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[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 fbefe02c-2aef-4aa5-9d9a-af998129c338
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H54O26/c1-13-27(48)31(52)35(56)39(61-13)60-12-25-30(51)33(54)37(41(65-25)62-16-7-18(46)26-19(47)9-21(63-22(26)8-16)15-4-5-20(58-3)17(45)6-15)68-42-38(34(55)29(50)24(66-42)11-59-14(2)44)67-40-36(57)32(53)28(49)23(10-43)64-40/h4-9,13,23-25,27-43,45-46,48-57H,10-12H2,1-3H3/t13-,23+,24+,25+,27-,28+,29+,30+,31+,32-,33-,34-,35+,36+,37+,38+,39+,40-,41+,42-/m0/s1
InChI Key BHUVDLGITGTMAI-KOZHEFPZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H54O26
Molecular Weight 974.90 g/mol
Exact Mass 974.29033182 g/mol
Topological Polar Surface Area (TPSA) 399.00 Ų
XlogP -4.00
Atomic LogP (AlogP) -4.87
H-Bond Acceptor 26
H-Bond Donor 13
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 - 0.5137 51.37%
Caco-2 - 0.8798 87.98%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5050 50.50%
OATP2B1 inhibitior - 0.7226 72.26%
OATP1B1 inhibitior + 0.9131 91.31%
OATP1B3 inhibitior + 0.9596 95.96%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5888 58.88%
P-glycoprotein inhibitior + 0.6770 67.70%
P-glycoprotein substrate + 0.8045 80.45%
CYP3A4 substrate + 0.6453 64.53%
CYP2C9 substrate - 0.8246 82.46%
CYP2D6 substrate - 0.8713 87.13%
CYP3A4 inhibition - 0.9701 97.01%
CYP2C9 inhibition - 0.9408 94.08%
CYP2C19 inhibition - 0.9491 94.91%
CYP2D6 inhibition - 0.9634 96.34%
CYP1A2 inhibition - 0.9386 93.86%
CYP2C8 inhibition + 0.7933 79.33%
CYP inhibitory promiscuity - 0.8859 88.59%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7233 72.33%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.8515 85.15%
Skin corrosion - 0.9574 95.74%
Ames mutagenesis - 0.6364 63.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7422 74.22%
Micronuclear + 0.5333 53.33%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.9327 93.27%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8812 88.12%
Acute Oral Toxicity (c) III 0.6678 66.78%
Estrogen receptor binding + 0.8227 82.27%
Androgen receptor binding + 0.5469 54.69%
Thyroid receptor binding + 0.5418 54.18%
Glucocorticoid receptor binding + 0.6118 61.18%
Aromatase binding + 0.5362 53.62%
PPAR gamma + 0.7590 75.90%
Honey bee toxicity - 0.6322 63.22%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.8763 87.63%

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 99.22% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.00% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.28% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 98.12% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.70% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.61% 86.33%
CHEMBL2581 P07339 Cathepsin D 96.19% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.75% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.70% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.85% 99.17%
CHEMBL3194 P02766 Transthyretin 89.74% 90.71%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.96% 95.78%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.78% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 87.58% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.35% 86.92%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.75% 81.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.22% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.57% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.94% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.93% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.74% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.19% 95.89%

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.
Dracocephalum ruyschiana

Cross-Links

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PubChem 71717056
NPASS NPC120952