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(2S,3S,4S,5R,6S)-6-[2-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-hydroxy-4-oxochromen-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 334f41c5-d17a-462e-9449-712942b23038
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name (2S,3S,4S,5R,6S)-6-[2-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)C3=CC(=O)C4=C(C=C(C=C4O3)OC5C(C(C(C(O5)C(=O)O)O)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)OC)C3=CC(=O)C4=C(C=C(C=C4O3)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)O
InChI InChI=1S/C29H32O18/c1-41-15-3-9(4-16(42-2)25(15)46-29-23(37)20(34)19(33)17(8-30)45-29)13-7-12(32)18-11(31)5-10(6-14(18)44-13)43-28-24(38)21(35)22(36)26(47-28)27(39)40/h3-7,17,19-24,26,28-31,33-38H,8H2,1-2H3,(H,39,40)/t17-,19-,20+,21+,22+,23-,24-,26+,28-,29+/m1/s1
InChI Key RXBHGYDCENBXLU-JGBDVZLCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H32O18
Molecular Weight 668.60 g/mol
Exact Mass 668.15886417 g/mol
Topological Polar Surface Area (TPSA) 281.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -2.37
H-Bond Acceptor 17
H-Bond Donor 9
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-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-hydroxy-4-oxochromen-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 - 0.6066 60.66%
Caco-2 - 0.8825 88.25%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5789 57.89%
OATP2B1 inhibitior - 0.5657 56.57%
OATP1B1 inhibitior + 0.9245 92.45%
OATP1B3 inhibitior + 0.9761 97.61%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7442 74.42%
P-glycoprotein inhibitior + 0.6243 62.43%
P-glycoprotein substrate - 0.7081 70.81%
CYP3A4 substrate + 0.6102 61.02%
CYP2C9 substrate - 0.8216 82.16%
CYP2D6 substrate - 0.8726 87.26%
CYP3A4 inhibition - 0.8925 89.25%
CYP2C9 inhibition - 0.9040 90.40%
CYP2C19 inhibition - 0.9391 93.91%
CYP2D6 inhibition - 0.9601 96.01%
CYP1A2 inhibition - 0.9300 93.00%
CYP2C8 inhibition + 0.7651 76.51%
CYP inhibitory promiscuity - 0.8415 84.15%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7305 73.05%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9149 91.49%
Skin irritation - 0.8464 84.64%
Skin corrosion - 0.9565 95.65%
Ames mutagenesis - 0.5664 56.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6840 68.40%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.9405 94.05%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8929 89.29%
Acute Oral Toxicity (c) III 0.6381 63.81%
Estrogen receptor binding + 0.7554 75.54%
Androgen receptor binding + 0.5690 56.90%
Thyroid receptor binding + 0.5229 52.29%
Glucocorticoid receptor binding + 0.6303 63.03%
Aromatase binding - 0.4924 49.24%
PPAR gamma + 0.6451 64.51%
Honey bee toxicity - 0.7086 70.86%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.8147 81.47%

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 98.86% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.67% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.38% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.87% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.31% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.57% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.95% 98.95%
CHEMBL3194 P02766 Transthyretin 91.21% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.49% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.98% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.96% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.30% 86.92%
CHEMBL1951 P21397 Monoamine oxidase A 86.89% 91.49%
CHEMBL220 P22303 Acetylcholinesterase 86.20% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.87% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.28% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 82.28% 94.73%

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.
Medicago truncatula

Cross-Links

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PubChem 162884275
LOTUS LTS0255059
wikiData Q27136794