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[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-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 998067a2-43aa-4597-a372-d020e53a77d7
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-(4-hydroxyphenyl)-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/C41H52O25/c1-13-26(47)30(51)34(55)38(59-13)58-12-24-29(50)32(53)36(40(63-24)60-17-7-18(45)25-19(46)9-20(61-21(25)8-17)15-3-5-16(44)6-4-15)66-41-37(33(54)28(49)23(64-41)11-57-14(2)43)65-39-35(56)31(52)27(48)22(10-42)62-39/h3-9,13,22-24,26-42,44-45,47-56H,10-12H2,1-2H3/t13-,22+,23+,24+,26-,27+,28+,29+,30+,31-,32-,33-,34+,35+,36+,37+,38+,39-,40+,41-/m0/s1
InChI Key IGEMAARQFGMGBZ-OTGHDJAGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H52O25
Molecular Weight 944.80 g/mol
Exact Mass 944.27976714 g/mol
Topological Polar Surface Area (TPSA) 389.00 Ų
XlogP -3.90
Atomic LogP (AlogP) -4.88
H-Bond Acceptor 25
H-Bond Donor 13
Rotatable Bonds 13

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-(4-hydroxyphenyl)-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 - 0.5582 55.82%
Caco-2 - 0.8850 88.50%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6492 64.92%
OATP2B1 inhibitior - 0.8629 86.29%
OATP1B1 inhibitior + 0.9085 90.85%
OATP1B3 inhibitior + 0.9598 95.98%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6468 64.68%
P-glycoprotein inhibitior + 0.6468 64.68%
P-glycoprotein substrate + 0.6188 61.88%
CYP3A4 substrate + 0.6588 65.88%
CYP2C9 substrate + 0.5404 54.04%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition - 0.9486 94.86%
CYP2C9 inhibition - 0.9425 94.25%
CYP2C19 inhibition - 0.9465 94.65%
CYP2D6 inhibition - 0.9625 96.25%
CYP1A2 inhibition - 0.9365 93.65%
CYP2C8 inhibition + 0.7423 74.23%
CYP inhibitory promiscuity - 0.8610 86.10%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7067 70.67%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9056 90.56%
Skin irritation - 0.8459 84.59%
Skin corrosion - 0.9585 95.85%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7072 70.72%
Micronuclear + 0.5133 51.33%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.9381 93.81%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8715 87.15%
Acute Oral Toxicity (c) III 0.6109 61.09%
Estrogen receptor binding + 0.8174 81.74%
Androgen receptor binding + 0.6233 62.33%
Thyroid receptor binding + 0.5263 52.63%
Glucocorticoid receptor binding + 0.5598 55.98%
Aromatase binding + 0.5485 54.85%
PPAR gamma + 0.7502 75.02%
Honey bee toxicity - 0.6501 65.01%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6450 64.50%
Fish aquatic toxicity + 0.9136 91.36%

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 99.56% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.07% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.76% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.39% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.85% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.86% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.83% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 92.79% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.17% 99.15%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.27% 97.36%
CHEMBL3194 P02766 Transthyretin 87.83% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.27% 86.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.12% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.63% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.98% 94.80%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.93% 95.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.10% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.96% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.91% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 81.28% 92.50%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.24% 93.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.47% 95.56%

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 71720749
NPASS NPC298666