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[(3S,5S,6S,8S,9R,10S,13R,14S,15S,17R)-3,8,15-trihydroxy-17-[(2R,5S)-5-[(2R,3R,4R,5S)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[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 dabf5957-5876-44bb-a325-99ad58ea3b52
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,5S,6S,8S,9R,10S,13R,14S,15S,17R)-3,8,15-trihydroxy-17-[(2R,5S)-5-[(2R,3R,4R,5S)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl] hydrogen sulfate
SMILES (Canonical) CC(C)C(CCC(C)C1CC(C2C1(CCC3C2(CC(C4C3(CCC(C4)O)C)OS(=O)(=O)O)O)C)O)OC5C(C(C(O5)CO)OC)O
SMILES (Isomeric) C[C@H](CC[C@@H](C(C)C)O[C@H]1[C@@H]([C@H]([C@@H](O1)CO)OC)O)[C@H]2C[C@@H]([C@@H]3[C@@]2(CC[C@H]4[C@]3(C[C@@H]([C@@H]5[C@@]4(CC[C@@H](C5)O)C)OS(=O)(=O)O)O)C)O
InChI InChI=1S/C33H58O12S/c1-17(2)23(43-30-27(37)28(42-6)25(16-34)44-30)8-7-18(3)20-14-22(36)29-32(20,5)12-10-26-31(4)11-9-19(35)13-21(31)24(15-33(26,29)38)45-46(39,40)41/h17-30,34-38H,7-16H2,1-6H3,(H,39,40,41)/t18-,19+,20-,21-,22+,23+,24+,25+,26-,27-,28+,29-,30-,31+,32-,33+/m1/s1
InChI Key NNJQCKSXTPHYQI-MOCANMLZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H58O12S
Molecular Weight 678.90 g/mol
Exact Mass 678.36489845 g/mol
Topological Polar Surface Area (TPSA) 201.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.44
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5S,6S,8S,9R,10S,13R,14S,15S,17R)-3,8,15-trihydroxy-17-[(2R,5S)-5-[(2R,3R,4R,5S)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]oxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[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 + 0.8917 89.17%
Caco-2 - 0.8611 86.11%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4182 41.82%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8228 82.28%
OATP1B3 inhibitior + 0.9256 92.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8343 83.43%
P-glycoprotein inhibitior + 0.7067 70.67%
P-glycoprotein substrate + 0.6506 65.06%
CYP3A4 substrate + 0.7451 74.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8548 85.48%
CYP3A4 inhibition - 0.7937 79.37%
CYP2C9 inhibition - 0.7763 77.63%
CYP2C19 inhibition - 0.7409 74.09%
CYP2D6 inhibition - 0.8885 88.85%
CYP1A2 inhibition - 0.7566 75.66%
CYP2C8 inhibition + 0.4586 45.86%
CYP inhibitory promiscuity - 0.8678 86.78%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.5400 54.00%
Carcinogenicity (trinary) Non-required 0.6075 60.75%
Eye corrosion - 0.9675 96.75%
Eye irritation - 0.9228 92.28%
Skin irritation - 0.7720 77.20%
Skin corrosion - 0.8948 89.48%
Ames mutagenesis - 0.6278 62.78%
Human Ether-a-go-go-Related Gene inhibition + 0.6482 64.82%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.6269 62.69%
skin sensitisation - 0.8623 86.23%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8390 83.90%
Acute Oral Toxicity (c) III 0.5864 58.64%
Estrogen receptor binding + 0.6746 67.46%
Androgen receptor binding + 0.6962 69.62%
Thyroid receptor binding - 0.6288 62.88%
Glucocorticoid receptor binding + 0.5986 59.86%
Aromatase binding + 0.5873 58.73%
PPAR gamma + 0.5958 59.58%
Honey bee toxicity - 0.6205 62.05%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6255 62.55%
Fish aquatic toxicity + 0.9673 96.73%

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
CHEMBL226 P30542 Adenosine A1 receptor 98.11% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.03% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.79% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 96.55% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.60% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.92% 95.89%
CHEMBL4588 P22894 Matrix metalloproteinase 8 94.88% 94.66%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.12% 91.11%
CHEMBL204 P00734 Thrombin 93.63% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.95% 97.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 92.79% 95.58%
CHEMBL2581 P07339 Cathepsin D 92.54% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.79% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.77% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 89.96% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.70% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.46% 97.14%
CHEMBL4581 P52732 Kinesin-like protein 1 88.84% 93.18%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.38% 96.38%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 87.38% 96.03%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.07% 91.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.00% 95.50%
CHEMBL237 P41145 Kappa opioid receptor 86.63% 98.10%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 86.54% 92.78%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.34% 92.86%
CHEMBL1871 P10275 Androgen Receptor 86.00% 96.43%
CHEMBL340 P08684 Cytochrome P450 3A4 85.78% 91.19%
CHEMBL233 P35372 Mu opioid receptor 85.37% 97.93%
CHEMBL5255 O00206 Toll-like receptor 4 85.17% 92.50%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.04% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.00% 100.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 84.66% 99.17%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 84.64% 92.86%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.26% 94.33%
CHEMBL220 P22303 Acetylcholinesterase 84.22% 94.45%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.84% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.48% 85.14%
CHEMBL5203 P33316 dUTP pyrophosphatase 82.22% 99.18%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.86% 97.28%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.73% 91.24%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.52% 98.05%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.36% 96.90%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.39% 95.00%
CHEMBL4302 P08183 P-glycoprotein 1 80.38% 92.98%

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 101916974
LOTUS LTS0089483
wikiData Q105182172