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Auxarthonoside

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 9fb28653-41ef-4639-bf74-e0c7b7e63d0b
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > N-acyl-alpha-hexosamines
IUPAC Name N-[(3R,4R,5S,6R)-2-[(3R,6S)-2-[(4E,8E)-10-[(2S,3R,6S)-3-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(methoxymethyl)oxan-2-yl]oxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl]-4,9-dimethyldeca-4,8-dienyl]-6-(2-hydroxypropan-2-yl)-3-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(methoxymethyl)oxan-3-yl]acetamide
SMILES (Canonical) CC(=CCCC=C(C)CC1C(CCC(O1)C(C)(C)O)(C)OC2C(C(C(C(O2)COC)O)O)NC(=O)C)CCCC3C(CCC(O3)C(C)(C)O)(C)OC4C(C(C(C(O4)COC)O)O)NC(=O)C
SMILES (Isomeric) C/C(=C\CC/C=C(\C)/C[C@H]1[C@](CC[C@H](O1)C(C)(C)O)(C)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC)O)O)NC(=O)C)/CCCC3[C@](CC[C@H](O3)C(C)(C)O)(C)OC4[C@@H]([C@H]([C@@H]([C@H](O4)COC)O)O)NC(=O)C
InChI InChI=1S/C48H84N2O16/c1-27(18-15-19-35-47(9,22-20-33(63-35)45(5,6)57)65-43-37(49-29(3)51)41(55)39(53)31(61-43)25-59-11)16-13-14-17-28(2)24-36-48(10,23-21-34(64-36)46(7,8)58)66-44-38(50-30(4)52)42(56)40(54)32(62-44)26-60-12/h16-17,31-44,53-58H,13-15,18-26H2,1-12H3,(H,49,51)(H,50,52)/b27-16+,28-17+/t31-,32-,33+,34+,35?,36+,37-,38-,39-,40-,41-,42-,43?,44-,47-,48-/m1/s1
InChI Key ITKUGOUNAKZMDG-KZMUCKPESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H84N2O16
Molecular Weight 945.20 g/mol
Exact Mass 944.58208460 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.60
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 21

Synonyms

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N-[(3R,4R,5S,6R)-2-[(3R,6S)-2-[(4E,8E)-10-[(2S,3R,6S)-3-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(methoxymethyl)oxan-2-yl]oxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl]-4,9-dimethyldeca-4,8-dienyl]-6-(2-hydroxypropan-2-yl)-3-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(methoxymethyl)oxan-3-yl]acetamide
N-((2R,3R,4R,5S,6R)-2-((2S,3R,6S)-2-((3E,7E)-10-((2S,3R,6S)-3-((2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(methoxymethyl)oxan-2-yl)oxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl)-3,8-dimethyldeca-3,7-dienyl)-6-(2-hydroxypropan-2-yl)-3-methyloxan-3-yl)oxy-4,5-dihydroxy-6-(methoxymethyl)oxan-3-yl)acetamide
N-((3R,4R,5S,6R)-2-((3R,6S)-2-((4E,8E)-10-((2S,3R,6S)-3-((2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(methoxymethyl)oxan-2-yl)oxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl)-4,9-dimethyldeca-4,8-dienyl)-6-(2-hydroxypropan-2-yl)-3-methyloxan-3-yl)oxy-4,5-dihydroxy-6-(methoxymethyl)oxan-3-yl)acetamide
N-[(2R,3R,4R,5S,6R)-2-[(2S,3R,6S)-2-[(3E,7E)-10-[(2S,3R,6S)-3-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(methoxymethyl)oxan-2-yl]oxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl]-3,8-dimethyldeca-3,7-dienyl]-6-(2-hydroxypropan-2-yl)-3-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(methoxymethyl)oxan-3-yl]acetamide
RefChem:115716
CHEBI:210419

2D Structure

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2D Structure of Auxarthonoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8331 83.31%
Caco-2 - 0.8624 86.24%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8108 81.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7832 78.32%
OATP1B3 inhibitior + 0.9087 90.87%
MATE1 inhibitior - 0.9654 96.54%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9857 98.57%
P-glycoprotein inhibitior + 0.7473 74.73%
P-glycoprotein substrate + 0.5793 57.93%
CYP3A4 substrate + 0.7189 71.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8815 88.15%
CYP3A4 inhibition - 0.9251 92.51%
CYP2C9 inhibition - 0.8697 86.97%
CYP2C19 inhibition - 0.8869 88.69%
CYP2D6 inhibition - 0.9333 93.33%
CYP1A2 inhibition - 0.9139 91.39%
CYP2C8 inhibition + 0.6557 65.57%
CYP inhibitory promiscuity - 0.9520 95.20%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5883 58.83%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9014 90.14%
Skin irritation - 0.7584 75.84%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7712 77.12%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5328 53.28%
skin sensitisation - 0.8451 84.51%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6630 66.30%
Acute Oral Toxicity (c) III 0.6685 66.85%
Estrogen receptor binding + 0.8261 82.61%
Androgen receptor binding + 0.6881 68.81%
Thyroid receptor binding + 0.5697 56.97%
Glucocorticoid receptor binding + 0.7761 77.61%
Aromatase binding + 0.6865 68.65%
PPAR gamma + 0.8044 80.44%
Honey bee toxicity - 0.7080 70.80%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8928 89.28%

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 99.01% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.31% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.09% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.42% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 90.70% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.83% 85.14%
CHEMBL2581 P07339 Cathepsin D 89.40% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.21% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.69% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.21% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 86.73% 92.50%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.50% 89.34%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.81% 97.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.56% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.00% 100.00%
CHEMBL5028 O14672 ADAM10 84.05% 97.50%
CHEMBL5957 P21589 5'-nucleotidase 83.59% 97.78%
CHEMBL3401 O75469 Pregnane X receptor 83.55% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.54% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.59% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.49% 96.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.18% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.18% 95.89%
CHEMBL259 P32245 Melanocortin receptor 4 81.01% 95.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.00% 91.24%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 139587027
LOTUS LTS0246175
wikiData Q77519855