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7-[(3R,4R,5R,6S)-3-[(3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5,6-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one

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 9e28fddc-4364-47ff-8841-fc28892bd295
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 7-[(3R,4R,5R,6S)-3-[(3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5,6-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H42O18/c1-10-20(36)25(41)28(44)31(45-10)50-30-27(43)22(38)12(3)47-33(30)51-29-26(42)21(37)11(2)46-32(29)49-18-9-17-19(24(40)23(18)39)15(35)8-16(48-17)13-4-6-14(34)7-5-13/h4-7,9-12,16,20-22,25-34,36-44H,8H2,1-3H3/t10-,11-,12-,16?,20-,21-,22-,25+,26+,27+,28+,29+,30+,31?,32?,33?/m0/s1
InChI Key MWCCJFOBHFRPCL-QRGSUYTJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O18
Molecular Weight 726.70 g/mol
Exact Mass 726.23711449 g/mol
Topological Polar Surface Area (TPSA) 284.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -1.58
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[(3R,4R,5R,6S)-3-[(3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5,6-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6461 64.61%
Caco-2 - 0.8828 88.28%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.6975 69.75%
OATP2B1 inhibitior - 0.7169 71.69%
OATP1B1 inhibitior + 0.9073 90.73%
OATP1B3 inhibitior + 0.8959 89.59%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6069 60.69%
P-glycoprotein inhibitior - 0.5932 59.32%
P-glycoprotein substrate - 0.6362 63.62%
CYP3A4 substrate + 0.6475 64.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8445 84.45%
CYP3A4 inhibition - 0.8286 82.86%
CYP2C9 inhibition - 0.9230 92.30%
CYP2C19 inhibition - 0.9149 91.49%
CYP2D6 inhibition - 0.8840 88.40%
CYP1A2 inhibition - 0.7570 75.70%
CYP2C8 inhibition + 0.5338 53.38%
CYP inhibitory promiscuity - 0.6689 66.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5521 55.21%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9069 90.69%
Skin irritation - 0.7630 76.30%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4908 49.08%
Micronuclear + 0.8159 81.59%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9185 91.85%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7081 70.81%
Acute Oral Toxicity (c) III 0.4873 48.73%
Estrogen receptor binding + 0.7962 79.62%
Androgen receptor binding + 0.5422 54.22%
Thyroid receptor binding + 0.5379 53.79%
Glucocorticoid receptor binding + 0.6438 64.38%
Aromatase binding + 0.5303 53.03%
PPAR gamma + 0.6888 68.88%
Honey bee toxicity - 0.7247 72.47%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9250 92.50%

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 99.07% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.38% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.00% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.28% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.29% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.90% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.41% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.87% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.90% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.25% 97.09%
CHEMBL4208 P20618 Proteasome component C5 87.60% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.53% 97.36%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.33% 96.21%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.04% 95.78%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.15% 95.64%
CHEMBL3401 O75469 Pregnane X receptor 84.14% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.67% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.63% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.96% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.62% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.61% 95.89%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.12% 93.10%

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.
Dysphania ambrosioides

Cross-Links

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PubChem 162817386
LOTUS LTS0033511
wikiData Q105173502