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Echubioside

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 94c1a5d8-1b5a-4cb7-b095-f2ad02c39c65
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-3-[(2R,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C)OC)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)C)OC)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C36H56O12/c1-18-32(48-33-31(41)30(40)29(39)26(16-37)47-33)25(43-4)15-28(45-18)46-21-7-10-34(2)20(14-21)5-6-24-23(34)8-11-35(3)22(9-12-36(24,35)42)19-13-27(38)44-17-19/h13,18,20-26,28-33,37,39-42H,5-12,14-17H2,1-4H3/t18-,20-,21+,22-,23+,24-,25+,26-,28+,29-,30+,31-,32-,33+,34+,35-,36+/m1/s1
InChI Key BPGWSHOXZQEBEG-DUQXEKGBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O12
Molecular Weight 680.80 g/mol
Exact Mass 680.37717722 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.96
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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63950-91-4
DTXSID70981291
3-[(2,6-Dideoxy-4-O-hexopyranosyl-3-O-methylhexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide

2D Structure

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2D Structure of Echubioside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8177 81.77%
Caco-2 - 0.8740 87.40%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7900 79.00%
OATP2B1 inhibitior - 0.7380 73.80%
OATP1B1 inhibitior + 0.9232 92.32%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7057 70.57%
P-glycoprotein inhibitior + 0.7152 71.52%
P-glycoprotein substrate + 0.7774 77.74%
CYP3A4 substrate + 0.7192 71.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9002 90.02%
CYP3A4 inhibition - 0.9358 93.58%
CYP2C9 inhibition - 0.9140 91.40%
CYP2C19 inhibition - 0.9183 91.83%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.9208 92.08%
CYP2C8 inhibition - 0.6884 68.84%
CYP inhibitory promiscuity - 0.9347 93.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5835 58.35%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9304 93.04%
Skin irritation - 0.5686 56.86%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.6624 66.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7660 76.60%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9154 91.54%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8480 84.80%
Acute Oral Toxicity (c) I 0.7685 76.85%
Estrogen receptor binding + 0.7652 76.52%
Androgen receptor binding + 0.8365 83.65%
Thyroid receptor binding - 0.7044 70.44%
Glucocorticoid receptor binding + 0.6050 60.50%
Aromatase binding + 0.6930 69.30%
PPAR gamma + 0.6586 65.86%
Honey bee toxicity - 0.6133 61.33%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9043 90.43%

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 98.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.28% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.51% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.89% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.03% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.49% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.45% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.91% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.23% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.14% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.59% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.55% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.80% 95.89%
CHEMBL2581 P07339 Cathepsin D 85.63% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.29% 96.21%
CHEMBL1871 P10275 Androgen Receptor 84.70% 96.43%
CHEMBL5255 O00206 Toll-like receptor 4 83.90% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.37% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.33% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.37% 97.14%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.35% 97.33%

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.
Libocedrus bidwillii
Periploca graeca

Cross-Links

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PubChem 3048732
LOTUS LTS0251239
wikiData Q105287614