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[(3S,4S,5S,6S)-5-hydroxy-4-methoxy-6-[(4R,7R)-7-[(3S,5S,6S,8S,9R,10S,13R,14S,15S,17R)-3,6,8,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]octan-4-yl]oxyoxan-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

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Internal ID a61954eb-2730-4f01-899f-19ee8b86b87b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,4S,5S,6S)-5-hydroxy-4-methoxy-6-[(4R,7R)-7-[(3S,5S,6S,8S,9R,10S,13R,14S,15S,17R)-3,6,8,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]octan-4-yl]oxyoxan-3-yl] hydrogen sulfate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H58O12S/c1-6-7-20(44-30-27(37)28(42-5)25(17-43-30)45-46(39,40)41)9-8-18(2)21-15-23(35)29-32(21,4)13-11-26-31(3)12-10-19(34)14-22(31)24(36)16-33(26,29)38/h18-30,34-38H,6-17H2,1-5H3,(H,39,40,41)/t18-,19+,20-,21-,22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33+/m1/s1
InChI Key VVAQFAQFIVMYIO-RQBWZELOSA-N
Popularity 2 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) 2.58
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,4S,5S,6S)-5-hydroxy-4-methoxy-6-[(4R,7R)-7-[(3S,5S,6S,8S,9R,10S,13R,14S,15S,17R)-3,6,8,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]octan-4-yl]oxyoxan-3-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 + 0.8817 88.17%
Caco-2 - 0.8607 86.07%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Lysosomes 0.4481 44.81%
OATP2B1 inhibitior - 0.5734 57.34%
OATP1B1 inhibitior + 0.7968 79.68%
OATP1B3 inhibitior + 0.9163 91.63%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5177 51.77%
P-glycoprotein inhibitior + 0.7097 70.97%
P-glycoprotein substrate + 0.7288 72.88%
CYP3A4 substrate + 0.7425 74.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8515 85.15%
CYP3A4 inhibition - 0.8603 86.03%
CYP2C9 inhibition - 0.7961 79.61%
CYP2C19 inhibition - 0.7465 74.65%
CYP2D6 inhibition - 0.8840 88.40%
CYP1A2 inhibition - 0.7555 75.55%
CYP2C8 inhibition + 0.5607 56.07%
CYP inhibitory promiscuity - 0.8779 87.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.5800 58.00%
Carcinogenicity (trinary) Non-required 0.6465 64.65%
Eye corrosion - 0.9674 96.74%
Eye irritation - 0.9153 91.53%
Skin irritation - 0.7682 76.82%
Skin corrosion - 0.8942 89.42%
Ames mutagenesis - 0.5478 54.78%
Human Ether-a-go-go-Related Gene inhibition - 0.3975 39.75%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.6351 63.51%
skin sensitisation - 0.8513 85.13%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9031 90.31%
Acute Oral Toxicity (c) III 0.5689 56.89%
Estrogen receptor binding + 0.6924 69.24%
Androgen receptor binding + 0.6744 67.44%
Thyroid receptor binding - 0.6023 60.23%
Glucocorticoid receptor binding + 0.6186 61.86%
Aromatase binding + 0.5971 59.71%
PPAR gamma + 0.5807 58.07%
Honey bee toxicity - 0.6148 61.48%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9645 96.45%

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 99.22% 97.25%
CHEMBL204 P00734 Thrombin 98.56% 96.01%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.04% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.65% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.94% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 95.61% 83.82%
CHEMBL2179 P04062 Beta-glucocerebrosidase 95.35% 85.31%
CHEMBL2581 P07339 Cathepsin D 93.72% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.00% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.64% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.39% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.11% 96.77%
CHEMBL4588 P22894 Matrix metalloproteinase 8 90.91% 94.66%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.57% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.80% 96.61%
CHEMBL1871 P10275 Androgen Receptor 89.68% 96.43%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.48% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 87.66% 91.19%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 87.58% 95.58%
CHEMBL5255 O00206 Toll-like receptor 4 87.44% 92.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.25% 97.28%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 87.25% 92.78%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.09% 91.03%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.62% 100.00%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 86.55% 99.00%
CHEMBL4581 P52732 Kinesin-like protein 1 86.06% 93.18%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.95% 93.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 85.35% 95.71%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 85.13% 99.17%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 85.04% 95.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.93% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 84.83% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.82% 94.33%
CHEMBL233 P35372 Mu opioid receptor 84.74% 97.93%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.96% 92.86%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.69% 82.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.67% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.55% 96.38%
CHEMBL4444 P04070 Vitamin K-dependent protein C 82.98% 93.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.92% 98.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.53% 82.69%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.48% 95.17%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.25% 95.36%
CHEMBL4302 P08183 P-glycoprotein 1 82.12% 92.98%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.82% 95.50%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 81.61% 92.86%
CHEMBL255 P29275 Adenosine A2b receptor 81.58% 98.59%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.40% 96.90%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.05% 96.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.25% 97.50%

Plants that contains it

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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

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PubChem 163106370
LOTUS LTS0037829
wikiData Q105297564