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(1R,3S,9R,10S,13R,15E,17E,19E,21E,23R,25S,26R,27S)-23-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-10-ethyl-1,3,9,27-tetrahydroxy-13-methyl-7,11-dioxo-12,29-dioxabicyclo[23.3.1]nonacosa-15,17,19,21-tetraene-26-carboxylic acid

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 1a878e22-1e07-4490-869d-6a1c2fb3abd3
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
IUPAC Name (1R,3S,9R,10S,13R,15E,17E,19E,21E,23R,25S,26R,27S)-23-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-10-ethyl-1,3,9,27-tetrahydroxy-13-methyl-7,11-dioxo-12,29-dioxabicyclo[23.3.1]nonacosa-15,17,19,21-tetraene-26-carboxylic acid
SMILES (Canonical) CCC1C(CC(=O)CCCC(CC2(CC(C(C(O2)CC(C=CC=CC=CC=CCC(OC1=O)C)OC3C(C(C(C(O3)C)O)N)O)C(=O)O)O)O)O)O
SMILES (Isomeric) CC[C@H]1[C@@H](CC(=O)CCC[C@@H](C[C@@]2(C[C@@H]([C@H]([C@@H](O2)C[C@H](/C=C/C=C/C=C/C=C/C[C@H](OC1=O)C)O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)O)N)O)C(=O)O)O)O)O)O
InChI InChI=1S/C37H57NO14/c1-4-26-27(41)17-23(39)14-12-15-24(40)19-37(48)20-28(42)30(34(45)46)29(52-37)18-25(51-36-33(44)31(38)32(43)22(3)50-36)16-11-9-7-5-6-8-10-13-21(2)49-35(26)47/h5-11,16,21-22,24-33,36,40-44,48H,4,12-15,17-20,38H2,1-3H3,(H,45,46)/b6-5+,9-7+,10-8+,16-11+/t21-,22-,24+,25+,26+,27-,28+,29+,30-,31+,32-,33+,36+,37-/m1/s1
InChI Key WENZSKRHIWIHNO-GWEXXVLASA-N
Popularity 8 references in papers

Physical and Chemical Properties

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Molecular Formula C37H57NO14
Molecular Weight 739.80 g/mol
Exact Mass 739.37790549 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP -1.10
Atomic LogP (AlogP) 0.92
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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CHEBI:80107
Q27149254

2D Structure

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2D Structure of (1R,3S,9R,10S,13R,15E,17E,19E,21E,23R,25S,26R,27S)-23-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-10-ethyl-1,3,9,27-tetrahydroxy-13-methyl-7,11-dioxo-12,29-dioxabicyclo[23.3.1]nonacosa-15,17,19,21-tetraene-26-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9385 93.85%
Caco-2 - 0.8785 87.85%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.4137 41.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7861 78.61%
OATP1B3 inhibitior + 0.9188 91.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8470 84.70%
P-glycoprotein inhibitior + 0.6474 64.74%
P-glycoprotein substrate + 0.7244 72.44%
CYP3A4 substrate + 0.7159 71.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8646 86.46%
CYP3A4 inhibition - 0.7937 79.37%
CYP2C9 inhibition - 0.9136 91.36%
CYP2C19 inhibition - 0.8731 87.31%
CYP2D6 inhibition - 0.9295 92.95%
CYP1A2 inhibition - 0.9086 90.86%
CYP2C8 inhibition + 0.8293 82.93%
CYP inhibitory promiscuity - 0.9505 95.05%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5319 53.19%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9271 92.71%
Skin irritation - 0.7451 74.51%
Skin corrosion - 0.9231 92.31%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8106 81.06%
Micronuclear + 0.6000 60.00%
Hepatotoxicity + 0.5409 54.09%
skin sensitisation - 0.8702 87.02%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6204 62.04%
Acute Oral Toxicity (c) III 0.7558 75.58%
Estrogen receptor binding + 0.8262 82.62%
Androgen receptor binding - 0.4874 48.74%
Thyroid receptor binding + 0.5254 52.54%
Glucocorticoid receptor binding + 0.7148 71.48%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7113 71.13%
Honey bee toxicity - 0.6633 66.33%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8460 84.60%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.64% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.30% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.96% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.31% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.86% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.01% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.86% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.77% 97.36%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.70% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.22% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.81% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.03% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.83% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.11% 92.94%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.08% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.25% 92.62%
CHEMBL226 P30542 Adenosine A1 receptor 82.12% 95.93%
CHEMBL4105838 Q96GG9 DCN1-like protein 1 80.87% 95.00%
CHEMBL1951 P21397 Monoamine oxidase A 80.64% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.19% 95.50%

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.
There are no matching plants.

Cross-Links

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PubChem 49787024
LOTUS LTS0267633
wikiData Q27149254