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(2S)-3-hydroxy-2-[[(4R)-4-[(3S,5R,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,5,6,15,16-pentahydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoyl]amino]propane-1-sulfonic acid

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 00a923a5-d29b-4781-89fd-5fb927c16c6b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Taurinated bile acids and derivatives
IUPAC Name (2S)-3-hydroxy-2-[[(4R)-4-[(3S,5R,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,5,6,15,16-pentahydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoyl]amino]propane-1-sulfonic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H47NO10S/c1-14(4-5-20(32)28-15(12-29)13-39(36,37)38)21-23(33)24(34)22-17-10-19(31)27(35)11-16(30)6-9-26(27,3)18(17)7-8-25(21,22)2/h14-19,21-24,29-31,33-35H,4-13H2,1-3H3,(H,28,32)(H,36,37,38)/t14-,15+,16+,17-,18+,19-,21+,22-,23-,24-,25-,26-,27+/m1/s1
InChI Key LMBOUEKKMYHDKC-LLKGEQKZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H47NO10S
Molecular Weight 577.70 g/mol
Exact Mass 577.29206787 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.19
H-Bond Acceptor 9
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-3-hydroxy-2-[[(4R)-4-[(3S,5R,6R,8R,9S,10R,13R,14S,15R,16R,17R)-3,5,6,15,16-pentahydroxy-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoyl]amino]propane-1-sulfonic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7750 77.50%
Caco-2 - 0.8824 88.24%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.4542 45.42%
OATP2B1 inhibitior - 0.5300 53.00%
OATP1B1 inhibitior + 0.8317 83.17%
OATP1B3 inhibitior + 0.9266 92.66%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7564 75.64%
BSEP inhibitior - 0.4801 48.01%
P-glycoprotein inhibitior - 0.4864 48.64%
P-glycoprotein substrate + 0.6373 63.73%
CYP3A4 substrate + 0.7543 75.43%
CYP2C9 substrate - 0.6170 61.70%
CYP2D6 substrate - 0.8491 84.91%
CYP3A4 inhibition - 0.8407 84.07%
CYP2C9 inhibition - 0.8229 82.29%
CYP2C19 inhibition - 0.7745 77.45%
CYP2D6 inhibition - 0.8769 87.69%
CYP1A2 inhibition - 0.7645 76.45%
CYP2C8 inhibition + 0.5322 53.22%
CYP inhibitory promiscuity - 0.8449 84.49%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) + 0.5700 57.00%
Carcinogenicity (trinary) Non-required 0.6113 61.13%
Eye corrosion - 0.9734 97.34%
Eye irritation - 0.9360 93.60%
Skin irritation - 0.7673 76.73%
Skin corrosion - 0.8971 89.71%
Ames mutagenesis - 0.6706 67.06%
Human Ether-a-go-go-Related Gene inhibition - 0.4461 44.61%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8468 84.68%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6838 68.38%
Acute Oral Toxicity (c) III 0.6745 67.45%
Estrogen receptor binding + 0.6284 62.84%
Androgen receptor binding + 0.7657 76.57%
Thyroid receptor binding - 0.5279 52.79%
Glucocorticoid receptor binding + 0.6418 64.18%
Aromatase binding + 0.6483 64.83%
PPAR gamma + 0.5867 58.67%
Honey bee toxicity - 0.6534 65.34%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9188 91.88%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.25% 96.09%
CHEMBL2094135 Q96BI3 Gamma-secretase 97.39% 98.05%
CHEMBL221 P23219 Cyclooxygenase-1 96.35% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.21% 96.38%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 95.44% 95.71%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 95.06% 89.05%
CHEMBL1914 P06276 Butyrylcholinesterase 94.94% 95.00%
CHEMBL2581 P07339 Cathepsin D 94.89% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.76% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.68% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 92.79% 91.19%
CHEMBL4302 P08183 P-glycoprotein 1 92.79% 92.98%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.72% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.55% 96.21%
CHEMBL2179 P04062 Beta-glucocerebrosidase 92.30% 85.31%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 91.95% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.81% 94.45%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 90.40% 96.90%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.14% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.30% 96.61%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.93% 92.86%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.87% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.78% 91.11%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.68% 95.50%
CHEMBL274 P51681 C-C chemokine receptor type 5 87.46% 98.77%
CHEMBL226 P30542 Adenosine A1 receptor 87.27% 95.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.06% 91.24%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 86.88% 98.33%
CHEMBL236 P41143 Delta opioid receptor 86.61% 99.35%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.52% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.11% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.38% 89.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.09% 97.21%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.99% 97.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.68% 95.83%
CHEMBL255 P29275 Adenosine A2b receptor 84.60% 98.59%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.41% 96.47%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.81% 96.77%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.04% 93.56%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.88% 95.58%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.71% 95.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.68% 93.03%
CHEMBL3238 P23786 Carnitine palmitoyltransferase 2 82.27% 94.05%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 82.10% 96.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.40% 91.03%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 81.15% 99.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.05% 95.00%
CHEMBL2514 O95665 Neurotensin receptor 2 80.89% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.81% 90.71%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.66% 97.47%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 80.52% 96.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.41% 97.14%
CHEMBL3018 Q9Y5Y6 Matriptase 80.32% 98.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.27% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.10% 99.23%

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 101422154
LOTUS LTS0026721
wikiData Q105153835