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[(3S,5S,6S,8S,10S,13S,14S,17S)-6-[(2R,3R,4R,6R)-4-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,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-hydroxy-6-methyl-5-oxooxan-2-yl]oxy-17-[(2S)-2-hydroxy-6-methyl-4-oxoheptan-2-yl]-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 ecc1db6c-1396-41ed-8512-5b69016fc4ec
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,5S,6S,8S,10S,13S,14S,17S)-6-[(2R,3R,4R,6R)-4-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,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-hydroxy-6-methyl-5-oxooxan-2-yl]oxy-17-[(2S)-2-hydroxy-6-methyl-4-oxoheptan-2-yl]-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) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(OC(C(C3O)OC4C(C(C(C(O4)C)O)O)O)OC5C(C(OC(C5=O)C)OC6CC7C8CCC(C8(CC=C7C9(C6CC(CC9)OS(=O)(=O)O)C)C)C(C)(CC(=O)CC(C)C)O)O)C)C)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C)O)O)O)O[C@@H]5[C@H]([C@@H](O[C@@H](C5=O)C)O[C@H]6C[C@H]7[C@@H]8CC[C@@H]([C@]8(CC=C7[C@@]9([C@@H]6C[C@H](CC9)OS(=O)(=O)O)C)C)[C@](C)(CC(=O)CC(C)C)O)O)C)C)O)O)O)O)O
InChI InChI=1S/C57H92O27S/c1-21(2)17-27(58)20-57(10,70)34-12-11-30-29-19-33(32-18-28(84-85(71,72)73)13-15-55(32,8)31(29)14-16-56(30,34)9)79-52-45(69)47(38(62)25(6)76-52)81-54-49(83-51-43(67)40(64)36(60)23(4)75-51)44(68)46(26(7)78-54)80-53-48(41(65)37(61)24(5)77-53)82-50-42(66)39(63)35(59)22(3)74-50/h14,21-26,28-30,32-37,39-54,59-61,63-70H,11-13,15-20H2,1-10H3,(H,71,72,73)/t22-,23-,24-,25-,26-,28+,29+,30+,32-,33+,34+,35+,36-,37+,39+,40+,41+,42-,43-,44+,45-,46-,47+,48-,49-,50+,51+,52+,53+,54+,55-,56+,57+/m1/s1
InChI Key BVXLRCYBQGINRT-SVIAHHCESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H92O27S
Molecular Weight 1241.40 g/mol
Exact Mass 1240.55466883 g/mol
Topological Polar Surface Area (TPSA) 421.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -1.05
H-Bond Acceptor 26
H-Bond Donor 12
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,17S)-6-[(2R,3R,4R,6R)-4-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,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-hydroxy-6-methyl-5-oxooxan-2-yl]oxy-17-[(2S)-2-hydroxy-6-methyl-4-oxoheptan-2-yl]-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 + 0.8759 87.59%
Caco-2 - 0.8682 86.82%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5263 52.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8252 82.52%
OATP1B3 inhibitior + 0.9107 91.07%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9754 97.54%
P-glycoprotein inhibitior + 0.7451 74.51%
P-glycoprotein substrate + 0.7138 71.38%
CYP3A4 substrate + 0.7500 75.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8635 86.35%
CYP3A4 inhibition - 0.7140 71.40%
CYP2C9 inhibition - 0.7521 75.21%
CYP2C19 inhibition - 0.7185 71.85%
CYP2D6 inhibition - 0.8658 86.58%
CYP1A2 inhibition - 0.7499 74.99%
CYP2C8 inhibition + 0.7665 76.65%
CYP inhibitory promiscuity - 0.8724 87.24%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.6100 61.00%
Carcinogenicity (trinary) Non-required 0.5834 58.34%
Eye corrosion - 0.9797 97.97%
Eye irritation - 0.8997 89.97%
Skin irritation - 0.7309 73.09%
Skin corrosion - 0.8920 89.20%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7659 76.59%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.6024 60.24%
skin sensitisation - 0.8302 83.02%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8934 89.34%
Acute Oral Toxicity (c) III 0.5447 54.47%
Estrogen receptor binding + 0.8175 81.75%
Androgen receptor binding + 0.7487 74.87%
Thyroid receptor binding + 0.6485 64.85%
Glucocorticoid receptor binding + 0.8272 82.72%
Aromatase binding + 0.6216 62.16%
PPAR gamma + 0.8485 84.85%
Honey bee toxicity - 0.6296 62.96%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9951 99.51%

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 98.93% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL2179 P04062 Beta-glucocerebrosidase 98.16% 85.31%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.73% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.57% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 95.60% 95.93%
CHEMBL2581 P07339 Cathepsin D 95.53% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.68% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.03% 95.56%
CHEMBL332 P03956 Matrix metalloproteinase-1 92.21% 94.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.96% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.19% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.17% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.87% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.83% 95.71%
CHEMBL4588 P22894 Matrix metalloproteinase 8 88.65% 94.66%
CHEMBL340 P08684 Cytochrome P450 3A4 88.39% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.29% 96.77%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.14% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.12% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 85.07% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.21% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.56% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.03% 94.75%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.03% 97.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.07% 94.00%
CHEMBL5028 O14672 ADAM10 81.44% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.40% 97.14%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.11% 98.05%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.11% 96.90%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.10% 92.78%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.61% 90.08%

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 101589814
LOTUS LTS0159040
wikiData Q104946986