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3-[3-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(3-hydroxy-4-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 69c4923a-bfb6-4fd4-8d47-d952d9a6edde
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H40O20/c1-11-20(38)23(41)25(43)30(49-11)47-8-18-21(39)24(42)28(53-32-29(44)33(45,9-34)10-48-32)31(51-18)52-27-22(40)19-15(37)6-13(35)7-17(19)50-26(27)12-3-4-16(46-2)14(36)5-12/h3-7,11,18,20-21,23-25,28-32,34-39,41-45H,8-10H2,1-2H3
InChI Key BHQXGRJIODJEEO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O20
Molecular Weight 756.70 g/mol
Exact Mass 756.21129366 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -2.92
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[3-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(3-hydroxy-4-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 + 0.6634 66.34%
Caco-2 - 0.9030 90.30%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6223 62.23%
OATP2B1 inhibitior - 0.5849 58.49%
OATP1B1 inhibitior + 0.8941 89.41%
OATP1B3 inhibitior + 0.9601 96.01%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7640 76.40%
P-glycoprotein inhibitior - 0.4400 44.00%
P-glycoprotein substrate + 0.7571 75.71%
CYP3A4 substrate + 0.7042 70.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8586 85.86%
CYP3A4 inhibition - 0.8178 81.78%
CYP2C9 inhibition - 0.9078 90.78%
CYP2C19 inhibition - 0.8665 86.65%
CYP2D6 inhibition - 0.9193 91.93%
CYP1A2 inhibition - 0.8977 89.77%
CYP2C8 inhibition + 0.8457 84.57%
CYP inhibitory promiscuity - 0.7651 76.51%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5686 56.86%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.8182 81.82%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7864 78.64%
Micronuclear + 0.6733 67.33%
Hepatotoxicity + 0.5177 51.77%
skin sensitisation - 0.8795 87.95%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8850 88.50%
Acute Oral Toxicity (c) III 0.6977 69.77%
Estrogen receptor binding + 0.8277 82.77%
Androgen receptor binding + 0.6007 60.07%
Thyroid receptor binding + 0.5239 52.39%
Glucocorticoid receptor binding + 0.6297 62.97%
Aromatase binding + 0.6228 62.28%
PPAR gamma + 0.7336 73.36%
Honey bee toxicity - 0.6934 69.34%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.7109 71.09%

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 99.46% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.68% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 98.13% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.54% 86.33%
CHEMBL2581 P07339 Cathepsin D 96.04% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 94.87% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.87% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 94.62% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.86% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.36% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.33% 97.09%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 88.70% 95.53%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.32% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.77% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.21% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.33% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.05% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.54% 86.92%
CHEMBL4208 P20618 Proteasome component C5 85.00% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.22% 95.89%
CHEMBL4530 P00488 Coagulation factor XIII 83.06% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.72% 95.89%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.44% 95.78%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.02% 95.83%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.94% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.25% 94.33%
CHEMBL3401 O75469 Pregnane X receptor 81.08% 94.73%
CHEMBL5747 Q92793 CREB-binding protein 81.05% 95.12%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 80.92% 96.69%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.66% 96.90%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.63% 99.15%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162848199
LOTUS LTS0261906
wikiData Q104936178