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[(3S,5S,6S,8S,10S,13S,14S,17S)-6-[(2R,3R,4S,5R,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-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-[(2R)-2-hydroxy-4,6-dioxoheptan-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 506b0b6e-d320-4e92-9602-51675553fd87
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,4S,5R,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-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-[(2R)-2-hydroxy-4,6-dioxoheptan-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(C5O)OC6CC7C8CCC(C8(CC=C7C9(C6CC(CC9)OS(=O)(=O)O)C)C)C(C)(CC(=O)CC(=O)C)O)CO)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]([C@@H]5O)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(=O)C)O)CO)O)C)C)O)O)O)O)O
InChI InChI=1S/C56H90O29S/c1-20(58)15-25(59)18-56(8,71)33-10-9-28-27-17-31(30-16-26(85-86(72,73)74)11-13-54(30,6)29(27)12-14-55(28,33)7)79-51-44(70)46(37(63)32(19-57)80-51)82-53-48(84-50-42(68)39(65)35(61)22(3)76-50)43(69)45(24(5)78-53)81-52-47(40(66)36(62)23(4)77-52)83-49-41(67)38(64)34(60)21(2)75-49/h12,21-24,26-28,30-53,57,60-71H,9-11,13-19H2,1-8H3,(H,72,73,74)/t21-,22-,23-,24-,26+,27+,28+,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-/m1/s1
InChI Key DKZWMHFDKIBTNV-HAHKOWEFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H90O29S
Molecular Weight 1259.40 g/mol
Exact Mass 1258.52884800 g/mol
Topological Polar Surface Area (TPSA) 461.00 Ų
XlogP -4.10
Atomic LogP (AlogP) -3.36
H-Bond Acceptor 28
H-Bond Donor 14
Rotatable Bonds 18

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,4S,5R,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-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-[(2R)-2-hydroxy-4,6-dioxoheptan-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 + 0.8453 84.53%
Caco-2 - 0.8689 86.89%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5535 55.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8287 82.87%
OATP1B3 inhibitior + 0.9229 92.29%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7548 75.48%
BSEP inhibitior + 0.9608 96.08%
P-glycoprotein inhibitior + 0.7448 74.48%
P-glycoprotein substrate + 0.6692 66.92%
CYP3A4 substrate + 0.7479 74.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8641 86.41%
CYP3A4 inhibition - 0.8055 80.55%
CYP2C9 inhibition - 0.7761 77.61%
CYP2C19 inhibition - 0.7506 75.06%
CYP2D6 inhibition - 0.8730 87.30%
CYP1A2 inhibition - 0.7580 75.80%
CYP2C8 inhibition + 0.7718 77.18%
CYP inhibitory promiscuity - 0.9116 91.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.6100 61.00%
Carcinogenicity (trinary) Non-required 0.5729 57.29%
Eye corrosion - 0.9780 97.80%
Eye irritation - 0.8998 89.98%
Skin irritation - 0.7321 73.21%
Skin corrosion - 0.9073 90.73%
Ames mutagenesis - 0.6208 62.08%
Human Ether-a-go-go-Related Gene inhibition + 0.7486 74.86%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.7122 71.22%
skin sensitisation - 0.8516 85.16%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.9230 92.30%
Acute Oral Toxicity (c) III 0.5759 57.59%
Estrogen receptor binding + 0.8164 81.64%
Androgen receptor binding + 0.7332 73.32%
Thyroid receptor binding + 0.5953 59.53%
Glucocorticoid receptor binding + 0.7971 79.71%
Aromatase binding + 0.6469 64.69%
PPAR gamma + 0.8328 83.28%
Honey bee toxicity - 0.6445 64.45%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
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 99.48% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.90% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.17% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.88% 95.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.58% 96.38%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.56% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.33% 86.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.79% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.96% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.39% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.86% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.26% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.02% 96.61%
CHEMBL5255 O00206 Toll-like receptor 4 87.47% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.16% 97.09%
CHEMBL2581 P07339 Cathepsin D 86.94% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.65% 94.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.12% 95.83%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.08% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.91% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.61% 91.24%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.15% 96.90%
CHEMBL5028 O14672 ADAM10 84.01% 97.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.69% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.26% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.59% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.28% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.27% 95.89%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.20% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.15% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 80.36% 94.73%

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 73346141
LOTUS LTS0270826
wikiData Q104984006