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D-Glucopyranosiduronic acid, (3I(2),16I+/-)-28-[[3-O-D-glucopyranosyl-2-O-[3-(4-hydroxyphenyl)-1-oxo-2-propenyl]-D-xylopyranosyl]oxy]-16-hydroxy-28-oxoolean-12-en-3-yl

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 9c12fb7d-6fa8-481d-8430-cebc0b73c076
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 3,4,5-trihydroxy-6-[[8-hydroxy-8a-[5-hydroxy-3-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]oxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C56H80O21/c1-51(2)20-21-56(50(70)77-49-45(74-36(61)15-10-26-8-11-27(58)12-9-26)43(30(59)25-71-49)75-47-41(66)38(63)37(62)31(24-57)72-47)29(22-51)28-13-14-33-53(5)18-17-35(73-48-42(67)39(64)40(65)44(76-48)46(68)69)52(3,4)32(53)16-19-54(33,6)55(28,7)23-34(56)60/h8-13,15,29-35,37-45,47-49,57-60,62-67H,14,16-25H2,1-7H3,(H,68,69)
InChI Key QZHICJNADLHUTJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H80O21
Molecular Weight 1089.20 g/mol
Exact Mass 1088.51920956 g/mol
Topological Polar Surface Area (TPSA) 338.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 1.81
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 11

Synonyms

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134361-68-5
D-Glucopyranosiduronic acid, (3beta,16alpha)-28-[[3-O-D-glucopyranosyl-2-O-[3-(4-hydroxyphenyl)-1-oxo-2-propenyl]-D-xylopyranosyl]oxy]-16-hydroxy-28-oxoolean-12-en-3-yl

2D Structure

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2D Structure of D-Glucopyranosiduronic acid, (3I(2),16I+/-)-28-[[3-O-D-glucopyranosyl-2-O-[3-(4-hydroxyphenyl)-1-oxo-2-propenyl]-D-xylopyranosyl]oxy]-16-hydroxy-28-oxoolean-12-en-3-yl

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8567 85.67%
Caco-2 - 0.8663 86.63%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8317 83.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3378 33.78%
OATP1B3 inhibitior - 0.4152 41.52%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9411 94.11%
P-glycoprotein inhibitior + 0.7465 74.65%
P-glycoprotein substrate + 0.5448 54.48%
CYP3A4 substrate + 0.7468 74.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8739 87.39%
CYP3A4 inhibition - 0.7238 72.38%
CYP2C9 inhibition - 0.8199 81.99%
CYP2C19 inhibition - 0.8379 83.79%
CYP2D6 inhibition - 0.9279 92.79%
CYP1A2 inhibition - 0.7832 78.32%
CYP2C8 inhibition + 0.8522 85.22%
CYP inhibitory promiscuity - 0.9494 94.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5954 59.54%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8987 89.87%
Skin irritation - 0.6597 65.97%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7533 75.33%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.8902 89.02%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.9095 90.95%
Acute Oral Toxicity (c) III 0.6582 65.82%
Estrogen receptor binding + 0.7449 74.49%
Androgen receptor binding + 0.7500 75.00%
Thyroid receptor binding + 0.6409 64.09%
Glucocorticoid receptor binding + 0.7897 78.97%
Aromatase binding + 0.5760 57.60%
PPAR gamma + 0.8090 80.90%
Honey bee toxicity - 0.6437 64.37%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9878 98.78%

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 98.89% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.42% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.76% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.64% 95.56%
CHEMBL206 P03372 Estrogen receptor alpha 93.73% 97.64%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.61% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.32% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.24% 89.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 90.61% 89.67%
CHEMBL1937 Q92769 Histone deacetylase 2 89.99% 94.75%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 88.18% 89.44%
CHEMBL2581 P07339 Cathepsin D 86.21% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.84% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.36% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 83.80% 95.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.50% 96.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.21% 91.71%
CHEMBL5255 O00206 Toll-like receptor 4 81.99% 92.50%
CHEMBL5028 O14672 ADAM10 81.86% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.06% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.81% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.23% 95.89%

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.
Tragopogon pratensis

Cross-Links

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PubChem 162858066
LOTUS LTS0146297
wikiData Q105232050