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[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-5-[(E)-3-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-enyl]phenoxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)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 e8458878-4cca-4b94-ade3-141da91ccc39
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Hydroxycinnamic acid glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-5-[(E)-3-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-enyl]phenoxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C=CC(=C3)C=CC(=O)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C=CC(=C3)/C=C/C(=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C30H34O16/c31-12-19-23(36)25(38)28(41)30(44-19)46-22(35)10-5-15-3-8-17(33)18(11-15)43-29-27(40)26(39)24(37)20(45-29)13-42-21(34)9-4-14-1-6-16(32)7-2-14/h1-11,19-20,23-33,36-41H,12-13H2/b9-4+,10-5+/t19-,20-,23-,24-,25+,26+,27-,28-,29-,30+/m1/s1
InChI Key NLMURPQWNRGYTM-OGGREQCXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H34O16
Molecular Weight 650.60 g/mol
Exact Mass 650.18468499 g/mol
Topological Polar Surface Area (TPSA) 262.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -2.10
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-5-[(E)-3-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-enyl]phenoxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)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 - 0.8264 82.64%
Caco-2 - 0.8912 89.12%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Mitochondria 0.5406 54.06%
OATP2B1 inhibitior - 0.8485 84.85%
OATP1B1 inhibitior + 0.8923 89.23%
OATP1B3 inhibitior + 0.9622 96.22%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6293 62.93%
P-glycoprotein inhibitior + 0.6265 62.65%
P-glycoprotein substrate - 0.8669 86.69%
CYP3A4 substrate + 0.5892 58.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.8666 86.66%
CYP2C9 inhibition - 0.8826 88.26%
CYP2C19 inhibition - 0.8950 89.50%
CYP2D6 inhibition - 0.9267 92.67%
CYP1A2 inhibition - 0.9487 94.87%
CYP2C8 inhibition + 0.7252 72.52%
CYP inhibitory promiscuity - 0.8350 83.50%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7039 70.39%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.8951 89.51%
Skin irritation - 0.8613 86.13%
Skin corrosion - 0.9589 95.89%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7078 70.78%
Micronuclear + 0.5133 51.33%
Hepatotoxicity - 0.9250 92.50%
skin sensitisation - 0.8212 82.12%
Respiratory toxicity - 0.7000 70.00%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8627 86.27%
Acute Oral Toxicity (c) III 0.5686 56.86%
Estrogen receptor binding + 0.7329 73.29%
Androgen receptor binding - 0.4887 48.87%
Thyroid receptor binding + 0.5660 56.60%
Glucocorticoid receptor binding + 0.5846 58.46%
Aromatase binding - 0.5205 52.05%
PPAR gamma + 0.6260 62.60%
Honey bee toxicity - 0.7852 78.52%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6155 61.55%
Fish aquatic toxicity + 0.9032 90.32%

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 99.38% 91.11%
CHEMBL3194 P02766 Transthyretin 96.49% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.13% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.86% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.60% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.03% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.64% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.31% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 88.87% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 88.16% 94.73%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.75% 89.62%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 87.44% 89.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.27% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.12% 99.15%
CHEMBL4208 P20618 Proteasome component C5 83.47% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 82.37% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.45% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.55% 95.89%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.00% 85.00%

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.
Clematis tashiroi

Cross-Links

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PubChem 122181708
LOTUS LTS0155664
wikiData Q105181455