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(2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-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 dd57fd81-90ac-4dd7-b87b-02e8705cdd00
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name (2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C6=CC(=C(C=C6)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=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H38O22/c1-8-17(37)20(40)24(44)31(50-8)49-7-15-18(38)21(41)25(45)33(53-15)54-28-19(39)16-13(36)5-10(51-32-26(46)22(42)23(43)29(55-32)30(47)48)6-14(16)52-27(28)9-2-3-11(34)12(35)4-9/h2-6,8,15,17-18,20-26,29,31-38,40-46H,7H2,1H3,(H,47,48)/t8-,15+,17-,18+,20-,21-,22-,23-,24+,25+,26+,29-,31+,32+,33-/m0/s1
InChI Key NYEMNXLOIMNTDU-KFDHYNOESA-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 -2.80
Atomic LogP (AlogP) -4.12
H-Bond Acceptor 21
H-Bond Donor 13
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,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-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 - 0.5663 56.63%
Caco-2 - 0.8999 89.99%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7193 71.93%
OATP2B1 inhibitior - 0.5683 56.83%
OATP1B1 inhibitior + 0.9215 92.15%
OATP1B3 inhibitior + 0.9618 96.18%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8567 85.67%
P-glycoprotein inhibitior + 0.5977 59.77%
P-glycoprotein substrate - 0.5349 53.49%
CYP3A4 substrate + 0.6459 64.59%
CYP2C9 substrate - 0.6503 65.03%
CYP2D6 substrate - 0.8821 88.21%
CYP3A4 inhibition - 0.9407 94.07%
CYP2C9 inhibition - 0.8784 87.84%
CYP2C19 inhibition - 0.9121 91.21%
CYP2D6 inhibition - 0.9678 96.78%
CYP1A2 inhibition - 0.9080 90.80%
CYP2C8 inhibition + 0.8656 86.56%
CYP inhibitory promiscuity - 0.8276 82.76%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6837 68.37%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9041 90.41%
Skin irritation - 0.8321 83.21%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.5164 51.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7987 79.87%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.5782 57.82%
skin sensitisation - 0.9374 93.74%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9589 95.89%
Acute Oral Toxicity (c) III 0.5702 57.02%
Estrogen receptor binding + 0.7653 76.53%
Androgen receptor binding + 0.6066 60.66%
Thyroid receptor binding - 0.5115 51.15%
Glucocorticoid receptor binding - 0.4853 48.53%
Aromatase binding + 0.5269 52.69%
PPAR gamma + 0.6984 69.84%
Honey bee toxicity - 0.7595 75.95%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9279 92.79%

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 99.82% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.55% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.59% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.29% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.47% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.32% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 92.86% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.88% 99.17%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 90.48% 95.64%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.41% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.39% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.14% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.73% 96.09%
CHEMBL3194 P02766 Transthyretin 87.75% 90.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.60% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.31% 99.23%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.01% 95.78%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.22% 91.71%
CHEMBL4208 P20618 Proteasome component C5 80.10% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.08% 97.09%

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 163093627
LOTUS LTS0043558
wikiData Q105187469