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[(2S,3R,4R,5S,6S)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-5-hydroxy-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-dihydroxyphenyl)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 66695a1b-05aa-4c8c-a917-359fdc6c1427
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2S,3R,4R,5S,6S)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-5-hydroxy-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-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H44O20/c1-16-28(48)33(55-25(46)8-4-17-2-6-20(42)22(44)12-17)34(56-26(47)9-5-18-3-7-21(43)23(45)13-18)38(53-16)57-32-19-10-11-52-36(27(19)39(15-41)35(32)59-39)58-37-31(51)30(50)29(49)24(14-40)54-37/h2-13,16,19,24,27-38,40-45,48-51H,14-15H2,1H3/b8-4+,9-5+/t16-,19+,24+,27+,28-,29+,30-,31+,32-,33+,34+,35-,36-,37-,38-,39+/m0/s1
InChI Key KHFFJEIOVZPCNE-KCDNXUOOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H44O20
Molecular Weight 832.80 g/mol
Exact Mass 832.24259379 g/mol
Topological Polar Surface Area (TPSA) 314.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -1.39
H-Bond Acceptor 20
H-Bond Donor 10
Rotatable Bonds 12

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-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-5-hydroxy-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-dihydroxyphenyl)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 + 0.5526 55.26%
Caco-2 - 0.8811 88.11%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6154 61.54%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.8264 82.64%
OATP1B3 inhibitior + 0.9681 96.81%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7170 71.70%
P-glycoprotein inhibitior + 0.6834 68.34%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6906 69.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8727 87.27%
CYP3A4 inhibition - 0.9085 90.85%
CYP2C9 inhibition - 0.8403 84.03%
CYP2C19 inhibition - 0.7564 75.64%
CYP2D6 inhibition - 0.9174 91.74%
CYP1A2 inhibition - 0.8658 86.58%
CYP2C8 inhibition + 0.6993 69.93%
CYP inhibitory promiscuity - 0.7794 77.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5762 57.62%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9062 90.62%
Skin irritation - 0.7973 79.73%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3793 37.93%
Micronuclear + 0.6033 60.33%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.8010 80.10%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8565 85.65%
Acute Oral Toxicity (c) III 0.4971 49.71%
Estrogen receptor binding + 0.7727 77.27%
Androgen receptor binding + 0.5838 58.38%
Thyroid receptor binding + 0.5638 56.38%
Glucocorticoid receptor binding + 0.6465 64.65%
Aromatase binding - 0.5112 51.12%
PPAR gamma + 0.7395 73.95%
Honey bee toxicity - 0.6929 69.29%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9266 92.66%

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 99.88% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.47% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.85% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.13% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.97% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.32% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.89% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 90.42% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.70% 97.36%
CHEMBL2581 P07339 Cathepsin D 88.68% 98.95%
CHEMBL4208 P20618 Proteasome component C5 88.10% 90.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 87.16% 80.78%
CHEMBL3194 P02766 Transthyretin 85.53% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.10% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.60% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.17% 86.92%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.80% 92.94%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.25% 99.15%

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.
Premna odorata

Cross-Links

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PubChem 163188040
LOTUS LTS0028388
wikiData Q105141120