PlantaeDB Logo
Login Sign-up

[(3S,5S,6S,8S,10S,13S,14S,17S)-6-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-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

Top
Internal ID 58fd9de1-1d2d-4cab-be43-3d9df8a04958
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)-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-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(C3OC4C(C(C(CO4)O)O)O)OC5C(C(C(C(O5)C)O)O)O)OC6CC7C8CCC(C8(CC=C7C9(C6CC(CC9)OS(=O)(=O)O)C)C)C(C)(CC(=O)CC(C)C)O)C)CO)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[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C)O)O)O)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)C)CO)O)O)O)O)O
InChI InChI=1S/C56H92O28S/c1-21(2)15-25(58)18-56(8,70)34-10-9-28-27-17-32(30-16-26(84-85(71,72)73)11-13-54(30,6)29(27)12-14-55(28,34)7)78-53-48(83-51-44(69)40(65)36(61)23(4)76-51)47(82-49-42(67)37(62)31(59)20-74-49)45(24(5)77-53)80-52-46(41(66)38(63)33(19-57)79-52)81-50-43(68)39(64)35(60)22(3)75-50/h12,21-24,26-28,30-53,57,59-70H,9-11,13-20H2,1-8H3,(H,71,72,73)/t22-,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 CMSQFTUALWQPSY-PCPMRWRFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C56H92O28S
Molecular Weight 1245.40 g/mol
Exact Mass 1244.54958345 g/mol
Topological Polar Surface Area (TPSA) 444.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -2.68
H-Bond Acceptor 27
H-Bond Donor 14
Rotatable Bonds 18

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3S,5S,6S,8S,10S,13S,14S,17S)-6-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8400 84.00%
Caco-2 - 0.8771 87.71%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.5695 56.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8189 81.89%
OATP1B3 inhibitior + 0.9170 91.70%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7776 77.76%
BSEP inhibitior + 0.9406 94.06%
P-glycoprotein inhibitior + 0.7465 74.65%
P-glycoprotein substrate + 0.7124 71.24%
CYP3A4 substrate + 0.7509 75.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8654 86.54%
CYP3A4 inhibition - 0.8164 81.64%
CYP2C9 inhibition - 0.7546 75.46%
CYP2C19 inhibition - 0.7299 72.99%
CYP2D6 inhibition - 0.8710 87.10%
CYP1A2 inhibition - 0.7527 75.27%
CYP2C8 inhibition + 0.7674 76.74%
CYP inhibitory promiscuity - 0.9084 90.84%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.6000 60.00%
Carcinogenicity (trinary) Non-required 0.5616 56.16%
Eye corrosion - 0.9797 97.97%
Eye irritation - 0.9022 90.22%
Skin irritation - 0.7448 74.48%
Skin corrosion - 0.9056 90.56%
Ames mutagenesis - 0.6354 63.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7166 71.66%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.7574 75.74%
skin sensitisation - 0.8425 84.25%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9767 97.67%
Acute Oral Toxicity (c) III 0.5934 59.34%
Estrogen receptor binding + 0.8422 84.22%
Androgen receptor binding + 0.7394 73.94%
Thyroid receptor binding + 0.5522 55.22%
Glucocorticoid receptor binding + 0.7619 76.19%
Aromatase binding + 0.6319 63.19%
PPAR gamma + 0.8333 83.33%
Honey bee toxicity - 0.6307 63.07%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9886 98.86%

Targets

Top

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 99.38% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.73% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 98.28% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.65% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.97% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 94.50% 86.92%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.28% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.23% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.40% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.90% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.37% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.93% 89.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 89.84% 85.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.72% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 87.88% 91.19%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.38% 97.33%
CHEMBL5255 O00206 Toll-like receptor 4 86.05% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.02% 96.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.69% 91.24%
CHEMBL5028 O14672 ADAM10 85.10% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.89% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.83% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.18% 95.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.10% 95.89%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 83.65% 94.97%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.64% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.88% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 82.82% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.80% 93.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.61% 96.90%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.79% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.29% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.28% 95.83%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.98% 98.05%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.67% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.40% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.28% 97.36%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 101588320
LOTUS LTS0111996
wikiData Q104965107