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[(3S,5S,6S,8S,9R,10S,13R,14S,15S,17S)-3,6-dihydroxy-10,13-dimethyl-17-[(2R,5S)-6-methyl-5-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-15-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 7b8e01d0-1aa2-4170-a182-f0dd6f52fa02
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,5S,6S,8S,9R,10S,13R,14S,15S,17S)-3,6-dihydroxy-10,13-dimethyl-17-[(2R,5S)-6-methyl-5-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-15-yl] hydrogen sulfate
SMILES (Canonical) CC(C)C(CCC(C)C1CC(C2C1(CCC3C2CC(C4C3(CCC(C4)O)C)O)C)OS(=O)(=O)O)OC5C(C(C(CO5)O)O)O
SMILES (Isomeric) C[C@H](CC[C@@H](C(C)C)O[C@@H]1[C@@H]([C@@H]([C@H](CO1)O)O)O)[C@@H]2C[C@@H]([C@@H]3[C@@]2(CC[C@@H]4[C@@H]3C[C@@H]([C@@H]5[C@]4(CC[C@@H](C5)O)C)O)C)OS(=O)(=O)O
InChI InChI=1S/C32H56O11S/c1-16(2)25(42-30-29(37)28(36)24(35)15-41-30)7-6-17(3)21-14-26(43-44(38,39)40)27-19-13-23(34)22-12-18(33)8-10-31(22,4)20(19)9-11-32(21,27)5/h16-30,33-37H,6-15H2,1-5H3,(H,38,39,40)/t17-,18+,19+,20-,21+,22-,23+,24+,25+,26+,27-,28-,29-,30-,31+,32-/m1/s1
InChI Key OKAHKEMGGOSBJG-VNCZUGRKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H56O11S
Molecular Weight 648.80 g/mol
Exact Mass 648.35433377 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.67
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 9

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,17S)-3,6-dihydroxy-10,13-dimethyl-17-[(2R,5S)-6-methyl-5-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-15-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 + 0.7562 75.62%
Caco-2 - 0.8745 87.45%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.4747 47.47%
OATP2B1 inhibitior - 0.5729 57.29%
OATP1B1 inhibitior + 0.8441 84.41%
OATP1B3 inhibitior + 0.9191 91.91%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.6680 66.80%
P-glycoprotein inhibitior + 0.6795 67.95%
P-glycoprotein substrate + 0.6387 63.87%
CYP3A4 substrate + 0.7467 74.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8424 84.24%
CYP3A4 inhibition - 0.8908 89.08%
CYP2C9 inhibition - 0.8053 80.53%
CYP2C19 inhibition - 0.7516 75.16%
CYP2D6 inhibition - 0.8902 89.02%
CYP1A2 inhibition - 0.7564 75.64%
CYP2C8 inhibition + 0.4725 47.25%
CYP inhibitory promiscuity - 0.9322 93.22%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.6000 60.00%
Carcinogenicity (trinary) Non-required 0.6357 63.57%
Eye corrosion - 0.9650 96.50%
Eye irritation - 0.9224 92.24%
Skin irritation - 0.7654 76.54%
Skin corrosion - 0.8793 87.93%
Ames mutagenesis - 0.6078 60.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4266 42.66%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.5857 58.57%
skin sensitisation - 0.8511 85.11%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.8423 84.23%
Acute Oral Toxicity (c) III 0.5893 58.93%
Estrogen receptor binding + 0.6742 67.42%
Androgen receptor binding + 0.6381 63.81%
Thyroid receptor binding - 0.6387 63.87%
Glucocorticoid receptor binding + 0.6324 63.24%
Aromatase binding + 0.6161 61.61%
PPAR gamma + 0.6347 63.47%
Honey bee toxicity - 0.6201 62.01%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.9813 98.13%

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
CHEMBL2179 P04062 Beta-glucocerebrosidase 98.10% 85.31%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.27% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.59% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.65% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.47% 96.38%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 92.86% 95.58%
CHEMBL284 P27487 Dipeptidyl peptidase IV 91.87% 95.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.84% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 91.69% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.56% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.42% 94.45%
CHEMBL4588 P22894 Matrix metalloproteinase 8 90.92% 94.66%
CHEMBL2581 P07339 Cathepsin D 90.67% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.46% 100.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 90.21% 92.78%
CHEMBL4581 P52732 Kinesin-like protein 1 90.12% 93.18%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.11% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.60% 91.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.10% 90.71%
CHEMBL204 P00734 Thrombin 85.80% 96.01%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 85.01% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.88% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.44% 92.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.00% 97.14%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 83.79% 97.47%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.50% 95.71%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.75% 95.00%
CHEMBL5028 O14672 ADAM10 82.68% 97.50%
CHEMBL4302 P08183 P-glycoprotein 1 82.67% 92.98%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.65% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 82.59% 91.19%
CHEMBL4444 P04070 Vitamin K-dependent protein C 82.06% 93.89%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.48% 98.05%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.42% 90.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.28% 82.69%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 81.13% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.03% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.99% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.67% 91.03%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.64% 97.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.59% 93.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.41% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 80.27% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.10% 89.00%

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 162800928
LOTUS LTS0224980
wikiData Q105193430