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

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 b55c24ba-33e2-45cd-9393-f13dff97fd80
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1R,2S,3R,3'R,4R,5'S,6R,7S,8R,9R,12R,13R,16S,18S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5'-dihydroxy-3',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,6'-oxane]-2'-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C51H82O26/c1-17-11-27(56)51(77-44(17)67)18(2)28-41(76-51)33(60)29-21-6-5-19-12-20(7-9-49(19,3)22(21)8-10-50(28,29)4)68-45-39(66)36(63)40(26(16-55)72-45)73-48-43(75-47-38(65)35(62)31(58)24(14-53)70-47)42(32(59)25(15-54)71-48)74-46-37(64)34(61)30(57)23(13-52)69-46/h17-43,45-48,52-66H,5-16H2,1-4H3/t17-,18+,19+,20+,21-,22-,23-,24-,25-,26-,27+,28+,29-,30-,31-,32-,33-,34+,35+,36-,37-,38-,39-,40+,41-,42+,43-,45-,46+,47+,48+,49-,50+,51-/m1/s1
InChI Key CEOFBCAKZKYATO-NXMVXXRKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C51H82O26
Molecular Weight 1111.20 g/mol
Exact Mass 1110.50943272 g/mol
Topological Polar Surface Area (TPSA) 413.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -5.44
H-Bond Acceptor 26
H-Bond Donor 15
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5734 57.34%
Caco-2 - 0.8783 87.83%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7299 72.99%
OATP2B1 inhibitior - 0.8730 87.30%
OATP1B1 inhibitior + 0.8572 85.72%
OATP1B3 inhibitior + 0.9419 94.19%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9123 91.23%
P-glycoprotein inhibitior + 0.7385 73.85%
P-glycoprotein substrate + 0.5404 54.04%
CYP3A4 substrate + 0.7537 75.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8731 87.31%
CYP3A4 inhibition - 0.9265 92.65%
CYP2C9 inhibition - 0.9261 92.61%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.9264 92.64%
CYP2C8 inhibition + 0.5812 58.12%
CYP inhibitory promiscuity - 0.9693 96.93%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6417 64.17%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9049 90.49%
Skin irritation - 0.6168 61.68%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.8596 85.96%
Human Ether-a-go-go-Related Gene inhibition + 0.8287 82.87%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9422 94.22%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7927 79.27%
Acute Oral Toxicity (c) I 0.7641 76.41%
Estrogen receptor binding + 0.8623 86.23%
Androgen receptor binding + 0.7454 74.54%
Thyroid receptor binding - 0.4891 48.91%
Glucocorticoid receptor binding + 0.7000 70.00%
Aromatase binding + 0.6378 63.78%
PPAR gamma + 0.7868 78.68%
Honey bee toxicity - 0.5486 54.86%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8173 81.73%

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 97.03% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.51% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.18% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.08% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.57% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.73% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.05% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.38% 96.61%
CHEMBL5255 O00206 Toll-like receptor 4 87.26% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.63% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.60% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.90% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.29% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.11% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.05% 85.14%
CHEMBL1871 P10275 Androgen Receptor 83.07% 96.43%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.86% 94.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.93% 97.33%
CHEMBL1937 Q92769 Histone deacetylase 2 81.30% 94.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.69% 90.08%
CHEMBL2581 P07339 Cathepsin D 80.02% 98.95%

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.
Solanum nigrum

Cross-Links

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PubChem 162943313
LOTUS LTS0154960
wikiData Q104955909