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(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,4'S,6S,7S,8R,9S,12S,13R,14R,16R)-3',16-dihydroxy-7,9,13-trimethyl-5'-methylidene-4'-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-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 b70aaa0a-2744-4d6b-b2c5-1bf520027e15
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,4'S,6S,7S,8R,9S,12S,13R,14R,16R)-3',16-dihydroxy-7,9,13-trimethyl-5'-methylidene-4'-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C49H76O22/c1-17-14-64-49(42(61)39(17)68-44-37(59)34(56)31(53)19(3)65-44)18(2)30-28(71-49)13-25-23-8-7-21-11-22(50)12-29(48(21,6)24(23)9-10-47(25,30)5)67-46-41(70-45-38(60)35(57)32(54)20(4)66-45)40(27(52)16-63-46)69-43-36(58)33(55)26(51)15-62-43/h7,18-20,22-46,50-61H,1,8-16H2,2-6H3/t18-,19+,20-,22+,23+,24-,25-,26+,27-,28-,29+,30-,31-,32-,33-,34-,35+,36+,37+,38+,39-,40-,41+,42-,43-,44-,45-,46-,47-,48-,49-/m0/s1
InChI Key AKGHJFAKCMUFST-ZFFUDYBOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C49H76O22
Molecular Weight 1017.10 g/mol
Exact Mass 1016.48282405 g/mol
Topological Polar Surface Area (TPSA) 335.00 Ų
XlogP -3.30
Atomic LogP (AlogP) -2.82
H-Bond Acceptor 22
H-Bond Donor 12
Rotatable Bonds 8

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-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,4'S,6S,7S,8R,9S,12S,13R,14R,16R)-3',16-dihydroxy-7,9,13-trimethyl-5'-methylidene-4'-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-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 + 0.8175 81.75%
Caco-2 - 0.8852 88.52%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7013 70.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8567 85.67%
OATP1B3 inhibitior + 0.9190 91.90%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8159 81.59%
P-glycoprotein inhibitior + 0.7413 74.13%
P-glycoprotein substrate + 0.7258 72.58%
CYP3A4 substrate + 0.7615 76.15%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8129 81.29%
CYP3A4 inhibition - 0.9451 94.51%
CYP2C9 inhibition - 0.9000 90.00%
CYP2C19 inhibition - 0.9020 90.20%
CYP2D6 inhibition - 0.9286 92.86%
CYP1A2 inhibition - 0.8869 88.69%
CYP2C8 inhibition + 0.7818 78.18%
CYP inhibitory promiscuity - 0.9512 95.12%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5237 52.37%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9068 90.68%
Skin irritation + 0.4941 49.41%
Skin corrosion - 0.9346 93.46%
Ames mutagenesis - 0.6864 68.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7936 79.36%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6070 60.70%
skin sensitisation - 0.8895 88.95%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7253 72.53%
Acute Oral Toxicity (c) I 0.4479 44.79%
Estrogen receptor binding + 0.8104 81.04%
Androgen receptor binding + 0.7424 74.24%
Thyroid receptor binding - 0.5159 51.59%
Glucocorticoid receptor binding + 0.6738 67.38%
Aromatase binding + 0.6253 62.53%
PPAR gamma + 0.7888 78.88%
Honey bee toxicity - 0.5436 54.36%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9746 97.46%

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 98.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.72% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.41% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.82% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.35% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.37% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.08% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.71% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 90.58% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.63% 97.09%
CHEMBL1871 P10275 Androgen Receptor 88.83% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.59% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.67% 95.89%
CHEMBL332 P03956 Matrix metalloproteinase-1 83.52% 94.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.45% 94.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.41% 92.88%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.31% 94.45%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.49% 85.31%
CHEMBL3401 O75469 Pregnane X receptor 81.44% 94.73%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.10% 97.53%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.35% 92.62%

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.
Beaucarnea recurvata

Cross-Links

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PubChem 9988602
LOTUS LTS0126313
wikiData Q104913637