PlantaeDB Logo
Login Sign-up

[(3R,4R,5R,6S)-6-[[(3S,5R,9R,10R,13R,14R,17S)-17-acetyl-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(sulfooxymethyl)oxan-2-yl]oxy-4-hydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxyoxan-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 5cce031f-b311-4e96-9f3f-c5e1aba01b2e
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides > Oligosaccharide sulfates
IUPAC Name [(3R,4R,5R,6S)-6-[[(3S,5R,9R,10R,13R,14R,17S)-17-acetyl-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(sulfooxymethyl)oxan-2-yl]oxy-4-hydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxyoxan-3-yl] hydrogen sulfate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6(C(CCC6(C5=CCC4C3(C)C)C)C(=O)C)C)C)OS(=O)(=O)O)O)OC7C(C(C(CO7)O)O)O)O)OC8C(C(C(C(O8)COS(=O)(=O)O)O)OC9C(C(C(C(O9)CO)O)OC)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](CO[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@@]6([C@H](CC[C@]6(C5=CC[C@H]4C3(C)C)C)C(=O)C)C)C)OS(=O)(=O)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)COS(=O)(=O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)OC)O)O
InChI InChI=1S/C53H86O30S2/c1-21(55)23-11-15-53(7)25-9-10-30-50(3,4)31(13-14-51(30,5)24(25)12-16-52(23,53)6)78-48-43(35(60)29(19-73-48)83-85(68,69)70)82-49-44(81-45-36(61)32(57)26(56)18-72-45)37(62)40(22(2)75-49)79-47-39(64)42(34(59)28(77-47)20-74-84(65,66)67)80-46-38(63)41(71-8)33(58)27(17-54)76-46/h9,22-24,26-49,54,56-64H,10-20H2,1-8H3,(H,65,66,67)(H,68,69,70)/t22-,23-,24+,26-,27-,28-,29-,30+,31+,32+,33-,34-,35+,36-,37+,38-,39-,40-,41+,42+,43-,44-,45+,46+,47+,48+,49+,51-,52-,53+/m1/s1
InChI Key WFUDTYDDBBOARM-WNQXYEDUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C53H86O30S2
Molecular Weight 1267.40 g/mol
Exact Mass 1266.4645337 g/mol
Topological Polar Surface Area (TPSA) 465.00 Ų
XlogP -3.00
Atomic LogP (AlogP) -2.72
H-Bond Acceptor 28
H-Bond Donor 12
Rotatable Bonds 18

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3R,4R,5R,6S)-6-[[(3S,5R,9R,10R,13R,14R,17S)-17-acetyl-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(sulfooxymethyl)oxan-2-yl]oxy-4-hydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxyoxan-3-yl] hydrogen sulfate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8472 84.72%
Caco-2 - 0.8657 86.57%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5517 55.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7830 78.30%
OATP1B3 inhibitior + 0.9198 91.98%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9365 93.65%
P-glycoprotein inhibitior + 0.7458 74.58%
P-glycoprotein substrate + 0.6919 69.19%
CYP3A4 substrate + 0.7482 74.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8613 86.13%
CYP3A4 inhibition - 0.8094 80.94%
CYP2C9 inhibition - 0.7448 74.48%
CYP2C19 inhibition - 0.7177 71.77%
CYP2D6 inhibition - 0.8694 86.94%
CYP1A2 inhibition - 0.7455 74.55%
CYP2C8 inhibition + 0.7822 78.22%
CYP inhibitory promiscuity - 0.9151 91.51%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.5900 59.00%
Carcinogenicity (trinary) Non-required 0.5633 56.33%
Eye corrosion - 0.9794 97.94%
Eye irritation - 0.8988 89.88%
Skin irritation - 0.7540 75.40%
Skin corrosion - 0.9111 91.11%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7092 70.92%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8438 84.38%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8258 82.58%
Acute Oral Toxicity (c) III 0.5823 58.23%
Estrogen receptor binding + 0.7902 79.02%
Androgen receptor binding + 0.7382 73.82%
Thyroid receptor binding + 0.5958 59.58%
Glucocorticoid receptor binding + 0.7519 75.19%
Aromatase binding + 0.6228 62.28%
PPAR gamma + 0.8139 81.39%
Honey bee toxicity - 0.6262 62.62%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.9798 97.98%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.57% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.15% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.49% 97.36%
CHEMBL2581 P07339 Cathepsin D 92.10% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.41% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.13% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 89.67% 95.93%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.44% 86.92%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.32% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 88.17% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.65% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.63% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.48% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.70% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 85.06% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.67% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.66% 95.50%
CHEMBL1871 P10275 Androgen Receptor 83.88% 96.43%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.88% 96.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.82% 95.83%
CHEMBL5028 O14672 ADAM10 83.12% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.08% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.64% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.84% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.83% 96.77%

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 10920358
LOTUS LTS0191929
wikiData Q105304206