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8-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-3-(4-hydroxyphenyl)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 f829485f-7e28-464b-a708-2cf052beaae0
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
IUPAC Name 8-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H28O15/c27-8-26(36)9-39-25(23(26)35)38-7-15-18(32)19(33)20(34)24(40-15)41-21-14(30)5-13(29)16-17(31)12(6-37-22(16)21)10-1-3-11(28)4-2-10/h1-6,15,18-20,23-25,27-30,32-36H,7-9H2/t15-,18-,19+,20-,23+,24+,25-,26-/m1/s1
InChI Key HZMGJVBPGHEMBU-AWRBQHJKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O15
Molecular Weight 580.50 g/mol
Exact Mass 580.14282018 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -1.78
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-3-(4-hydroxyphenyl)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 + 0.6622 66.22%
Caco-2 - 0.9253 92.53%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6721 67.21%
OATP2B1 inhibitior - 0.5659 56.59%
OATP1B1 inhibitior + 0.9071 90.71%
OATP1B3 inhibitior + 0.9368 93.68%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6811 68.11%
P-glycoprotein inhibitior - 0.5129 51.29%
P-glycoprotein substrate - 0.6519 65.19%
CYP3A4 substrate + 0.6728 67.28%
CYP2C9 substrate - 0.8271 82.71%
CYP2D6 substrate - 0.8606 86.06%
CYP3A4 inhibition - 0.8530 85.30%
CYP2C9 inhibition - 0.9230 92.30%
CYP2C19 inhibition - 0.8294 82.94%
CYP2D6 inhibition - 0.9000 90.00%
CYP1A2 inhibition - 0.9163 91.63%
CYP2C8 inhibition + 0.7468 74.68%
CYP inhibitory promiscuity - 0.8529 85.29%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5862 58.62%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9033 90.33%
Skin irritation - 0.8146 81.46%
Skin corrosion - 0.9568 95.68%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6721 67.21%
Micronuclear + 0.5774 57.74%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8779 87.79%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6429 64.29%
Acute Oral Toxicity (c) III 0.5035 50.35%
Estrogen receptor binding + 0.7891 78.91%
Androgen receptor binding + 0.6970 69.70%
Thyroid receptor binding + 0.5233 52.33%
Glucocorticoid receptor binding + 0.5686 56.86%
Aromatase binding + 0.7060 70.60%
PPAR gamma + 0.7507 75.07%
Honey bee toxicity - 0.7366 73.66%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.8637 86.37%

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 99.64% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.61% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.42% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.99% 89.00%
CHEMBL4302 P08183 P-glycoprotein 1 94.86% 92.98%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.66% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.42% 99.15%
CHEMBL226 P30542 Adenosine A1 receptor 91.98% 95.93%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.17% 86.92%
CHEMBL242 Q92731 Estrogen receptor beta 89.43% 98.35%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.43% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 89.04% 94.75%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.38% 95.83%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.18% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.03% 94.45%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 85.29% 95.53%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.20% 91.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.80% 99.23%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 84.01% 96.69%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.36% 95.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.33% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.84% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.03% 100.00%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 81.06% 97.03%

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.
Pueraria montana var. lobata

Cross-Links

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PubChem 163079798
LOTUS LTS0214779
wikiData Q105035763