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3-[(2R,3S,4R,5R)-3,5-dihydroxy-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-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 81395ddf-5a2d-4095-886d-e2f86d658eeb
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2R,3S,4R,5R)-3,5-dihydroxy-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(COC(C2O)OC3=C(OC4=C(C3=O)C=CC(=C4)O)C5=CC(=C(C=C5)O)OC)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)O[C@@H]2[C@@H](CO[C@@H]([C@H]2O)OC3=C(OC4=C(C3=O)C=CC(=C4)O)C5=CC(=C(C=C5)O)OC)O)O)O)O
InChI InChI=1S/C27H30O14/c1-10-18(31)20(33)21(34)27(38-10)40-24-15(30)9-37-26(22(24)35)41-25-19(32)13-5-4-12(28)8-16(13)39-23(25)11-3-6-14(29)17(7-11)36-2/h3-8,10,15,18,20-22,24,26-31,33-35H,9H2,1-2H3/t10-,15-,18-,20+,21+,22+,24-,26-,27-/m1/s1
InChI Key KZWTWJUDNUMDPQ-FIEZUJDJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O14
Molecular Weight 578.50 g/mol
Exact Mass 578.16355563 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.45
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2R,3S,4R,5R)-3,5-dihydroxy-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6667 66.67%
Caco-2 - 0.9173 91.73%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6278 62.78%
OATP2B1 inhibitior - 0.5783 57.83%
OATP1B1 inhibitior + 0.9201 92.01%
OATP1B3 inhibitior + 0.9289 92.89%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8326 83.26%
P-glycoprotein inhibitior - 0.5718 57.18%
P-glycoprotein substrate + 0.6888 68.88%
CYP3A4 substrate + 0.6820 68.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8340 83.40%
CYP3A4 inhibition - 0.7221 72.21%
CYP2C9 inhibition - 0.9199 91.99%
CYP2C19 inhibition - 0.9232 92.32%
CYP2D6 inhibition - 0.8216 82.16%
CYP1A2 inhibition - 0.8732 87.32%
CYP2C8 inhibition + 0.7692 76.92%
CYP inhibitory promiscuity - 0.7985 79.85%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6699 66.99%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9022 90.22%
Skin irritation - 0.7966 79.66%
Skin corrosion - 0.9519 95.19%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6132 61.32%
Micronuclear + 0.7733 77.33%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.9217 92.17%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9674 96.74%
Acute Oral Toxicity (c) III 0.7045 70.45%
Estrogen receptor binding + 0.8466 84.66%
Androgen receptor binding + 0.6780 67.80%
Thyroid receptor binding + 0.5495 54.95%
Glucocorticoid receptor binding + 0.6566 65.66%
Aromatase binding + 0.5315 53.15%
PPAR gamma + 0.7148 71.48%
Honey bee toxicity - 0.6830 68.30%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.7731 77.31%

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 99.69% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.56% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.78% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 96.48% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.64% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.89% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.78% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.73% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.34% 99.15%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.06% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.44% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.61% 96.09%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 88.18% 95.53%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.49% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.34% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.90% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.64% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.16% 97.14%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.85% 92.78%
CHEMBL242 Q92731 Estrogen receptor beta 82.03% 98.35%
CHEMBL3438 Q05513 Protein kinase C zeta 81.77% 88.48%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.38% 95.89%

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.
Erysimum marshallii

Cross-Links

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PubChem 162864220
LOTUS LTS0173334
wikiData Q105148484