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[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,2R,5R,8R,9R,10S,11R,13R,14R,15R,18S)-11-hydroxy-8-(2-methoxy-2-oxoethyl)-1,2,6,6,9-pentamethyl-15-prop-1-en-2-yl-7-oxapentacyclo[11.7.0.02,10.05,9.014,18]icosane-18-carboxylate

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 06e333ee-b3fb-4885-b7ba-c493ef1ca5de
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,2R,5R,8R,9R,10S,11R,13R,14R,15R,18S)-11-hydroxy-8-(2-methoxy-2-oxoethyl)-1,2,6,6,9-pentamethyl-15-prop-1-en-2-yl-7-oxapentacyclo[11.7.0.02,10.05,9.014,18]icosane-18-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CC(C7C(C6(CC5)C)(CCC8C7(C(OC8(C)C)CC(=O)OC)C)C)O)C(=C)C)O)O)O)CO)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@H]([C@@H]4[C@H]6C[C@H]([C@H]7[C@]([C@@]6(CC5)C)(CC[C@@H]8[C@@]7([C@H](OC8(C)C)CC(=O)OC)C)C)O)C(=C)C)O)O)O)CO)O)O)O
InChI InChI=1S/C49H78O20/c1-20(2)22-10-13-49(15-14-46(6)23(30(22)49)16-24(51)40-47(46,7)12-11-27-45(4,5)69-28(48(27,40)8)17-29(52)62-9)44(61)68-43-37(59)34(56)32(54)26(66-43)19-63-41-38(60)35(57)39(25(18-50)65-41)67-42-36(58)33(55)31(53)21(3)64-42/h21-28,30-43,50-51,53-60H,1,10-19H2,2-9H3/t21-,22-,23+,24+,25+,26+,27-,28+,30+,31-,32+,33+,34-,35+,36+,37+,38+,39+,40-,41+,42-,43-,46+,47+,48+,49-/m0/s1
InChI Key ITQYJNNFOOJKNA-XMIFJMMHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H78O20
Molecular Weight 987.10 g/mol
Exact Mass 986.50864487 g/mol
Topological Polar Surface Area (TPSA) 310.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -0.45
H-Bond Acceptor 20
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,2R,5R,8R,9R,10S,11R,13R,14R,15R,18S)-11-hydroxy-8-(2-methoxy-2-oxoethyl)-1,2,6,6,9-pentamethyl-15-prop-1-en-2-yl-7-oxapentacyclo[11.7.0.02,10.05,9.014,18]icosane-18-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7624 76.24%
Caco-2 - 0.8818 88.18%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7951 79.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8141 81.41%
OATP1B3 inhibitior + 0.8995 89.95%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8816 88.16%
P-glycoprotein inhibitior + 0.7456 74.56%
P-glycoprotein substrate + 0.7134 71.34%
CYP3A4 substrate + 0.7415 74.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8795 87.95%
CYP3A4 inhibition - 0.7908 79.08%
CYP2C9 inhibition - 0.8190 81.90%
CYP2C19 inhibition - 0.8768 87.68%
CYP2D6 inhibition - 0.9385 93.85%
CYP1A2 inhibition - 0.9008 90.08%
CYP2C8 inhibition + 0.7827 78.27%
CYP inhibitory promiscuity - 0.9560 95.60%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5636 56.36%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9042 90.42%
Skin irritation - 0.5500 55.00%
Skin corrosion - 0.9356 93.56%
Ames mutagenesis - 0.6964 69.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7795 77.95%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8870 88.70%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8373 83.73%
Acute Oral Toxicity (c) I 0.4514 45.14%
Estrogen receptor binding + 0.8524 85.24%
Androgen receptor binding + 0.7616 76.16%
Thyroid receptor binding + 0.5171 51.71%
Glucocorticoid receptor binding + 0.7654 76.54%
Aromatase binding + 0.6229 62.29%
PPAR gamma + 0.8328 83.28%
Honey bee toxicity - 0.5787 57.87%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9668 96.68%

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 98.86% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.54% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.55% 96.61%
CHEMBL233 P35372 Mu opioid receptor 96.60% 97.93%
CHEMBL226 P30542 Adenosine A1 receptor 95.80% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.19% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.47% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 92.46% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 92.18% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.48% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.72% 97.36%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 90.65% 95.83%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.56% 85.14%
CHEMBL5255 O00206 Toll-like receptor 4 89.08% 92.50%
CHEMBL2094128 P24941 Cyclin-dependent kinase 2/cyclin A 88.51% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 87.85% 91.19%
CHEMBL4072 P07858 Cathepsin B 87.84% 93.67%
CHEMBL2996 Q05655 Protein kinase C delta 87.01% 97.79%
CHEMBL1871 P10275 Androgen Receptor 86.98% 96.43%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.91% 92.86%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.84% 94.33%
CHEMBL2243 O00519 Anandamide amidohydrolase 86.32% 97.53%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.98% 96.90%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.84% 97.33%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.92% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.73% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.72% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.34% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.05% 94.45%
CHEMBL5028 O14672 ADAM10 84.04% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.69% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.17% 96.77%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 81.64% 91.83%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.59% 94.00%
CHEMBL259 P32245 Melanocortin receptor 4 81.57% 95.38%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 80.98% 97.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.73% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.56% 91.07%

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.
Eleutherococcus senticosus

Cross-Links

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PubChem 101015421
LOTUS LTS0154612
wikiData Q105120239