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[(3S,4S,6S)-6-[5-[5,7-dihydroxy-4-oxo-3-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-4-(3,4-dihydroxyphenyl)but-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 80c8b3ff-47d5-4d91-a303-82a02bc50ab1
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(3S,4S,6S)-6-[5-[5,7-dihydroxy-4-oxo-3-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-4-(3,4-dihydroxyphenyl)but-2-enoate
SMILES (Canonical) C1=CC(=C(C=C1CC=CC(=O)OCC2C(C(C(C(O2)OC3=C(C=CC(=C3)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C/C=C/C(=O)OCC2[C@H]([C@@H](C([C@@H](O2)OC3=C(C=CC(=C3)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O[C@H]6C([C@H]([C@@H](C(O6)CO)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C37H38O20/c38-12-23-27(45)30(48)33(51)37(55-23)57-35-29(47)26-20(43)10-16(39)11-22(26)53-34(35)15-5-7-18(41)21(9-15)54-36-32(50)31(49)28(46)24(56-36)13-52-25(44)3-1-2-14-4-6-17(40)19(42)8-14/h1,3-11,23-24,27-28,30-33,36-43,45-46,48-51H,2,12-13H2/b3-1+/t23?,24?,27-,28-,30+,31+,32?,33?,36-,37+/m1/s1
InChI Key JWPKIAYHWVEGAD-LTDSZXQWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H38O20
Molecular Weight 802.70 g/mol
Exact Mass 802.19564360 g/mol
Topological Polar Surface Area (TPSA) 332.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -1.30
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4S,6S)-6-[5-[5,7-dihydroxy-4-oxo-3-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-4-(3,4-dihydroxyphenyl)but-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 - 0.5570 55.70%
Caco-2 - 0.8865 88.65%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5040 50.40%
OATP2B1 inhibitior - 0.7103 71.03%
OATP1B1 inhibitior + 0.8669 86.69%
OATP1B3 inhibitior + 0.9786 97.86%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6788 67.88%
P-glycoprotein inhibitior + 0.7085 70.85%
P-glycoprotein substrate - 0.5207 52.07%
CYP3A4 substrate + 0.6867 68.67%
CYP2C9 substrate - 0.6171 61.71%
CYP2D6 substrate - 0.8646 86.46%
CYP3A4 inhibition - 0.9209 92.09%
CYP2C9 inhibition - 0.8990 89.90%
CYP2C19 inhibition - 0.8708 87.08%
CYP2D6 inhibition - 0.9370 93.70%
CYP1A2 inhibition - 0.9325 93.25%
CYP2C8 inhibition + 0.8841 88.41%
CYP inhibitory promiscuity - 0.7843 78.43%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6850 68.50%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9031 90.31%
Skin irritation - 0.8335 83.35%
Skin corrosion - 0.9579 95.79%
Ames mutagenesis - 0.5028 50.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6957 69.57%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.5696 56.96%
skin sensitisation - 0.8754 87.54%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9197 91.97%
Acute Oral Toxicity (c) IV 0.4410 44.10%
Estrogen receptor binding + 0.7349 73.49%
Androgen receptor binding + 0.6518 65.18%
Thyroid receptor binding + 0.5262 52.62%
Glucocorticoid receptor binding + 0.5664 56.64%
Aromatase binding + 0.5751 57.51%
PPAR gamma + 0.7197 71.97%
Honey bee toxicity - 0.6823 68.23%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9324 93.24%

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 99.31% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.16% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.38% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 95.14% 91.49%
CHEMBL220 P22303 Acetylcholinesterase 93.84% 94.45%
CHEMBL3194 P02766 Transthyretin 93.32% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.30% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.70% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.36% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.17% 86.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 90.46% 95.64%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.18% 86.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.34% 94.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 89.13% 95.78%
CHEMBL3401 O75469 Pregnane X receptor 88.47% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.42% 99.15%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.57% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.49% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.96% 96.95%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 82.82% 80.78%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.75% 96.21%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.03% 95.83%
CHEMBL4208 P20618 Proteasome component C5 80.98% 90.00%

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.
Blepharis ciliaris

Cross-Links

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PubChem 162951757
LOTUS LTS0145556
wikiData Q105136269