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(3S)-7-hydroxy-5-methoxy-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]-3H-2-benzofuran-1-one

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 7c8727a4-306e-4742-91c3-f6616ff0c6dc
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (3S)-7-hydroxy-5-methoxy-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]-3H-2-benzofuran-1-one
SMILES (Canonical) COC1=CC2=C(C(=C1)O)C(=O)OC2CC3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) COC1=CC2=C(C(=C1)O)C(=O)O[C@H]2CC3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C22H24O10/c1-29-12-7-13-15(31-21(28)17(13)14(24)8-12)6-10-2-4-11(5-3-10)30-22-20(27)19(26)18(25)16(9-23)32-22/h2-5,7-8,15-16,18-20,22-27H,6,9H2,1H3/t15-,16+,18+,19-,20+,22+/m0/s1
InChI Key OJAPCSHKYQCCCI-BIPLRESBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H24O10
Molecular Weight 448.40 g/mol
Exact Mass 448.13694696 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.03
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-7-hydroxy-5-methoxy-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]-3H-2-benzofuran-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5909 59.09%
Caco-2 - 0.8541 85.41%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6423 64.23%
OATP2B1 inhibitior - 0.8543 85.43%
OATP1B1 inhibitior + 0.8939 89.39%
OATP1B3 inhibitior + 0.9736 97.36%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.5834 58.34%
P-glycoprotein inhibitior - 0.5309 53.09%
P-glycoprotein substrate - 0.8614 86.14%
CYP3A4 substrate + 0.6297 62.97%
CYP2C9 substrate - 0.6294 62.94%
CYP2D6 substrate - 0.8480 84.80%
CYP3A4 inhibition - 0.8396 83.96%
CYP2C9 inhibition - 0.8442 84.42%
CYP2C19 inhibition - 0.7895 78.95%
CYP2D6 inhibition - 0.8863 88.63%
CYP1A2 inhibition - 0.8480 84.80%
CYP2C8 inhibition + 0.6355 63.55%
CYP inhibitory promiscuity - 0.6112 61.12%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5803 58.03%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9219 92.19%
Skin irritation - 0.8116 81.16%
Skin corrosion - 0.9565 95.65%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4639 46.39%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.7591 75.91%
skin sensitisation - 0.8734 87.34%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6670 66.70%
Acute Oral Toxicity (c) III 0.7322 73.22%
Estrogen receptor binding + 0.5577 55.77%
Androgen receptor binding + 0.5500 55.00%
Thyroid receptor binding - 0.5470 54.70%
Glucocorticoid receptor binding - 0.6130 61.30%
Aromatase binding - 0.5899 58.99%
PPAR gamma + 0.7166 71.66%
Honey bee toxicity - 0.8025 80.25%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.7242 72.42%

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 99.58% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.39% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.82% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.75% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.53% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.46% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.26% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.00% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.27% 86.33%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 91.25% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.20% 99.15%
CHEMBL226 P30542 Adenosine A1 receptor 90.99% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.94% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.68% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.11% 94.45%
CHEMBL4208 P20618 Proteasome component C5 89.90% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.54% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 89.05% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.51% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.17% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.58% 89.00%
CHEMBL2535 P11166 Glucose transporter 81.33% 98.75%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.26% 97.36%

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.
Tragopogon pratensis

Cross-Links

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PubChem 91612613
LOTUS LTS0105316
wikiData Q105192959