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[(2S,3S,4R,5R)-3,4-diacetyloxy-5-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]oxolan-2-yl]methyl 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 cea56fb6-fd01-41fe-a581-b20f18ed002c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2S,3S,4R,5R)-3,4-diacetyloxy-5-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]oxolan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H34O19/c1-11(33)44-10-21-28(46-12(2)34)30(47-13(3)35)32(50-21)45-9-20-23(40)25(42)26(43)31(49-20)51-29-24(41)22-18(39)7-15(36)8-19(22)48-27(29)14-4-5-16(37)17(38)6-14/h4-8,20-21,23,25-26,28,30-32,36-40,42-43H,9-10H2,1-3H3/t20-,21+,23-,25+,26-,28+,30-,31+,32-/m1/s1
InChI Key SPRJCDJDRBHCDG-PORTXAGJSA-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 0.00
Atomic LogP (AlogP) -0.36
H-Bond Acceptor 19
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4R,5R)-3,4-diacetyloxy-5-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]oxolan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6618 66.18%
Caco-2 - 0.8788 87.88%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7239 72.39%
OATP2B1 inhibitior - 0.5725 57.25%
OATP1B1 inhibitior + 0.8813 88.13%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.6660 66.60%
P-glycoprotein substrate - 0.5814 58.14%
CYP3A4 substrate + 0.6839 68.39%
CYP2C9 substrate + 0.5334 53.34%
CYP2D6 substrate - 0.8764 87.64%
CYP3A4 inhibition - 0.9456 94.56%
CYP2C9 inhibition - 0.8485 84.85%
CYP2C19 inhibition - 0.8332 83.32%
CYP2D6 inhibition - 0.9600 96.00%
CYP1A2 inhibition - 0.8825 88.25%
CYP2C8 inhibition + 0.8743 87.43%
CYP inhibitory promiscuity - 0.6912 69.12%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6300 63.00%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9080 90.80%
Skin irritation - 0.8425 84.25%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4729 47.29%
Micronuclear + 0.5833 58.33%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.9008 90.08%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7862 78.62%
Acute Oral Toxicity (c) III 0.6890 68.90%
Estrogen receptor binding + 0.8114 81.14%
Androgen receptor binding + 0.7198 71.98%
Thyroid receptor binding - 0.5183 51.83%
Glucocorticoid receptor binding + 0.6715 67.15%
Aromatase binding + 0.6390 63.90%
PPAR gamma + 0.7242 72.42%
Honey bee toxicity - 0.7479 74.79%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6250 62.50%
Fish aquatic toxicity + 0.9719 97.19%

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 99.33% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.62% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.54% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 95.94% 91.49%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.34% 95.64%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.09% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 93.99% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.48% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.73% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.64% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.31% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.96% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.78% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.08% 94.80%
CHEMBL5255 O00206 Toll-like receptor 4 83.64% 92.50%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.38% 95.78%
CHEMBL4208 P20618 Proteasome component C5 83.26% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.66% 99.23%
CHEMBL3194 P02766 Transthyretin 81.39% 90.71%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.13% 83.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.27% 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.
Calluna vulgaris

Cross-Links

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PubChem 163085070
LOTUS LTS0274995
wikiData Q105257548