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[(3S,5S,6S,8S,9R,10S,13R,14S,15S,17R)-17-[(2R,5S)-5-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-methylheptan-2-yl]-3,8,15-trihydroxy-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 748b3d66-c954-4337-bb6f-4d2ca7885092
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,5S,6S,8S,9R,10S,13R,14S,15S,17R)-17-[(2R,5S)-5-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-methylheptan-2-yl]-3,8,15-trihydroxy-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)
SMILES (Isomeric)
InChI InChI=1S/C32H56O12S/c1-16(2)22(42-29-27(37)26(36)24(15-33)43-29)7-6-17(3)19-13-21(35)28-31(19,5)11-9-25-30(4)10-8-18(34)12-20(30)23(14-32(25,28)38)44-45(39,40)41/h16-29,33-38H,6-15H2,1-5H3,(H,39,40,41)/t17-,18+,19-,20-,21+,22+,23+,24+,25-,26+,27-,28-,29-,30+,31-,32+/m1/s1
InChI Key WFOQAPJSHVSDOT-ZNWIJQTHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H56O12S
Molecular Weight 664.80 g/mol
Exact Mass 664.34924839 g/mol
Topological Polar Surface Area (TPSA) 212.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.79
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 10

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)-17-[(2R,5S)-5-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-methylheptan-2-yl]-3,8,15-trihydroxy-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 + 0.8331 83.31%
Caco-2 - 0.8643 86.43%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.4526 45.26%
OATP2B1 inhibitior - 0.5799 57.99%
OATP1B1 inhibitior + 0.8235 82.35%
OATP1B3 inhibitior + 0.9268 92.68%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.8385 83.85%
P-glycoprotein inhibitior + 0.6756 67.56%
P-glycoprotein substrate + 0.5628 56.28%
CYP3A4 substrate + 0.7388 73.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8560 85.60%
CYP3A4 inhibition - 0.8233 82.33%
CYP2C9 inhibition - 0.7894 78.94%
CYP2C19 inhibition - 0.7450 74.50%
CYP2D6 inhibition - 0.8899 88.99%
CYP1A2 inhibition - 0.7581 75.81%
CYP2C8 inhibition - 0.5710 57.10%
CYP inhibitory promiscuity - 0.9000 90.00%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.5400 54.00%
Carcinogenicity (trinary) Non-required 0.6060 60.60%
Eye corrosion - 0.9667 96.67%
Eye irritation - 0.9256 92.56%
Skin irritation - 0.7583 75.83%
Skin corrosion - 0.8846 88.46%
Ames mutagenesis - 0.6006 60.06%
Human Ether-a-go-go-Related Gene inhibition + 0.6813 68.13%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.6394 63.94%
skin sensitisation - 0.8540 85.40%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7531 75.31%
Acute Oral Toxicity (c) III 0.5913 59.13%
Estrogen receptor binding + 0.6826 68.26%
Androgen receptor binding + 0.6858 68.58%
Thyroid receptor binding - 0.6274 62.74%
Glucocorticoid receptor binding + 0.5744 57.44%
Aromatase binding + 0.6117 61.17%
PPAR gamma + 0.5978 59.78%
Honey bee toxicity - 0.6506 65.06%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6355 63.55%
Fish aquatic toxicity + 0.9838 98.38%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.82% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 97.62% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.51% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.12% 96.61%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.43% 95.89%
CHEMBL4588 P22894 Matrix metalloproteinase 8 93.77% 94.66%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.72% 91.11%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.31% 95.58%
CHEMBL220 P22303 Acetylcholinesterase 93.23% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.97% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.80% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.57% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.02% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 91.78% 98.10%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.70% 92.86%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 90.66% 95.83%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 89.90% 96.03%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.56% 96.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.34% 95.50%
CHEMBL4581 P52732 Kinesin-like protein 1 87.74% 93.18%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.55% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.34% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 87.17% 92.78%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.10% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.40% 98.05%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.30% 91.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.29% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 85.26% 83.82%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 85.04% 99.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.86% 91.24%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.77% 82.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.76% 93.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.39% 94.33%
CHEMBL233 P35372 Mu opioid receptor 83.36% 97.93%
CHEMBL4444 P04070 Vitamin K-dependent protein C 82.99% 93.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.87% 96.90%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 82.74% 92.86%
CHEMBL333 P08253 Matrix metalloproteinase-2 82.57% 96.31%
CHEMBL274 P51681 C-C chemokine receptor type 5 82.42% 98.77%
CHEMBL4302 P08183 P-glycoprotein 1 82.02% 92.98%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.96% 90.08%
CHEMBL5255 O00206 Toll-like receptor 4 81.89% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.65% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 80.67% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.58% 85.31%
CHEMBL1871 P10275 Androgen Receptor 80.25% 96.43%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.14% 96.21%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.04% 100.00%

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 21674212
LOTUS LTS0179657
wikiData Q105304104