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[(3S,4R,5R,6S,8R,9S,10R,13R,14S,15R,17R)-3,4,15-trihydroxy-17-[(2R,5S)-5-[(2S,3R,4S,5R)-4-hydroxy-3-[(2S,3R,4S,5R)-4-hydroxy-3,5-dimethoxyoxan-2-yl]oxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-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 28d535c4-cb92-4018-a696-29739c58c5c8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,4R,5R,6S,8R,9S,10R,13R,14S,15R,17R)-3,4,15-trihydroxy-17-[(2R,5S)-5-[(2S,3R,4S,5R)-4-hydroxy-3-[(2S,3R,4S,5R)-4-hydroxy-3,5-dimethoxyoxan-2-yl]oxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl] hydrogen sulfate
SMILES (Canonical) CC(C)C(CCC(C)C1CC(C2C1(CCC3C2CC(C4C3(CCC(C4O)O)C)OS(=O)(=O)O)C)O)OC5C(C(C(O5)CO)O)OC6C(C(C(CO6)OC)O)OC
SMILES (Isomeric) C[C@H](CC[C@@H](C(C)C)O[C@@H]1[C@@H]([C@H]([C@H](O1)CO)O)O[C@H]2[C@@H]([C@H]([C@@H](CO2)OC)O)OC)[C@H]3C[C@H]([C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@@H]([C@@H]6[C@@]5(CC[C@@H]([C@@H]6O)O)C)OS(=O)(=O)O)C)O
InChI InChI=1S/C39H68O16S/c1-18(2)25(52-37-35(32(44)27(16-40)53-37)54-36-34(50-7)33(45)28(49-6)17-51-36)9-8-19(3)22-15-24(42)29-20-14-26(55-56(46,47)48)30-31(43)23(41)11-13-38(30,4)21(20)10-12-39(22,29)5/h18-37,40-45H,8-17H2,1-7H3,(H,46,47,48)/t19-,20-,21+,22-,23+,24-,25+,26+,27-,28-,29-,30+,31+,32+,33+,34-,35-,36+,37+,38-,39-/m1/s1
InChI Key RIAGLOBDMGZGLN-SURPLWOISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H68O16S
Molecular Weight 825.00 g/mol
Exact Mass 824.42280725 g/mol
Topological Polar Surface Area (TPSA) 249.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.41
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,5R,6S,8R,9S,10R,13R,14S,15R,17R)-3,4,15-trihydroxy-17-[(2R,5S)-5-[(2S,3R,4S,5R)-4-hydroxy-3-[(2S,3R,4S,5R)-4-hydroxy-3,5-dimethoxyoxan-2-yl]oxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-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 + 0.6954 69.54%
Caco-2 - 0.8733 87.33%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4518 45.18%
OATP2B1 inhibitior - 0.8693 86.93%
OATP1B1 inhibitior + 0.8380 83.80%
OATP1B3 inhibitior + 0.9245 92.45%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.7450 74.50%
P-glycoprotein substrate + 0.6830 68.30%
CYP3A4 substrate + 0.7595 75.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8510 85.10%
CYP3A4 inhibition - 0.8762 87.62%
CYP2C9 inhibition - 0.7801 78.01%
CYP2C19 inhibition - 0.7290 72.90%
CYP2D6 inhibition - 0.8839 88.39%
CYP1A2 inhibition - 0.7573 75.73%
CYP2C8 inhibition + 0.6014 60.14%
CYP inhibitory promiscuity - 0.9380 93.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.5800 58.00%
Carcinogenicity (trinary) Non-required 0.5774 57.74%
Eye corrosion - 0.9732 97.32%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.7689 76.89%
Skin corrosion - 0.9058 90.58%
Ames mutagenesis - 0.6426 64.26%
Human Ether-a-go-go-Related Gene inhibition + 0.7159 71.59%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.5226 52.26%
skin sensitisation - 0.8506 85.06%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.8273 82.73%
Acute Oral Toxicity (c) III 0.5632 56.32%
Estrogen receptor binding + 0.7683 76.83%
Androgen receptor binding + 0.6995 69.95%
Thyroid receptor binding - 0.5559 55.59%
Glucocorticoid receptor binding + 0.6550 65.50%
Aromatase binding + 0.6135 61.35%
PPAR gamma + 0.7064 70.64%
Honey bee toxicity - 0.5121 51.21%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9325 93.25%

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
CHEMBL220 P22303 Acetylcholinesterase 97.97% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.32% 96.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 96.45% 95.58%
CHEMBL226 P30542 Adenosine A1 receptor 95.49% 95.93%
CHEMBL2581 P07339 Cathepsin D 93.78% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.61% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.58% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.62% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.10% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 90.57% 93.18%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.11% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.09% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.03% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 89.63% 98.10%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 89.11% 92.88%
CHEMBL340 P08684 Cytochrome P450 3A4 88.36% 91.19%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.75% 85.31%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.54% 94.33%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 86.72% 92.86%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.36% 92.94%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 86.24% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.64% 95.50%
CHEMBL1871 P10275 Androgen Receptor 85.43% 96.43%
CHEMBL5255 O00206 Toll-like receptor 4 85.28% 92.50%
CHEMBL4588 P22894 Matrix metalloproteinase 8 84.46% 94.66%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.32% 95.56%
CHEMBL5028 O14672 ADAM10 84.08% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.89% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.88% 96.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 83.86% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 83.40% 94.75%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.30% 92.86%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.04% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.95% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.69% 95.83%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.69% 92.78%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.50% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.37% 93.56%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.28% 98.05%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.15% 90.08%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.04% 97.28%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.97% 96.90%
CHEMBL204 P00734 Thrombin 80.45% 96.01%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.37% 95.00%

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 163105815
LOTUS LTS0213770
wikiData Q105236734