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[(3S,4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] (E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]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 5f7412c1-6a5e-4287-87c4-36ab0870318a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(3S,4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] (E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H38O18/c1-2-13-14-8-21(48-28(42)15(14)11-43-29(13)49-31-27(41)25(39)23(37)19(10-33)46-31)47-20(35)6-4-12-3-5-17(16(34)7-12)44-30-26(40)24(38)22(36)18(9-32)45-30/h2-7,11,13-14,18-19,21-27,29-34,36-41H,1,8-10H2/b6-4+/t13-,14+,18-,19-,21+,22-,23-,24+,25+,26-,27-,29+,30-,31+/m1/s1
InChI Key QVDOOORJGRQTIB-UKBKFEAESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H38O18
Molecular Weight 698.60 g/mol
Exact Mass 698.20581436 g/mol
Topological Polar Surface Area (TPSA) 281.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -3.12
H-Bond Acceptor 18
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 [(3S,4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] (E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]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 + 0.5606 56.06%
Caco-2 - 0.8942 89.42%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.5641 56.41%
OATP2B1 inhibitior - 0.8524 85.24%
OATP1B1 inhibitior + 0.8623 86.23%
OATP1B3 inhibitior + 0.9589 95.89%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6015 60.15%
P-glycoprotein inhibitior + 0.6195 61.95%
P-glycoprotein substrate - 0.6107 61.07%
CYP3A4 substrate + 0.6632 66.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8689 86.89%
CYP3A4 inhibition - 0.8565 85.65%
CYP2C9 inhibition - 0.7583 75.83%
CYP2C19 inhibition - 0.7086 70.86%
CYP2D6 inhibition - 0.8753 87.53%
CYP1A2 inhibition - 0.8584 85.84%
CYP2C8 inhibition + 0.7112 71.12%
CYP inhibitory promiscuity - 0.7765 77.65%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7050 70.50%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.7824 78.24%
Skin corrosion - 0.9428 94.28%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7089 70.89%
Micronuclear + 0.5233 52.33%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.7576 75.76%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8918 89.18%
Acute Oral Toxicity (c) III 0.4184 41.84%
Estrogen receptor binding + 0.8033 80.33%
Androgen receptor binding + 0.5977 59.77%
Thyroid receptor binding + 0.5521 55.21%
Glucocorticoid receptor binding - 0.4720 47.20%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7396 73.96%
Honey bee toxicity - 0.7170 71.70%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9466 94.66%

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 97.99% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.46% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 97.28% 86.92%
CHEMBL1951 P21397 Monoamine oxidase A 97.23% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.19% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.02% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.01% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.40% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.83% 96.09%
CHEMBL4208 P20618 Proteasome component C5 86.83% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.58% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.87% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.67% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.31% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 82.43% 94.73%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.72% 97.33%
CHEMBL3194 P02766 Transthyretin 81.08% 90.71%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.57% 95.83%

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.
Halenia corniculata

Cross-Links

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PubChem 102077548
LOTUS LTS0276395
wikiData Q105228588