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(2S,3S,4S,5R,6R)-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-3,4,5-trihydroxyoxane-2-carboxylic acid

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 177458df-194a-4652-8f9a-be80a6d288d5
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name (2S,3S,4S,5R,6R)-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-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)OC6C(C(C(C(O6)C(=O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H38O20/c1-10-20(37)22(39)26(43)31(48-10)47-9-18-21(38)24(41)29(53-32-27(44)23(40)25(42)28(52-32)30(45)46)33(51-18)49-13-6-14(35)19-15(36)8-16(50-17(19)7-13)11-2-4-12(34)5-3-11/h2-8,10,18,20-29,31-35,37-44H,9H2,1H3,(H,45,46)/t10-,18+,20-,21+,22+,23-,24-,25-,26+,27+,28-,29+,31+,32-,33+/m0/s1
InChI Key KZWVERYEYHHLGH-HGQIORGUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H38O20
Molecular Weight 754.60 g/mol
Exact Mass 754.19564360 g/mol
Topological Polar Surface Area (TPSA) 321.00 Ų
XlogP -2.10
Atomic LogP (AlogP) -3.18
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-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-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5910 59.10%
Caco-2 - 0.9002 90.02%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7462 74.62%
OATP2B1 inhibitior - 0.7103 71.03%
OATP1B1 inhibitior + 0.9197 91.97%
OATP1B3 inhibitior + 0.9662 96.62%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6692 66.92%
P-glycoprotein inhibitior - 0.5546 55.46%
P-glycoprotein substrate + 0.5450 54.50%
CYP3A4 substrate + 0.6363 63.63%
CYP2C9 substrate - 0.6532 65.32%
CYP2D6 substrate - 0.8849 88.49%
CYP3A4 inhibition - 0.9466 94.66%
CYP2C9 inhibition - 0.9123 91.23%
CYP2C19 inhibition - 0.9405 94.05%
CYP2D6 inhibition - 0.9655 96.55%
CYP1A2 inhibition - 0.9390 93.90%
CYP2C8 inhibition + 0.7982 79.82%
CYP inhibitory promiscuity - 0.8387 83.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6266 62.66%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9168 91.68%
Skin irritation - 0.8339 83.39%
Skin corrosion - 0.9564 95.64%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7528 75.28%
Micronuclear + 0.7092 70.92%
Hepatotoxicity - 0.8032 80.32%
skin sensitisation - 0.9435 94.35%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9663 96.63%
Acute Oral Toxicity (c) III 0.6266 62.66%
Estrogen receptor binding + 0.7818 78.18%
Androgen receptor binding + 0.6172 61.72%
Thyroid receptor binding - 0.5056 50.56%
Glucocorticoid receptor binding + 0.5638 56.38%
Aromatase binding + 0.5420 54.20%
PPAR gamma + 0.7567 75.67%
Honey bee toxicity - 0.7031 70.31%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9068 90.68%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.71% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.44% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.38% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.29% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.76% 86.33%
CHEMBL3194 P02766 Transthyretin 93.75% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.54% 94.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.12% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 92.06% 94.73%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 91.23% 83.57%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.83% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.46% 95.56%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 89.05% 91.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.58% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.94% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.04% 95.89%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 81.96% 95.64%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.87% 90.71%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.50% 95.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.53% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.33% 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.
Robinia pseudoacacia

Cross-Links

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PubChem 101497867
LOTUS LTS0080071
wikiData Q105148486