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(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[(1R,2S,4S,5'S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)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 c74cb7b1-fb88-4ad6-a475-d999291b6a6a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[(1R,2S,4S,5'S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H62O14/c1-18-28(42)29(43)31(45)34(49-18)52-33-26(16-41)51-35(32(46)30(33)44)50-22-8-10-36(3)21(13-22)5-6-23-24(36)9-11-37(4)25(23)14-27-39(37,47)19(2)38(53-27)12-7-20(15-40)17-48-38/h5,18-20,22-35,40-47H,6-17H2,1-4H3/t18-,19+,20-,22-,23+,24-,25-,26+,27-,28-,29+,30+,31+,32+,33+,34-,35+,36-,37-,38+,39+/m0/s1
InChI Key ZKERPGLUVQRWAW-MBEIMUFLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H62O14
Molecular Weight 754.90 g/mol
Exact Mass 754.41395665 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.48
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 6

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,4R,5R,6R)-4,5-dihydroxy-6-[(1R,2S,4S,5'S,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-2-(hydroxymethyl)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 - 0.8900 89.00%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7739 77.39%
OATP2B1 inhibitior - 0.8707 87.07%
OATP1B1 inhibitior + 0.8548 85.48%
OATP1B3 inhibitior + 0.8663 86.63%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6458 64.58%
P-glycoprotein inhibitior + 0.7147 71.47%
P-glycoprotein substrate + 0.6674 66.74%
CYP3A4 substrate + 0.7365 73.65%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8348 83.48%
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 + 0.7921 79.21%
CYP inhibitory promiscuity - 0.8774 87.74%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5291 52.91%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9242 92.42%
Skin irritation - 0.5662 56.62%
Skin corrosion - 0.9438 94.38%
Ames mutagenesis - 0.8370 83.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7465 74.65%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.9476 94.76%
skin sensitisation - 0.9240 92.40%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8847 88.47%
Acute Oral Toxicity (c) III 0.4459 44.59%
Estrogen receptor binding + 0.8181 81.81%
Androgen receptor binding + 0.7571 75.71%
Thyroid receptor binding - 0.6219 62.19%
Glucocorticoid receptor binding + 0.5733 57.33%
Aromatase binding + 0.6895 68.95%
PPAR gamma + 0.7267 72.67%
Honey bee toxicity - 0.6154 61.54%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5800 58.00%
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 98.40% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.97% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.87% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.56% 97.25%
CHEMBL1951 P21397 Monoamine oxidase A 95.47% 91.49%
CHEMBL1914 P06276 Butyrylcholinesterase 94.33% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.88% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.71% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 91.33% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.40% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.23% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.76% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.63% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.42% 95.89%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.62% 94.23%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.65% 96.61%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.68% 97.53%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.59% 91.71%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.51% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.29% 94.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.68% 94.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.14% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.13% 92.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.05% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.75% 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 menispermoidea

Cross-Links

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PubChem 101677504
LOTUS LTS0061582
wikiData Q105378405