PlantaeDB Logo
Login Sign-up

Astragalin Heptaacetate

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

Top
Internal ID 4813a51f-4586-4f1c-a8dd-6898fd89dd0f
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5,7-diacetyloxy-2-(4-acetyloxyphenyl)-4-oxochromen-3-yl]oxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C(=CC(=C3)OC(=O)C)OC(=O)C)C4=CC=C(C=C4)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3)OC(=O)C)OC(=O)C)C4=CC=C(C=C4)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C35H34O18/c1-15(36)44-14-27-31(48-19(5)40)33(49-20(6)41)34(50-21(7)42)35(52-27)53-32-29(43)28-25(47-18(4)39)12-24(46-17(3)38)13-26(28)51-30(32)22-8-10-23(11-9-22)45-16(2)37/h8-13,27,31,33-35H,14H2,1-7H3/t27-,31-,33+,34-,35+/m1/s1
InChI Key XNIDEUYQVRRKJJ-FZPNTLRJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H34O18
Molecular Weight 742.60 g/mol
Exact Mass 742.17451423 g/mol
Topological Polar Surface Area (TPSA) 229.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 18
H-Bond Donor 0
Rotatable Bonds 11

Synonyms

Top
CHEBI:67927
((2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(5,7-diacetyloxy-2-(4-acetyloxyphenyl)-4-oxochromen-3-yl)oxyoxan-2-yl)methyl acetate
[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5,7-diacetyloxy-2-(4-acetyloxyphenyl)-4-oxochromen-3-yl]oxyoxan-2-yl]methyl acetate
RefChem:916427
CHEMBL1774168
DTXSID801106510
2636-51-3
Q27136400
2-[4-(acetyloxy)phenyl]-4-oxo-3-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-4H-chromene-5,7-diyl diacetate
5,7-Bis(acetyloxy)-2-[4-(acetyloxy)phenyl]-3-[(2,3,4,6-tetra-O-acetyl-I(2)-D-glucopyranosyl)oxy]-4H-1-benzopyran-4-one

2D Structure

Top
2D Structure of Astragalin Heptaacetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9773 97.73%
Caco-2 - 0.8157 81.57%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7607 76.07%
OATP2B1 inhibitior - 0.7101 71.01%
OATP1B1 inhibitior + 0.9148 91.48%
OATP1B3 inhibitior - 0.3719 37.19%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9842 98.42%
P-glycoprotein inhibitior + 0.8743 87.43%
P-glycoprotein substrate - 0.7225 72.25%
CYP3A4 substrate + 0.6651 66.51%
CYP2C9 substrate - 0.7985 79.85%
CYP2D6 substrate - 0.8859 88.59%
CYP3A4 inhibition - 0.8613 86.13%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9026 90.26%
CYP2D6 inhibition - 0.9610 96.10%
CYP1A2 inhibition - 0.8181 81.81%
CYP2C8 inhibition + 0.7251 72.51%
CYP inhibitory promiscuity + 0.5323 53.23%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6731 67.31%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.8977 89.77%
Skin irritation - 0.8545 85.45%
Skin corrosion - 0.9740 97.40%
Ames mutagenesis - 0.5064 50.64%
Human Ether-a-go-go-Related Gene inhibition + 0.8820 88.20%
Micronuclear + 0.5192 51.92%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8868 88.68%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7072 70.72%
Acute Oral Toxicity (c) III 0.6962 69.62%
Estrogen receptor binding + 0.8068 80.68%
Androgen receptor binding + 0.8243 82.43%
Thyroid receptor binding + 0.5441 54.41%
Glucocorticoid receptor binding + 0.8264 82.64%
Aromatase binding + 0.5690 56.90%
PPAR gamma + 0.6861 68.61%
Honey bee toxicity - 0.7052 70.52%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6049 60.49%
Fish aquatic toxicity + 0.9753 97.53%

Targets

Top

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 98.22% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.48% 94.00%
CHEMBL2581 P07339 Cathepsin D 94.98% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.39% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.37% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.40% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 92.32% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.79% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.87% 94.80%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.52% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.48% 99.17%
CHEMBL4208 P20618 Proteasome component C5 86.23% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.80% 92.62%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.49% 95.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.29% 86.92%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.54% 83.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.96% 97.09%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.78% 94.42%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.31% 96.95%

Plants that contains it

Top
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.
Delphinium staphisagria

Cross-Links

Top
PubChem 12900986
NPASS NPC117478
ChEMBL CHEMBL1774168