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Paeonoside Decaacetate

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 50cbeee0-de85-4350-a061-d418212d2a4f
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-acetyloxy-2-(4-acetyloxyphenyl)-4-oxo-3-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxychromen-7-yl]oxyoxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H50O26/c1-19(48)59-17-34-39(63-23(5)52)42(65-25(7)54)44(67-27(9)56)46(71-34)69-31-15-32(62-22(4)51)36-33(16-31)70-38(29-11-13-30(14-12-29)61-21(3)50)41(37(36)58)73-47-45(68-28(10)57)43(66-26(8)55)40(64-24(6)53)35(72-47)18-60-20(2)49/h11-16,34-35,39-40,42-47H,17-18H2,1-10H3/t34-,35-,39-,40-,42+,43+,44-,45-,46-,47+/m1/s1
InChI Key NLVNWKWBXDAKIC-GHNQEIAISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C47H50O26
Molecular Weight 1030.90 g/mol
Exact Mass 1030.25903170 g/mol
Topological Polar Surface Area (TPSA) 326.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.23
H-Bond Acceptor 26
H-Bond Donor 0
Rotatable Bonds 17

Synonyms

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CHEBI:67930
kaempferol-3,7-di-O-beta-D-glucopyranoside decacetate
4-{5-(acetyloxy)-4-oxo-3,7-bis[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-4H-chromen-2-yl}phenyl acetate
((2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(5-acetyloxy-2-(4-acetyloxyphenyl)-4-oxo-3-((2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl)oxychromen-7-yl)oxyoxan-2-yl)methyl acetate
[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-acetyloxy-2-(4-acetyloxyphenyl)-4-oxo-3-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxychromen-7-yl]oxyoxan-2-yl]methyl acetate
4-(5-(acetyloxy)-4-oxo-3,7-bis((2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy)-4H-chromen-2-yl)phenyl acetate
RefChem:169587
CHEMBL1774170
Q27136403

2D Structure

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2D Structure of Paeonoside Decaacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9704 97.04%
Caco-2 - 0.8517 85.17%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7358 73.58%
OATP2B1 inhibitior + 0.5739 57.39%
OATP1B1 inhibitior + 0.9244 92.44%
OATP1B3 inhibitior + 0.7940 79.40%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9927 99.27%
P-glycoprotein inhibitior + 0.8041 80.41%
P-glycoprotein substrate - 0.7120 71.20%
CYP3A4 substrate + 0.6666 66.66%
CYP2C9 substrate - 0.7985 79.85%
CYP2D6 substrate - 0.8859 88.59%
CYP3A4 inhibition - 0.9013 90.13%
CYP2C9 inhibition - 0.8694 86.94%
CYP2C19 inhibition - 0.8168 81.68%
CYP2D6 inhibition - 0.9669 96.69%
CYP1A2 inhibition - 0.8338 83.38%
CYP2C8 inhibition + 0.7306 73.06%
CYP inhibitory promiscuity + 0.5485 54.85%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6312 63.12%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.8986 89.86%
Skin irritation - 0.8729 87.29%
Skin corrosion - 0.9720 97.20%
Ames mutagenesis - 0.5064 50.64%
Human Ether-a-go-go-Related Gene inhibition + 0.8343 83.43%
Micronuclear + 0.5033 50.33%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8591 85.91%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7286 72.86%
Acute Oral Toxicity (c) III 0.7247 72.47%
Estrogen receptor binding + 0.8108 81.08%
Androgen receptor binding + 0.7884 78.84%
Thyroid receptor binding + 0.5869 58.69%
Glucocorticoid receptor binding + 0.7864 78.64%
Aromatase binding + 0.6481 64.81%
PPAR gamma + 0.7565 75.65%
Honey bee toxicity - 0.7049 70.49%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5949 59.49%
Fish aquatic toxicity + 0.9703 97.03%

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 98.26% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.57% 94.00%
CHEMBL2581 P07339 Cathepsin D 94.89% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.78% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.36% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.06% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 92.40% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.01% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.99% 94.80%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.81% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.80% 92.62%
CHEMBL4208 P20618 Proteasome component C5 85.10% 90.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.48% 95.78%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.17% 83.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.46% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.30% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.05% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.84% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.42% 86.92%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.64% 94.42%

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.
Delphinium staphisagria

Cross-Links

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PubChem 52952637
NPASS NPC321478
ChEMBL CHEMBL1774170