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[(2S,3R,4S,5S,6R)-5-hydroxy-2-[(2R,3R,4S,6R)-6-[[(3S,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-[(2R,3R,4S,5S,6R)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-6-methyloxan-3-yl] 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 262c3f30-e341-4ce1-b424-3ac5cbdb3043
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-5-hydroxy-2-[(2R,3R,4S,6R)-6-[[(3S,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-[(2R,3R,4S,5S,6R)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-6-methyloxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC(C)C2CCC3C2(CCC4C3CC=C5C4(CCC(C5)OC6CC(C(C(O6)C)OC7C(C(C(C(O7)C)O)OC)OC(=O)C)OC)C)C)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)OC)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)O)OC)OC(=O)C)OC)C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)OC)O
InChI InChI=1S/C56H92O24/c1-23(72-53-50(48(69-10)39(60)24(2)73-53)80-52-45(66)43(64)41(62)36(78-52)22-70-51-44(65)42(63)40(61)35(21-57)77-51)31-13-14-32-30-12-11-28-19-29(15-17-55(28,6)33(30)16-18-56(31,32)7)76-37-20-34(67-8)46(26(4)71-37)79-54-49(75-27(5)58)47(68-9)38(59)25(3)74-54/h11,23-26,29-54,57,59-66H,12-22H2,1-10H3/t23-,24+,25+,26+,29-,30-,31+,32-,33-,34-,35+,36+,37-,38-,39-,40+,41+,42-,43-,44+,45+,46+,47-,48-,49+,50+,51+,52-,53+,54-,55-,56+/m0/s1
InChI Key NTPFJHABFWFHMU-CEUPOLKISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H92O24
Molecular Weight 1149.30 g/mol
Exact Mass 1148.59785380 g/mol
Topological Polar Surface Area (TPSA) 328.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.07
H-Bond Acceptor 24
H-Bond Donor 9
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-5-hydroxy-2-[(2R,3R,4S,6R)-6-[[(3S,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-[(2R,3R,4S,5S,6R)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-6-methyloxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7364 73.64%
Caco-2 - 0.8747 87.47%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8112 81.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8613 86.13%
OATP1B3 inhibitior + 0.8056 80.56%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9427 94.27%
P-glycoprotein inhibitior + 0.7475 74.75%
P-glycoprotein substrate + 0.7369 73.69%
CYP3A4 substrate + 0.7588 75.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8856 88.56%
CYP3A4 inhibition - 0.9734 97.34%
CYP2C9 inhibition - 0.9298 92.98%
CYP2C19 inhibition - 0.9172 91.72%
CYP2D6 inhibition - 0.9479 94.79%
CYP1A2 inhibition - 0.9061 90.61%
CYP2C8 inhibition + 0.7203 72.03%
CYP inhibitory promiscuity - 0.9368 93.68%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6172 61.72%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9026 90.26%
Skin irritation - 0.5884 58.84%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8587 85.87%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9196 91.96%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8255 82.55%
Acute Oral Toxicity (c) III 0.4487 44.87%
Estrogen receptor binding + 0.8249 82.49%
Androgen receptor binding + 0.7112 71.12%
Thyroid receptor binding + 0.5679 56.79%
Glucocorticoid receptor binding + 0.7942 79.42%
Aromatase binding + 0.6826 68.26%
PPAR gamma + 0.8321 83.21%
Honey bee toxicity - 0.6002 60.02%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9126 91.26%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.49% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.66% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 97.57% 95.89%
CHEMBL2581 P07339 Cathepsin D 95.34% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.26% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.91% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 93.51% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.70% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.48% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.01% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.57% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.46% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.92% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.71% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.56% 95.89%
CHEMBL5028 O14672 ADAM10 85.46% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.41% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.89% 99.17%
CHEMBL1871 P10275 Androgen Receptor 84.39% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.68% 93.04%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.00% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.98% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.66% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.12% 93.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.06% 89.50%
CHEMBL1937 Q92769 Histone deacetylase 2 81.04% 94.75%

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.
Periploca graeca
Periploca sepium

Cross-Links

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PubChem 14018737
LOTUS LTS0061723
wikiData Q105185564