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(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxyoxane-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 1aac0ac1-38de-4359-867c-a520b9586ed0
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O)O[C@H]5[C@H]([C@@H]([C@@H]([C@H](O5)CO[C@H]6[C@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)O
InChI InChI=1S/C33H38O22/c34-7-14-17(37)20(40)24(44)31(52-14)49-8-15-18(38)21(41)25(45)33(53-15)54-28-19(39)16-12(36)5-11(6-13(16)51-27(28)9-1-3-10(35)4-2-9)50-32-26(46)22(42)23(43)29(55-32)30(47)48/h1-6,14-15,17-18,20-26,29,31-38,40-46H,7-8H2,(H,47,48)/t14-,15-,17-,18-,20+,21-,22+,23+,24+,25+,26-,29+,31-,32-,33+/m1/s1
InChI Key HZCNCLFUJBVGLK-GBXBXEKASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H38O22
Molecular Weight 786.60 g/mol
Exact Mass 786.18547284 g/mol
Topological Polar Surface Area (TPSA) 362.00 Ų
XlogP -3.00
Atomic LogP (AlogP) -4.85
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxyoxane-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 - 0.6788 67.88%
Caco-2 - 0.9031 90.31%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5329 53.29%
OATP2B1 inhibitior - 0.7067 70.67%
OATP1B1 inhibitior + 0.9046 90.46%
OATP1B3 inhibitior + 0.9724 97.24%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8448 84.48%
P-glycoprotein inhibitior + 0.6180 61.80%
P-glycoprotein substrate - 0.6958 69.58%
CYP3A4 substrate + 0.6370 63.70%
CYP2C9 substrate - 0.8137 81.37%
CYP2D6 substrate - 0.8787 87.87%
CYP3A4 inhibition - 0.9365 93.65%
CYP2C9 inhibition - 0.9171 91.71%
CYP2C19 inhibition - 0.9032 90.32%
CYP2D6 inhibition - 0.9596 95.96%
CYP1A2 inhibition - 0.9320 93.20%
CYP2C8 inhibition + 0.8553 85.53%
CYP inhibitory promiscuity - 0.8607 86.07%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6966 69.66%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9013 90.13%
Skin irritation - 0.8466 84.66%
Skin corrosion - 0.9636 96.36%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7950 79.50%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9177 91.77%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8515 85.15%
Acute Oral Toxicity (c) IV 0.5235 52.35%
Estrogen receptor binding + 0.7771 77.71%
Androgen receptor binding + 0.6426 64.26%
Thyroid receptor binding - 0.5090 50.90%
Glucocorticoid receptor binding - 0.5525 55.25%
Aromatase binding + 0.5347 53.47%
PPAR gamma + 0.7162 71.62%
Honey bee toxicity - 0.7533 75.33%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8498 84.98%

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 99.35% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.33% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 96.12% 91.49%
CHEMBL2581 P07339 Cathepsin D 95.36% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.30% 95.64%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.64% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.02% 99.17%
CHEMBL3194 P02766 Transthyretin 91.93% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.43% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.71% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.59% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 89.14% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.09% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.29% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.57% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.30% 95.78%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.71% 91.71%
CHEMBL220 P22303 Acetylcholinesterase 82.30% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.97% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.45% 85.14%

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.
Tulipa gesneriana

Cross-Links

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PubChem 162950775
LOTUS LTS0154588
wikiData Q105035610