89%

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.
Penstemon crandallii

Cross-Links

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PubChem 101929520
LOTUS LTS0178611
wikiData Q105184077