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[(3S,4S,5R,6R)-4,5-diacetyloxy-6-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]oxan-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 30d2fc9d-eced-4e2e-bd79-51b805226e24
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name [(3S,4S,5R,6R)-4,5-diacetyloxy-6-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]oxan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H34O19/c1-11(33)46-21-10-45-32(30(48-13(3)35)29(21)47-12(2)34)44-9-20-23(39)25(41)27(43)31(51-20)50-19-8-15(36)7-18-22(19)24(40)26(42)28(49-18)14-4-5-16(37)17(38)6-14/h4-8,20-21,23,25,27,29-32,36-39,41-43H,9-10H2,1-3H3/t20-,21+,23-,25+,27-,29+,30-,31-,32-/m1/s1
InChI Key LJAFQUOAMBUHRC-XHHKXXMRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H34O19
Molecular Weight 722.60 g/mol
Exact Mass 722.16942885 g/mol
Topological Polar Surface Area (TPSA) 284.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.36
H-Bond Acceptor 19
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4S,5R,6R)-4,5-diacetyloxy-6-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]oxan-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 - 0.6160 61.60%
Caco-2 - 0.8888 88.88%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7360 73.60%
OATP2B1 inhibitior + 0.5681 56.81%
OATP1B1 inhibitior + 0.8645 86.45%
OATP1B3 inhibitior + 0.9208 92.08%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6198 61.98%
P-glycoprotein inhibitior + 0.6902 69.02%
P-glycoprotein substrate + 0.5754 57.54%
CYP3A4 substrate + 0.7059 70.59%
CYP2C9 substrate - 0.6350 63.50%
CYP2D6 substrate - 0.8715 87.15%
CYP3A4 inhibition - 0.9593 95.93%
CYP2C9 inhibition - 0.8645 86.45%
CYP2C19 inhibition - 0.9030 90.30%
CYP2D6 inhibition - 0.9707 97.07%
CYP1A2 inhibition - 0.8616 86.16%
CYP2C8 inhibition + 0.8359 83.59%
CYP inhibitory promiscuity - 0.8296 82.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7030 70.30%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9096 90.96%
Skin irritation - 0.8673 86.73%
Skin corrosion - 0.9626 96.26%
Ames mutagenesis + 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4699 46.99%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.5644 56.44%
skin sensitisation - 0.9186 91.86%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9273 92.73%
Acute Oral Toxicity (c) III 0.5353 53.53%
Estrogen receptor binding + 0.8329 83.29%
Androgen receptor binding + 0.6890 68.90%
Thyroid receptor binding - 0.5341 53.41%
Glucocorticoid receptor binding + 0.7024 70.24%
Aromatase binding + 0.6715 67.15%
PPAR gamma + 0.7536 75.36%
Honey bee toxicity - 0.7071 70.71%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6349 63.49%
Fish aquatic toxicity + 0.9636 96.36%

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 99.88% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.11% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.79% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.47% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.74% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.22% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.03% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.57% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.80% 99.15%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.71% 95.78%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 88.49% 95.64%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.16% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 86.70% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.04% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.19% 99.23%
CHEMBL3194 P02766 Transthyretin 84.16% 90.71%
CHEMBL5255 O00206 Toll-like receptor 4 84.12% 92.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.54% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.44% 95.89%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.44% 82.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.93% 95.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.61% 83.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.77% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.59% 100.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.44% 94.42%

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.
Calluna vulgaris

Cross-Links

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PubChem 162963442
LOTUS LTS0051286
wikiData Q105152465