asphodelin A-4'-O-beta-glucoside

Details

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Internal ID c6f04235-833b-4b10-83c7-8cfae37874ee
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
IUPAC Name 4,7-dihydroxy-3-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-2-one
SMILES (Canonical) C1=CC2=C(C=C1O)OC(=O)C(=C2O)C3=C(C=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)O
SMILES (Isomeric) C1=CC2=C(C=C1O)OC(=O)C(=C2O)C3=C(C=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
InChI InChI=1S/C21H20O11/c22-7-14-17(26)18(27)19(28)21(32-14)30-9-2-4-10(12(24)6-9)15-16(25)11-3-1-8(23)5-13(11)31-20(15)29/h1-6,14,17-19,21-28H,7H2/t14-,17-,18+,19-,21-/m1/s1
InChI Key OEZWCAHAQBRTTP-FKRBRYKNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H20O11
Molecular Weight 448.40 g/mol
Exact Mass 448.10056145 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.24
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 4

Synonyms

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CHEBI:65454
3-(2'-hydroxy-p-O-beta-D-glucopyranosyloxyphenyl)-4,7-dihydroxy-2H-1-benzopyran-2-one
4-(4,7-dihydroxy-2-oxo-2H-chromen-3-yl)-3-hydroxyphenyl beta-D-glucopyranoside
CHEMBL219459
asphodelin A 4'-O-beta-D-glucoside
Q27133897

2D Structure

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2D Structure of asphodelin A-4'-O-beta-glucoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5116 51.16%
Caco-2 - 0.9303 93.03%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6068 60.68%
OATP2B1 inhibitior + 0.5850 58.50%
OATP1B1 inhibitior + 0.8500 85.00%
OATP1B3 inhibitior + 0.9265 92.65%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.6629 66.29%
P-glycoprotein inhibitior - 0.7292 72.92%
P-glycoprotein substrate - 0.7410 74.10%
CYP3A4 substrate + 0.6109 61.09%
CYP2C9 substrate - 0.6238 62.38%
CYP2D6 substrate - 0.8702 87.02%
CYP3A4 inhibition - 0.9193 91.93%
CYP2C9 inhibition - 0.9296 92.96%
CYP2C19 inhibition - 0.9289 92.89%
CYP2D6 inhibition - 0.9513 95.13%
CYP1A2 inhibition - 0.9084 90.84%
CYP2C8 inhibition + 0.6261 62.61%
CYP inhibitory promiscuity - 0.7728 77.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7144 71.44%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.8614 86.14%
Skin irritation - 0.8036 80.36%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6111 61.11%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9122 91.22%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8334 83.34%
Acute Oral Toxicity (c) III 0.4045 40.45%
Estrogen receptor binding + 0.7819 78.19%
Androgen receptor binding + 0.7134 71.34%
Thyroid receptor binding + 0.5660 56.60%
Glucocorticoid receptor binding + 0.6489 64.89%
Aromatase binding + 0.6139 61.39%
PPAR gamma + 0.8137 81.37%
Honey bee toxicity - 0.7729 77.29%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6550 65.50%
Fish aquatic toxicity + 0.8218 82.18%

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 99.88% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.41% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.54% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.75% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.62% 99.15%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 94.31% 83.57%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.20% 94.00%
CHEMBL242 Q92731 Estrogen receptor beta 93.72% 98.35%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.28% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.14% 97.09%
CHEMBL220 P22303 Acetylcholinesterase 92.82% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.46% 99.17%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 90.16% 95.64%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.90% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.52% 95.56%
CHEMBL3194 P02766 Transthyretin 88.16% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.24% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 84.83% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.94% 86.92%
CHEMBL4208 P20618 Proteasome component C5 82.85% 90.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.35% 85.00%

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.
Asphodelus aestivus

Cross-Links

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PubChem 54679753
LOTUS LTS0043589
wikiData Q27133897