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[(2R,3S,4S,5R,6R)-6-[[(1S,3R,6S,8R,9S,11R,12S,13R,14R,16R)-14-[(2R,5S)-5-acetyloxy-2,6,6-trimethyloxan-2-yl]-9,13-dihydroxy-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate

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 573f0b00-1fc4-4f99-a32c-69d79aa7152c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2R,3S,4S,5R,6R)-6-[[(1S,3R,6S,8R,9S,11R,12S,13R,14R,16R)-14-[(2R,5S)-5-acetyloxy-2,6,6-trimethyloxan-2-yl]-9,13-dihydroxy-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H74O16/c1-21-30(50)32(52)34(54)38(57-21)61-35-33(53)31(51)26(19-56-22(2)47)59-39(35)60-28-12-14-46-20-45(46)16-15-42(8)18-24(43(9)13-11-29(58-23(3)48)41(6,7)62-43)37(55)44(42,10)27(45)17-25(49)36(46)40(28,4)5/h21,24-39,49-55H,11-20H2,1-10H3/t21-,24+,25-,26+,27-,28-,29-,30-,31+,32+,33-,34+,35+,36-,37+,38-,39-,42+,43+,44+,45-,46+/m0/s1
InChI Key VGNIHUROJLSBAP-XSCZQHCLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C46H74O16
Molecular Weight 883.10 g/mol
Exact Mass 882.49768627 g/mol
Topological Polar Surface Area (TPSA) 240.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.25
H-Bond Acceptor 16
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-6-[[(1S,3R,6S,8R,9S,11R,12S,13R,14R,16R)-14-[(2R,5S)-5-acetyloxy-2,6,6-trimethyloxan-2-yl]-9,13-dihydroxy-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7570 75.70%
Caco-2 - 0.8785 87.85%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8023 80.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7877 78.77%
OATP1B3 inhibitior + 0.9179 91.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8287 82.87%
BSEP inhibitior + 0.8569 85.69%
P-glycoprotein inhibitior + 0.7644 76.44%
P-glycoprotein substrate + 0.5542 55.42%
CYP3A4 substrate + 0.7392 73.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.8090 80.90%
CYP2C9 inhibition - 0.7878 78.78%
CYP2C19 inhibition - 0.8919 89.19%
CYP2D6 inhibition - 0.9566 95.66%
CYP1A2 inhibition - 0.9078 90.78%
CYP2C8 inhibition + 0.7217 72.17%
CYP inhibitory promiscuity - 0.9617 96.17%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7054 70.54%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.6792 67.92%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6435 64.35%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7566 75.66%
skin sensitisation - 0.9143 91.43%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7546 75.46%
Acute Oral Toxicity (c) I 0.5694 56.94%
Estrogen receptor binding + 0.7760 77.60%
Androgen receptor binding + 0.7454 74.54%
Thyroid receptor binding - 0.5559 55.59%
Glucocorticoid receptor binding + 0.7607 76.07%
Aromatase binding + 0.6793 67.93%
PPAR gamma + 0.7939 79.39%
Honey bee toxicity - 0.6361 63.61%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.9613 96.13%

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%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.98% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.95% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.32% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.43% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.86% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.14% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.54% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.01% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 85.88% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.19% 97.36%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.84% 96.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.26% 85.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.77% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.51% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.78% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.72% 96.61%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.67% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.21% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.00% 92.94%

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.
Astragalus peregrinus

Cross-Links

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PubChem 162881466
LOTUS LTS0178948
wikiData Q105285923