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2-[4-[(2R,3S,4S,5R)-3,4-dihydroxy-5-[(1S)-2-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]oxolan-2-yl]oxy-3-hydroxyphenyl]-5-hydroxy-7-methoxychromen-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 8222a9a5-59dd-4704-824c-0c3984e55376
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 2-[4-[(2R,3S,4S,5R)-3,4-dihydroxy-5-[(1S)-2-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]oxolan-2-yl]oxy-3-hydroxyphenyl]-5-hydroxy-7-methoxychromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H32O16/c1-39-11-5-13(32)20-14(33)7-16(40-17(20)6-11)10-2-3-15(12(31)4-10)41-28-25(38)23(36)26(44-28)19(9-30)43-27-24(37)22(35)21(34)18(8-29)42-27/h2-7,18-19,21-32,34-38H,8-9H2,1H3/t18-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m1/s1
InChI Key OJERXGRNIXJOSS-XKJZWJOTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32O16
Molecular Weight 624.50 g/mol
Exact Mass 624.16903493 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -2.12
H-Bond Acceptor 16
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 2-[4-[(2R,3S,4S,5R)-3,4-dihydroxy-5-[(1S)-2-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]oxolan-2-yl]oxy-3-hydroxyphenyl]-5-hydroxy-7-methoxychromen-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 + 0.5974 59.74%
Caco-2 - 0.9000 90.00%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6848 68.48%
OATP2B1 inhibitior - 0.5716 57.16%
OATP1B1 inhibitior + 0.9089 90.89%
OATP1B3 inhibitior + 0.9746 97.46%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.6936 69.36%
P-glycoprotein inhibitior - 0.5255 52.55%
P-glycoprotein substrate + 0.5663 56.63%
CYP3A4 substrate + 0.6329 63.29%
CYP2C9 substrate - 0.8485 84.85%
CYP2D6 substrate - 0.8501 85.01%
CYP3A4 inhibition - 0.8638 86.38%
CYP2C9 inhibition - 0.8003 80.03%
CYP2C19 inhibition - 0.7529 75.29%
CYP2D6 inhibition - 0.9197 91.97%
CYP1A2 inhibition - 0.8921 89.21%
CYP2C8 inhibition + 0.7488 74.88%
CYP inhibitory promiscuity + 0.5065 50.65%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5707 57.07%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9150 91.50%
Skin irritation - 0.8306 83.06%
Skin corrosion - 0.9548 95.48%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4772 47.72%
Micronuclear + 0.6833 68.33%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8970 89.70%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8336 83.36%
Acute Oral Toxicity (c) III 0.7481 74.81%
Estrogen receptor binding + 0.7632 76.32%
Androgen receptor binding + 0.6418 64.18%
Thyroid receptor binding - 0.5051 50.51%
Glucocorticoid receptor binding - 0.5127 51.27%
Aromatase binding + 0.5897 58.97%
PPAR gamma + 0.6831 68.31%
Honey bee toxicity - 0.6975 69.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7349 73.49%
Fish aquatic toxicity + 0.7431 74.31%

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 98.60% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.08% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.52% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.10% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.94% 99.15%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 95.26% 83.57%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.17% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.78% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.67% 86.92%
CHEMBL220 P22303 Acetylcholinesterase 91.61% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 90.47% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.02% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.77% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.47% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.00% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.82% 95.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.34% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.23% 90.71%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.46% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.40% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.53% 97.33%
CHEMBL3194 P02766 Transthyretin 83.10% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.26% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.23% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.13% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.92% 95.50%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.32% 93.65%

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.
Atraphaxis pyrifolia

Cross-Links

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PubChem 163079888
LOTUS LTS0023439
wikiData Q105193036