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(2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-[5-hydroxy-4-oxo-2-(3,4,5-trimethoxyphenyl)chromen-7-yl]oxyoxan-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 186e80bd-1458-4536-91c3-73b003307647
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-[5-hydroxy-4-oxo-2-(3,4,5-trimethoxyphenyl)chromen-7-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) COC1=CC(=CC(=C1OC)OC)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1OC)OC)C2=CC(=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[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)O
InChI InChI=1S/C30H32O19/c1-42-15-4-9(5-16(43-2)23(15)44-3)13-8-12(32)17-11(31)6-10(7-14(17)46-13)45-30-26(21(36)20(35)25(48-30)28(40)41)49-29-22(37)18(33)19(34)24(47-29)27(38)39/h4-8,18-22,24-26,29-31,33-37H,1-3H3,(H,38,39)(H,40,41)/t18-,19-,20-,21-,22+,24-,25-,26+,29-,30+/m0/s1
InChI Key CLICDVXFOAMUQF-RNRHNWIGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H32O19
Molecular Weight 696.60 g/mol
Exact Mass 696.15377879 g/mol
Topological Polar Surface Area (TPSA) 287.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.62
H-Bond Acceptor 17
H-Bond Donor 8
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,6R)-6-[(2S,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-[5-hydroxy-4-oxo-2-(3,4,5-trimethoxyphenyl)chromen-7-yl]oxyoxan-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 + 0.7097 70.97%
Caco-2 - 0.8745 87.45%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6325 63.25%
OATP2B1 inhibitior - 0.5616 56.16%
OATP1B1 inhibitior + 0.9432 94.32%
OATP1B3 inhibitior + 0.9111 91.11%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4824 48.24%
P-glycoprotein inhibitior + 0.6434 64.34%
P-glycoprotein substrate - 0.7094 70.94%
CYP3A4 substrate + 0.6350 63.50%
CYP2C9 substrate - 0.8245 82.45%
CYP2D6 substrate - 0.8736 87.36%
CYP3A4 inhibition - 0.8504 85.04%
CYP2C9 inhibition - 0.9678 96.78%
CYP2C19 inhibition - 0.9581 95.81%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.8478 84.78%
CYP2C8 inhibition + 0.7995 79.95%
CYP inhibitory promiscuity - 0.7961 79.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5498 54.98%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.7643 76.43%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.6964 69.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7296 72.96%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.8282 82.82%
skin sensitisation - 0.9371 93.71%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8909 89.09%
Acute Oral Toxicity (c) III 0.4639 46.39%
Estrogen receptor binding + 0.8003 80.03%
Androgen receptor binding + 0.6088 60.88%
Thyroid receptor binding + 0.5620 56.20%
Glucocorticoid receptor binding + 0.7073 70.73%
Aromatase binding - 0.4854 48.54%
PPAR gamma + 0.6739 67.39%
Honey bee toxicity - 0.6631 66.31%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9432 94.32%

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 98.37% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.82% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.30% 85.14%
CHEMBL3194 P02766 Transthyretin 93.67% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.60% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.39% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 92.93% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.54% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.33% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.30% 99.15%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.00% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.61% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.98% 90.71%
CHEMBL2581 P07339 Cathepsin D 83.85% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.49% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 80.94% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 80.35% 91.19%

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.
Artemisia frigida

Cross-Links

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PubChem 163018431
LOTUS LTS0272401
wikiData Q104963458