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[(2S,3R,4R,5R,6S)-5-acetyloxy-6-[[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4-hydroxyoxan-2-yl]methoxy]-4-hydroxy-2-methyloxan-3-yl] acetate

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 aea0c343-618e-44c9-977f-ffb6ee6e6c59
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2S,3R,4R,5R,6S)-5-acetyloxy-6-[[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4-hydroxyoxan-2-yl]methoxy]-4-hydroxy-2-methyloxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)OC(=O)C)O)OC(=O)C)OC(=O)C)O)OC(=O)C
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)OC(=O)C)O)OC(=O)C)OC(=O)C)O)OC(=O)C
InChI InChI=1S/C35H38O20/c1-12-28(49-13(2)36)26(45)32(51-15(4)38)34(48-12)47-11-23-30(50-14(3)37)27(46)33(52-16(5)39)35(54-23)55-31-25(44)24-21(43)9-18(40)10-22(24)53-29(31)17-6-7-19(41)20(42)8-17/h6-10,12,23,26-28,30,32-35,40-43,45-46H,11H2,1-5H3/t12-,23+,26+,27-,28-,30-,32+,33+,34-,35-/m0/s1
InChI Key IXKDUTMAIVYGKX-LEHUKIQKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H38O20
Molecular Weight 778.70 g/mol
Exact Mass 778.19564360 g/mol
Topological Polar Surface Area (TPSA) 290.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.60
H-Bond Acceptor 20
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5R,6S)-5-acetyloxy-6-[[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4-hydroxyoxan-2-yl]methoxy]-4-hydroxy-2-methyloxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5966 59.66%
Caco-2 - 0.8794 87.94%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7332 73.32%
OATP2B1 inhibitior - 0.5639 56.39%
OATP1B1 inhibitior + 0.8824 88.24%
OATP1B3 inhibitior + 0.8501 85.01%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8129 81.29%
P-glycoprotein inhibitior + 0.7244 72.44%
P-glycoprotein substrate + 0.5528 55.28%
CYP3A4 substrate + 0.6816 68.16%
CYP2C9 substrate + 0.5491 54.91%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition - 0.9161 91.61%
CYP2C9 inhibition - 0.8754 87.54%
CYP2C19 inhibition - 0.9442 94.42%
CYP2D6 inhibition - 0.9517 95.17%
CYP1A2 inhibition - 0.9128 91.28%
CYP2C8 inhibition + 0.8549 85.49%
CYP inhibitory promiscuity - 0.7294 72.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6887 68.87%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9073 90.73%
Skin irritation - 0.8574 85.74%
Skin corrosion - 0.9602 96.02%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4499 44.99%
Micronuclear + 0.7092 70.92%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.9340 93.40%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8910 89.10%
Acute Oral Toxicity (c) III 0.6426 64.26%
Estrogen receptor binding + 0.8338 83.38%
Androgen receptor binding + 0.7165 71.65%
Thyroid receptor binding + 0.5220 52.20%
Glucocorticoid receptor binding + 0.7217 72.17%
Aromatase binding + 0.6552 65.52%
PPAR gamma + 0.7320 73.20%
Honey bee toxicity - 0.7640 76.40%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.9388 93.88%

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 99.53% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.29% 89.00%
CHEMBL2581 P07339 Cathepsin D 98.18% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 98.08% 91.49%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 96.40% 95.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.74% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.25% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 93.73% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.79% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.56% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.70% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.80% 99.15%
CHEMBL4208 P20618 Proteasome component C5 86.30% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.53% 99.23%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 84.33% 80.78%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.30% 95.78%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.65% 94.80%
CHEMBL3194 P02766 Transthyretin 83.25% 90.71%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.09% 94.42%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.72% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.13% 85.14%

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.
Schenkia spicata

Cross-Links

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PubChem 162938581
LOTUS LTS0198174
wikiData Q105122224