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methyl (2S,3R,4S)-3-ethenyl-4-[[(2S,6S)-6-[2-(4-hydroxyphenyl)ethyl]-4-oxooxan-2-yl]methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

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 f8b207cd-5c14-4ff7-b555-34517fed1fb3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl (2S,3R,4S)-3-ethenyl-4-[[(2S,6S)-6-[2-(4-hydroxyphenyl)ethyl]-4-oxooxan-2-yl]methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H38O12/c1-3-20-21(12-19-11-17(32)10-18(39-19)9-6-15-4-7-16(31)8-5-15)22(27(36)37-2)14-38-28(20)41-29-26(35)25(34)24(33)23(13-30)40-29/h3-5,7-8,14,18-21,23-26,28-31,33-35H,1,6,9-13H2,2H3/t18-,19+,20+,21-,23?,24?,25?,26?,28-,29?/m0/s1
InChI Key GGNFGJZLCXTJLH-KBOXXKOGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H38O12
Molecular Weight 578.60 g/mol
Exact Mass 578.23632664 g/mol
Topological Polar Surface Area (TPSA) 181.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.48
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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2H-Pyran-5-carboxylic acid, 3-ethenyl-2-(hexopyranosyloxy)-3,4-dihydro-4-[[(2S,6S)-tetrahydro-6-[2-(4-hydroxyphenyl)ethyl]-4-oxo-2H-pyran-2-yl]methyl]-, methyl ester, (2S,3R,4S)-
methyl (2S,3R,4S)-4-[[(2S,6S)-6-[2-(4-hydroxyphenyl)ethyl]-4-oxo-tetrahydropyran-2-yl]methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-vinyl-3,4-dihydro-2H-pyran-5-carboxylate

2D Structure

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2D Structure of methyl (2S,3R,4S)-3-ethenyl-4-[[(2S,6S)-6-[2-(4-hydroxyphenyl)ethyl]-4-oxooxan-2-yl]methyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6521 65.21%
Caco-2 - 0.8770 87.70%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8327 83.27%
OATP2B1 inhibitior - 0.8633 86.33%
OATP1B1 inhibitior + 0.7915 79.15%
OATP1B3 inhibitior + 0.9460 94.60%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7650 76.50%
P-glycoprotein inhibitior - 0.4844 48.44%
P-glycoprotein substrate + 0.5644 56.44%
CYP3A4 substrate + 0.6925 69.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8704 87.04%
CYP3A4 inhibition - 0.7915 79.15%
CYP2C9 inhibition - 0.8081 80.81%
CYP2C19 inhibition - 0.7050 70.50%
CYP2D6 inhibition - 0.8836 88.36%
CYP1A2 inhibition - 0.7999 79.99%
CYP2C8 inhibition + 0.7917 79.17%
CYP inhibitory promiscuity - 0.8746 87.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7187 71.87%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9330 93.30%
Skin irritation - 0.8063 80.63%
Skin corrosion - 0.9547 95.47%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7435 74.35%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6927 69.27%
skin sensitisation - 0.8311 83.11%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.5607 56.07%
Acute Oral Toxicity (c) III 0.6152 61.52%
Estrogen receptor binding + 0.8161 81.61%
Androgen receptor binding + 0.6937 69.37%
Thyroid receptor binding - 0.4928 49.28%
Glucocorticoid receptor binding + 0.6479 64.79%
Aromatase binding + 0.5331 53.31%
PPAR gamma + 0.6607 66.07%
Honey bee toxicity - 0.6848 68.48%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.9448 94.48%

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 98.73% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.24% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.01% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.56% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.89% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 90.84% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.14% 95.89%
CHEMBL3437 Q16853 Amine oxidase, copper containing 89.83% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 89.57% 94.73%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.43% 95.83%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.93% 90.71%
CHEMBL4208 P20618 Proteasome component C5 85.21% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.97% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.62% 91.19%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.39% 85.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.77% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.46% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.03% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.82% 96.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.34% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.30% 94.33%

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.
Hydrangea macrophylla

Cross-Links

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PubChem 5458842
LOTUS LTS0188734
wikiData Q105106851