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(2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,10S,11S,12S,14S,15R,16R)-10,14-dihydroxy-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]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 707eaf2c-7374-41f9-9ad1-f51f99bdd31c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,10S,11S,12S,14S,15R,16R)-10,14-dihydroxy-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H58O9/c1-29(2)21-14-18(36)27-32(6)15-19(37)26(33(7)10-8-23(44-33)30(3,4)41)31(32,5)12-13-35(27)17-34(21,35)11-9-22(29)43-28-25(40)24(39)20(38)16-42-28/h18-28,36-41H,8-17H2,1-7H3/t18-,19-,20+,21-,22-,23-,24-,25+,26-,27-,28-,31+,32-,33+,34+,35-/m0/s1
InChI Key PXPSWCSHCOYFJX-LEKXGGQYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H58O9
Molecular Weight 622.80 g/mol
Exact Mass 622.40808342 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.90
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,10S,11S,12S,14S,15R,16R)-10,14-dihydroxy-15-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]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 + 0.8027 80.27%
Caco-2 - 0.8396 83.96%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7091 70.91%
OATP2B1 inhibitior - 0.5816 58.16%
OATP1B1 inhibitior + 0.8531 85.31%
OATP1B3 inhibitior + 0.9344 93.44%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.9399 93.99%
P-glycoprotein inhibitior + 0.7090 70.90%
P-glycoprotein substrate - 0.5811 58.11%
CYP3A4 substrate + 0.7187 71.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8303 83.03%
CYP3A4 inhibition - 0.8676 86.76%
CYP2C9 inhibition - 0.8056 80.56%
CYP2C19 inhibition - 0.8552 85.52%
CYP2D6 inhibition - 0.9385 93.85%
CYP1A2 inhibition - 0.8824 88.24%
CYP2C8 inhibition + 0.6443 64.43%
CYP inhibitory promiscuity - 0.9410 94.10%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6238 62.38%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9162 91.62%
Skin irritation - 0.7055 70.55%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7068 70.68%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6841 68.41%
skin sensitisation - 0.8950 89.50%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8669 86.69%
Acute Oral Toxicity (c) I 0.5481 54.81%
Estrogen receptor binding - 0.5068 50.68%
Androgen receptor binding + 0.7362 73.62%
Thyroid receptor binding - 0.5498 54.98%
Glucocorticoid receptor binding + 0.5878 58.78%
Aromatase binding + 0.6867 68.67%
PPAR gamma + 0.6045 60.45%
Honey bee toxicity - 0.6855 68.55%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9303 93.03%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.24% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.77% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.60% 97.09%
CHEMBL204 P00734 Thrombin 91.05% 96.01%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.48% 96.77%
CHEMBL284 P27487 Dipeptidyl peptidase IV 89.83% 95.69%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 89.12% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.56% 96.09%
CHEMBL1871 P10275 Androgen Receptor 88.19% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.62% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.41% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.28% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.10% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 86.95% 95.38%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.77% 92.88%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.10% 96.61%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 85.71% 97.31%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.49% 82.69%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.89% 95.58%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.80% 95.89%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 82.93% 83.57%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.74% 94.45%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.41% 91.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.02% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.53% 86.33%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.99% 85.31%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.99% 96.95%

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.
Astragalus floccosifolius
Beesia calthifolia

Cross-Links

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PubChem 21626651
NPASS NPC281056
LOTUS LTS0072299
wikiData Q104252854