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(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-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 645adbf3-16ea-4326-a4b1-3f192b169e36
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-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxyoxane-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
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
InChI InChI=1S/C33H38O21/c1-9-17(36)20(39)24(43)31(49-9)48-8-15-18(37)21(40)25(44)33(52-15)53-28-19(38)16-13(35)6-12(7-14(16)51-27(28)10-2-4-11(34)5-3-10)50-32-26(45)22(41)23(42)29(54-32)30(46)47/h2-7,9,15,17-18,20-26,29,31-37,39-45H,8H2,1H3,(H,46,47)/t9-,15+,17-,18+,20+,21-,22+,23+,24+,25+,26-,29+,31+,32-,33-/m1/s1
InChI Key AVISVHAJGJXBKQ-QDDXJFSZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H38O21
Molecular Weight 770.60 g/mol
Exact Mass 770.19055822 g/mol
Topological Polar Surface Area (TPSA) 342.00 Ų
XlogP -2.50
Atomic LogP (AlogP) -3.83
H-Bond Acceptor 20
H-Bond Donor 12
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)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-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 - 0.5663 56.63%
Caco-2 - 0.9035 90.35%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7193 71.93%
OATP2B1 inhibitior - 0.5675 56.75%
OATP1B1 inhibitior + 0.8990 89.90%
OATP1B3 inhibitior + 0.9618 96.18%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8841 88.41%
P-glycoprotein inhibitior + 0.5839 58.39%
P-glycoprotein substrate - 0.5212 52.12%
CYP3A4 substrate + 0.6395 63.95%
CYP2C9 substrate - 0.6532 65.32%
CYP2D6 substrate - 0.8849 88.49%
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 + 0.8504 85.04%
CYP inhibitory promiscuity - 0.8276 82.76%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6837 68.37%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9045 90.45%
Skin irritation - 0.8321 83.21%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7992 79.92%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.6532 65.32%
skin sensitisation - 0.9374 93.74%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9411 94.11%
Acute Oral Toxicity (c) III 0.5702 57.02%
Estrogen receptor binding + 0.7574 75.74%
Androgen receptor binding + 0.6208 62.08%
Thyroid receptor binding - 0.5083 50.83%
Glucocorticoid receptor binding + 0.5419 54.19%
Aromatase binding + 0.5215 52.15%
PPAR gamma + 0.7016 70.16%
Honey bee toxicity - 0.7803 78.03%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6300 63.00%
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 99.38% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.22% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.69% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.42% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.99% 86.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.95% 95.64%
CHEMBL3401 O75469 Pregnane X receptor 92.86% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.23% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.29% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.50% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.11% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.15% 96.09%
CHEMBL3194 P02766 Transthyretin 88.10% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.20% 85.14%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.95% 91.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.69% 97.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.76% 95.89%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.97% 95.78%

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 162951504
LOTUS LTS0206269
wikiData Q104919544