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(2S,3S,4R,5S,6S)-2-[[(2S,3R,4R,5S,6R)-6-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1S,2S,4R,5'S,6R,7R,8S,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 a79907b5-5ffb-402c-a315-947d290c2f20
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3S,4R,5S,6S)-2-[[(2S,3R,4R,5S,6R)-6-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1S,2S,4R,5'S,6R,7R,8S,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)C)C)C)OC1
SMILES (Isomeric) C[C@H]1CC[C@@]2([C@@H]([C@@H]3[C@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@@H]4CC[C@H]6[C@@]5(CC[C@@H](C6)O[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)CO)O[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)CO[C@@H]9[C@H]([C@@H]([C@@H]([C@@H](O9)CO)O)O)O)O)O)O[C@H]2[C@H]([C@@H]([C@@H]([C@@H](O2)CO)O)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C51H84O23/c1-20-7-12-51(66-18-20)21(2)32-27(74-51)14-26-24-6-5-22-13-23(8-10-49(22,3)25(24)9-11-50(26,32)4)67-46-42(64)39(61)43(30(17-54)70-46)72-48-44(73-47-41(63)37(59)34(56)29(16-53)69-47)38(60)35(57)31(71-48)19-65-45-40(62)36(58)33(55)28(15-52)68-45/h20-48,52-64H,5-19H2,1-4H3/t20-,21+,22+,23-,24-,25-,26-,27+,28-,29-,30-,31-,32+,33+,34+,35-,36+,37+,38+,39-,40-,41-,42-,43-,44-,45-,46-,47-,48+,49-,50-,51+/m0/s1
InChI Key QXPWRDBGOTWLKS-WLKYSNEBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H84O23
Molecular Weight 1065.20 g/mol
Exact Mass 1064.54033892 g/mol
Topological Polar Surface Area (TPSA) 355.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.91
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4R,5S,6S)-2-[[(2S,3R,4R,5S,6R)-6-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1S,2S,4R,5'S,6R,7R,8S,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5917 59.17%
Caco-2 - 0.8743 87.43%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6898 68.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9164 91.64%
OATP1B3 inhibitior + 0.9448 94.48%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.7045 70.45%
P-glycoprotein inhibitior + 0.7359 73.59%
P-glycoprotein substrate - 0.6561 65.61%
CYP3A4 substrate + 0.7466 74.66%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8164 81.64%
CYP3A4 inhibition - 0.9611 96.11%
CYP2C9 inhibition - 0.9091 90.91%
CYP2C19 inhibition - 0.8819 88.19%
CYP2D6 inhibition - 0.9566 95.66%
CYP1A2 inhibition - 0.9089 90.89%
CYP2C8 inhibition + 0.6589 65.89%
CYP inhibitory promiscuity - 0.9291 92.91%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6271 62.71%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9032 90.32%
Skin irritation - 0.7119 71.19%
Skin corrosion - 0.9532 95.32%
Ames mutagenesis - 0.7854 78.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8233 82.33%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.9250 92.50%
skin sensitisation - 0.9466 94.66%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8106 81.06%
Acute Oral Toxicity (c) I 0.7761 77.61%
Estrogen receptor binding + 0.8460 84.60%
Androgen receptor binding + 0.6846 68.46%
Thyroid receptor binding - 0.5063 50.63%
Glucocorticoid receptor binding + 0.5700 57.00%
Aromatase binding + 0.6215 62.15%
PPAR gamma + 0.7555 75.55%
Honey bee toxicity - 0.5314 53.14%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8210 82.10%

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 98.07% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.03% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.17% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.94% 96.61%
CHEMBL233 P35372 Mu opioid receptor 94.76% 97.93%
CHEMBL237 P41145 Kappa opioid receptor 93.46% 98.10%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.18% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 92.35% 95.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.95% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.69% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 91.48% 95.93%
CHEMBL5255 O00206 Toll-like receptor 4 90.40% 92.50%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.88% 92.86%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.28% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.49% 96.21%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 87.29% 97.86%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.23% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 86.18% 95.58%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.76% 97.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.43% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.40% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 83.35% 97.79%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.32% 96.77%
CHEMBL1871 P10275 Androgen Receptor 83.16% 96.43%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.97% 92.32%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.93% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.91% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.68% 89.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.49% 100.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.44% 93.10%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.17% 96.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.96% 93.04%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.93% 86.92%
CHEMBL5957 P21589 5'-nucleotidase 80.43% 97.78%
CHEMBL2094128 P24941 Cyclin-dependent kinase 2/cyclin A 80.28% 97.25%
CHEMBL206 P03372 Estrogen receptor alpha 80.09% 97.64%

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.
Yucca filamentosa

Cross-Links

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PubChem 162965257
LOTUS LTS0243631
wikiData Q105229813