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[(3S,6S,10R,13S,17S)-6-[4-[5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-17-[(2S)-2-hydroxy-6-methyl-4-oxoheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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 219e3938-19d0-414a-8e1d-a434473f9695
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,6S,10R,13S,17S)-6-[4-[5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-17-[(2S)-2-hydroxy-6-methyl-4-oxoheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(OC(C3O)OC4C=C5C6CCC(C6(CCC5C7(C4CC(CC7)OS(=O)(=O)O)C)C)C(C)(CC(=O)CC(C)C)O)C)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(OC(C3O)O[C@H]4C=C5C6CC[C@@H]([C@]6(CCC5[C@@]7(C4C[C@H](CC7)OS(=O)(=O)O)C)C)[C@](C)(CC(=O)CC(C)C)O)C)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)O)O)O)O
InChI InChI=1S/C56H92O28S/c1-21(2)15-25(58)18-56(8,70)34-10-9-28-27-17-31(30-16-26(84-85(71,72)73)11-13-54(30,6)29(27)12-14-55(28,34)7)78-51-45(69)46(37(61)24(5)77-51)81-52-47(82-49-43(67)40(64)35(59)22(3)75-49)39(63)33(20-74-52)80-53-48(42(66)38(62)32(19-57)79-53)83-50-44(68)41(65)36(60)23(4)76-50/h17,21-24,26,28-53,57,59-70H,9-16,18-20H2,1-8H3,(H,71,72,73)/t22?,23?,24?,26-,28?,29?,30?,31-,32?,33?,34-,35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?,47?,48?,49?,50?,51?,52?,53?,54+,55-,56-/m0/s1
InChI Key XEWLLWDXZCYGJT-NMNXHQODSA-N
Popularity 15 references in papers

Physical and Chemical Properties

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Molecular Formula C56H92O28S
Molecular Weight 1245.40 g/mol
Exact Mass 1244.54958345 g/mol
Topological Polar Surface Area (TPSA) 444.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -2.68
H-Bond Acceptor 27
H-Bond Donor 14
Rotatable Bonds 18

Synonyms

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67849-63-2

2D Structure

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2D Structure of [(3S,6S,10R,13S,17S)-6-[4-[5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-17-[(2S)-2-hydroxy-6-methyl-4-oxoheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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 + 0.8400 84.00%
Caco-2 - 0.8710 87.10%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5695 56.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8285 82.85%
OATP1B3 inhibitior + 0.9170 91.70%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7776 77.76%
BSEP inhibitior + 0.9415 94.15%
P-glycoprotein inhibitior + 0.7427 74.27%
P-glycoprotein substrate + 0.6902 69.02%
CYP3A4 substrate + 0.7450 74.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8654 86.54%
CYP3A4 inhibition - 0.8164 81.64%
CYP2C9 inhibition - 0.7546 75.46%
CYP2C19 inhibition - 0.7299 72.99%
CYP2D6 inhibition - 0.8710 87.10%
CYP1A2 inhibition - 0.7527 75.27%
CYP2C8 inhibition + 0.7111 71.11%
CYP inhibitory promiscuity - 0.9084 90.84%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.6000 60.00%
Carcinogenicity (trinary) Non-required 0.5616 56.16%
Eye corrosion - 0.9797 97.97%
Eye irritation - 0.9001 90.01%
Skin irritation - 0.7448 74.48%
Skin corrosion - 0.9056 90.56%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7446 74.46%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.6699 66.99%
skin sensitisation - 0.8425 84.25%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9627 96.27%
Acute Oral Toxicity (c) III 0.5934 59.34%
Estrogen receptor binding + 0.8433 84.33%
Androgen receptor binding + 0.7050 70.50%
Thyroid receptor binding + 0.6288 62.88%
Glucocorticoid receptor binding + 0.8006 80.06%
Aromatase binding + 0.6069 60.69%
PPAR gamma + 0.8378 83.78%
Honey bee toxicity - 0.6352 63.52%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9886 98.86%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.91% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.77% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 96.69% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.31% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.35% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.40% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 91.67% 94.75%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.54% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.52% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.84% 86.92%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 89.71% 92.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.03% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.69% 96.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 88.43% 89.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.99% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.79% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.65% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.42% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.35% 96.90%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.10% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.09% 95.56%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 87.01% 94.97%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.86% 96.38%
CHEMBL5255 O00206 Toll-like receptor 4 86.00% 92.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.93% 97.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.94% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.89% 94.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.83% 97.36%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.43% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.74% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 83.45% 91.19%
CHEMBL5028 O14672 ADAM10 83.10% 97.50%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.50% 92.86%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.70% 91.07%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.66% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 81.58% 98.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.14% 95.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.07% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.68% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.58% 97.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.32% 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 11972511
LOTUS LTS0168526
wikiData Q105326813