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(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-6-[[(1R,2S,4S,6Z,7R,8R,9S,12S,13S,15R,16R,18S)-7,15-dihydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutylidene]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-4-hydroxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-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 b4820f59-79e9-4965-b7a7-1e595a4ebbc4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-6-[[(1R,2S,4S,6Z,7R,8R,9S,12S,13S,15R,16R,18S)-7,15-dihydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutylidene]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-4-hydroxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CC5CCC6C(C5(CC4O)C)CCC7(C6CC8C7C(C(=CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O8)(C)O)C)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@@H]4C[C@@H]5CC[C@@H]6[C@@H]([C@]5(C[C@H]4O)C)CC[C@]7([C@H]6C[C@H]8[C@@H]7[C@@](/C(=C/C[C@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)/O8)(C)O)C)CO)O)O)O
InChI InChI=1S/C51H84O23/c1-19(18-66-45-38(61)37(60)34(57)29(16-52)71-45)7-10-31-51(6,65)44-28(69-31)14-25-23-9-8-22-13-27(26(54)15-50(22,5)24(23)11-12-49(25,44)4)70-48-43(74-47-40(63)36(59)33(56)21(3)68-47)41(64)42(30(17-53)72-48)73-46-39(62)35(58)32(55)20(2)67-46/h10,19-30,32-48,52-65H,7-9,11-18H2,1-6H3/b31-10-/t19-,20-,21-,22-,23+,24-,25-,26+,27+,28-,29+,30+,32-,33-,34+,35+,36+,37-,38+,39+,40+,41-,42+,43+,44-,45+,46-,47-,48+,49-,50-,51-/m0/s1
InChI Key SDLBXPCJERQMDS-VEZKDAADSA-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) 366.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -3.01
H-Bond Acceptor 23
H-Bond Donor 14
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-6-[[(1R,2S,4S,6Z,7R,8R,9S,12S,13S,15R,16R,18S)-7,15-dihydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutylidene]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-4-hydroxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-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 + 0.6430 64.30%
Caco-2 - 0.8884 88.84%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.6725 67.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8508 85.08%
OATP1B3 inhibitior + 0.9316 93.16%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.6676 66.76%
P-glycoprotein inhibitior + 0.7425 74.25%
P-glycoprotein substrate + 0.5241 52.41%
CYP3A4 substrate + 0.7438 74.38%
CYP2C9 substrate - 0.7984 79.84%
CYP2D6 substrate - 0.8373 83.73%
CYP3A4 inhibition - 0.9456 94.56%
CYP2C9 inhibition - 0.9285 92.85%
CYP2C19 inhibition - 0.9164 91.64%
CYP2D6 inhibition - 0.9453 94.53%
CYP1A2 inhibition - 0.9156 91.56%
CYP2C8 inhibition + 0.6645 66.45%
CYP inhibitory promiscuity - 0.9355 93.55%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5972 59.72%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9045 90.45%
Skin irritation - 0.5636 56.36%
Skin corrosion - 0.9481 94.81%
Ames mutagenesis - 0.7778 77.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8152 81.52%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9279 92.79%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9603 96.03%
Acute Oral Toxicity (c) I 0.8277 82.77%
Estrogen receptor binding + 0.8501 85.01%
Androgen receptor binding + 0.7245 72.45%
Thyroid receptor binding + 0.5460 54.60%
Glucocorticoid receptor binding + 0.7266 72.66%
Aromatase binding + 0.6879 68.79%
PPAR gamma + 0.7998 79.98%
Honey bee toxicity - 0.5806 58.06%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8982 89.82%

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 98.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.33% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.39% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.29% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 91.02% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.70% 97.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.89% 92.86%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.73% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.47% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.34% 95.89%
CHEMBL4581 P52732 Kinesin-like protein 1 86.13% 93.18%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.73% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.86% 89.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.66% 95.58%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.63% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.29% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.93% 97.29%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.65% 97.36%
CHEMBL1977 P11473 Vitamin D receptor 82.33% 99.43%
CHEMBL2996 Q05655 Protein kinase C delta 81.67% 97.79%
CHEMBL1871 P10275 Androgen Receptor 81.41% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.90% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.87% 93.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.77% 95.50%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.72% 98.05%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.43% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 80.29% 98.10%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.22% 93.04%

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.
Allium tuberosum

Cross-Links

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PubChem 101715930
LOTUS LTS0099358
wikiData Q105250713