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(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,6Z,7S,8R,9S,12S,13R,16S)-7-hydroxy-7,9,13-trimethyl-6-[(3R)-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]icos-18-en-16-yl]oxy]oxan-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 63cde5aa-ec9a-4025-ba46-1cbd842c77b6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,6Z,7S,8R,9S,12S,13R,16S)-7-hydroxy-7,9,13-trimethyl-6-[(3R)-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]icos-18-en-16-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C45H72O18/c1-19(18-57-40-36(54)34(52)31(49)27(16-46)61-40)6-9-29-45(5,56)39-26(60-29)15-25-23-8-7-21-14-22(10-12-43(21,3)24(23)11-13-44(25,39)4)59-42-38(35(53)32(50)28(17-47)62-42)63-41-37(55)33(51)30(48)20(2)58-41/h7,9,19-20,22-28,30-42,46-56H,6,8,10-18H2,1-5H3/b29-9-/t19-,20+,22+,23-,24+,25+,26+,27-,28-,30+,31-,32-,33-,34+,35+,36-,37-,38-,39+,40-,41+,42-,43+,44+,45-/m1/s1
InChI Key YKLDMZKLOGKIBS-SKVMUGJJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C45H72O18
Molecular Weight 901.00 g/mol
Exact Mass 900.47186544 g/mol
Topological Polar Surface Area (TPSA) 287.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -0.91
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 11

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,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,6Z,7S,8R,9S,12S,13R,16S)-7-hydroxy-7,9,13-trimethyl-6-[(3R)-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]icos-18-en-16-yl]oxy]oxan-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 + 0.7196 71.96%
Caco-2 - 0.8870 88.70%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7739 77.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8751 87.51%
OATP1B3 inhibitior + 0.8663 86.63%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6003 60.03%
P-glycoprotein inhibitior + 0.7388 73.88%
P-glycoprotein substrate + 0.6234 62.34%
CYP3A4 substrate + 0.7405 74.05%
CYP2C9 substrate - 0.7899 78.99%
CYP2D6 substrate - 0.8420 84.20%
CYP3A4 inhibition - 0.9460 94.60%
CYP2C9 inhibition - 0.9118 91.18%
CYP2C19 inhibition - 0.9113 91.13%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.8848 88.48%
CYP2C8 inhibition + 0.7105 71.05%
CYP inhibitory promiscuity - 0.8774 87.74%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5291 52.91%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9092 90.92%
Skin irritation - 0.5662 56.62%
Skin corrosion - 0.9438 94.38%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8475 84.75%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9240 92.40%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9411 94.11%
Acute Oral Toxicity (c) III 0.4459 44.59%
Estrogen receptor binding + 0.8415 84.15%
Androgen receptor binding + 0.7320 73.20%
Thyroid receptor binding + 0.5435 54.35%
Glucocorticoid receptor binding + 0.6746 67.46%
Aromatase binding + 0.6533 65.33%
PPAR gamma + 0.7773 77.73%
Honey bee toxicity - 0.6084 60.84%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9442 94.42%

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 98.61% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.77% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.59% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.45% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.87% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.70% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.09% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.56% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.29% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.23% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.07% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.62% 89.05%
CHEMBL1977 P11473 Vitamin D receptor 84.87% 99.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.35% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.57% 94.75%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.56% 91.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.47% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 82.12% 97.79%
CHEMBL2581 P07339 Cathepsin D 81.88% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.67% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.08% 95.56%

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.
Smilax china

Cross-Links

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PubChem 16112779
LOTUS LTS0273616
wikiData Q105349752