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[(3S,5S,6S,8S,10S,13S,14S,16S,17R)-6-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-16-hydroxy-17-[(1S)-1-hydroxy-1-[(2R,3S)-3-[(2S)-3-methylbutan-2-yl]oxiran-2-yl]ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate

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 763f1cc4-b5a4-4cf8-b36c-e5a3e9c112ac
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,5S,6S,8S,10S,13S,14S,16S,17R)-6-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-16-hydroxy-17-[(1S)-1-hydroxy-1-[(2R,3S)-3-[(2S)-3-methylbutan-2-yl]oxiran-2-yl]ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C58H96O29S/c1-19(2)20(3)44-50(82-44)58(10,72)49-30(60)17-28-26-16-31(29-15-25(87-88(73,74)75)11-13-56(29,8)27(26)12-14-57(28,49)9)80-53-43(71)46(36(64)32(18-59)81-53)84-55-48(86-52-41(69)38(66)34(62)22(5)77-52)42(70)45(24(7)79-55)83-54-47(39(67)35(63)23(6)78-54)85-51-40(68)37(65)33(61)21(4)76-51/h12,19-26,28-55,59-72H,11,13-18H2,1-10H3,(H,73,74,75)/t20-,21+,22+,23+,24+,25-,26+,28-,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+,57-,58-/m0/s1
InChI Key HRDWKYORRWULSK-QSXHETAOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C58H96O29S
Molecular Weight 1289.40 g/mol
Exact Mass 1288.57579819 g/mol
Topological Polar Surface Area (TPSA) 460.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -3.26
H-Bond Acceptor 28
H-Bond Donor 15
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5S,6S,8S,10S,13S,14S,16S,17R)-6-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-16-hydroxy-17-[(1S)-1-hydroxy-1-[(2R,3S)-3-[(2S)-3-methylbutan-2-yl]oxiran-2-yl]ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8416 84.16%
Caco-2 - 0.8745 87.45%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.5118 51.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8315 83.15%
OATP1B3 inhibitior + 0.9275 92.75%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9019 90.19%
P-glycoprotein inhibitior + 0.7446 74.46%
P-glycoprotein substrate + 0.6843 68.43%
CYP3A4 substrate + 0.7397 73.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8612 86.12%
CYP3A4 inhibition - 0.7884 78.84%
CYP2C9 inhibition - 0.7246 72.46%
CYP2C19 inhibition - 0.7039 70.39%
CYP2D6 inhibition - 0.8649 86.49%
CYP1A2 inhibition - 0.7206 72.06%
CYP2C8 inhibition + 0.7635 76.35%
CYP inhibitory promiscuity - 0.8717 87.17%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.6100 61.00%
Carcinogenicity (trinary) Non-required 0.5674 56.74%
Eye corrosion - 0.9778 97.78%
Eye irritation - 0.9002 90.02%
Skin irritation - 0.7428 74.28%
Skin corrosion - 0.9037 90.37%
Ames mutagenesis - 0.7554 75.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7110 71.10%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.6199 61.99%
skin sensitisation - 0.8343 83.43%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9142 91.42%
Acute Oral Toxicity (c) III 0.5751 57.51%
Estrogen receptor binding + 0.8231 82.31%
Androgen receptor binding + 0.7334 73.34%
Thyroid receptor binding + 0.6088 60.88%
Glucocorticoid receptor binding + 0.8021 80.21%
Aromatase binding + 0.6327 63.27%
PPAR gamma + 0.8415 84.15%
Honey bee toxicity - 0.6043 60.43%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9871 98.71%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.42% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.88% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.86% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.60% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.72% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.39% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.44% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.05% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.94% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.54% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.59% 86.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 89.54% 97.33%
CHEMBL2996 Q05655 Protein kinase C delta 89.07% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.74% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.71% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.94% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.84% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.79% 96.38%
CHEMBL1978 P11511 Cytochrome P450 19A1 87.77% 91.76%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.30% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.04% 96.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 86.88% 99.18%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.87% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.85% 93.56%
CHEMBL5255 O00206 Toll-like receptor 4 85.24% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.28% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.79% 95.83%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.51% 91.03%
CHEMBL3401 O75469 Pregnane X receptor 82.94% 94.73%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.69% 85.31%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.67% 92.78%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.46% 96.90%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.46% 92.86%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.11% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 81.95% 91.19%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.43% 94.97%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.41% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.85% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.58% 97.14%
CHEMBL5028 O14672 ADAM10 80.32% 97.50%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 80.15% 92.95%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 46891498
LOTUS LTS0237904
wikiData Q105032607