Destomycin A
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Basic Info
Common Name | Destomycin A(F06029) |
2D Structure | |
FRCD ID | F06029 |
CAS Number | 14918-35-5 |
PubChem CID | 502206 |
Formula | C20H37N3O13 |
IUPAC Name | (3'R,3aS,4S,4'S,5'R,6R,6'R,7S,7aS)-4-[(1S,2R,3S,5R,6S)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy-6'-[(1S)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)spiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol |
InChI Key | GRRNUXAQVGOGFE-SVNOMHMPSA-N |
InChI | InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6-,7+,8+,9+,10-,11-,12+,13-,14+,15-,16-,17-,18+,19-,20?/m0/s1 |
Canonical SMILES | CNC1CC(C(C(C1O)OC2C3C(C(C(O2)CO)O)OC4(O3)C(C(C(C(O4)C(CO)N)O)O)O)O)N |
Isomeric SMILES | CN[C@@H]1C[C@@H]([C@H]([C@@H]([C@H]1O)O[C@H]2[C@@H]3[C@H]([C@H]([C@H](O2)CO)O)OC4(O3)[C@@H]([C@H]([C@H]([C@H](O4)[C@H](CO)N)O)O)O)O)N |
Synonyms | (3'R,3aS,4S,4'S,5'R,6R,6'R,7S,7aS)-4-[(1S,2R,3S,5R,6S)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexoxy]-6'-[(1S)-1-amino-2-hydroxy-ethyl]-6-(hydroxymethyl)spiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-tetrahydropyran]-3',4',5',7-tetrol Destomycin A Destomysin 14918-35-5 Destonate 20 AC1L9W0F NSC96877 C01688 NSC 96877 2,3-O-(6-(1-Amino-2-hydroxyethyl)-3,4,5-trihydroxytetrahydropyran-2-yliden)-(3-amino-5-methylamino-3,4,5-tridesoxy-mesoinosit-1-yl)-beta-D-talopyranosid |
Classifies | Predicted: Pesticide |
Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
Kingdom | Organic compounds |
Superclass | Organic oxygen compounds |
Class | Organooxygen compounds |
Subclass | Carbohydrates and carbohydrate conjugates |
Intermediate Tree Nodes | Aminosaccharides - Aminoglycosides - Aminocyclitol glycosides |
Direct Parent | 2-deoxystreptamine aminoglycosides |
Alternative Parents |
|
Molecular Framework | Aliphatic heteropolycyclic compounds |
Substituents | 2-deoxystreptamine aminoglycoside - Disaccharide - Glycosyl compound - O-glycosyl compound - Dioxolopyran - Aminocyclitol or derivatives - Cyclohexanol - Cyclohexylamine - Carboxylic acid orthoester - Ortho ester - Cyclitol or derivatives - Oxane - Cyclic alcohol - Meta-dioxolane - Orthocarboxylic acid derivative - 1,2-aminoalcohol - Secondary alcohol - Secondary amine - Organoheterocyclic compound - Oxacycle - Acetal - Secondary aliphatic amine - Polyol - Organic nitrogen compound - Primary aliphatic amine - Organonitrogen compound - Primary alcohol - Primary amine - Amine - Alcohol - Hydrocarbon derivative - Organopnictogen compound - Aliphatic heteropolycyclic compound |
Description | This compound belongs to the class of organic compounds known as 2-deoxystreptamine aminoglycosides. These are aminoglycosides containing the 2-deoxystreptamine (1,3-diaminocyclohexane-4,5,6-triol) core. |
Properties
Property Name | Property Value |
---|---|
Molecular Weight | 527.524 |
Hydrogen Bond Donor Count | 11 |
Hydrogen Bond Acceptor Count | 16 |
Rotatable Bond Count | 6 |
Complexity | 756 |
Monoisotopic Mass | 527.233 |
Exact Mass | 527.233 |
XLogP | -6.6 |
Formal Charge | 0 |
Heavy Atom Count | 36 |
Defined Atom Stereocenter Count | 15 |
Undefined Atom Stereocenter Count | 1 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Isotope Atom Count | 0 |
Covalently-Bonded Unit Count | 1 |
ADMET
Model | Result | Probability |
---|---|---|
Absorption | ||
Blood-Brain Barrier | BBB- | 0.9783 |
Human Intestinal Absorption | HIA- | 0.5442 |
Caco-2 Permeability | Caco2- | 0.7045 |
P-glycoprotein Substrate | Substrate | 0.6604 |
P-glycoprotein Inhibitor | Non-inhibitor | 0.7855 |
Non-inhibitor | 0.9781 | |
Renal Organic Cation Transporter | Non-inhibitor | 0.8392 |
Distribution | ||
Subcellular localization | Lysosome | 0.6336 |
Metabolism | ||
CYP450 2C9 Substrate | Non-substrate | 0.7694 |
CYP450 2D6 Substrate | Non-substrate | 0.7885 |
CYP450 3A4 Substrate | Non-substrate | 0.5122 |
CYP450 1A2 Inhibitor | Non-inhibitor | 0.8822 |
CYP450 2C9 Inhibitor | Non-inhibitor | 0.9023 |
CYP450 2D6 Inhibitor | Non-inhibitor | 0.8976 |
CYP450 2C19 Inhibitor | Non-inhibitor | 0.8641 |
CYP450 3A4 Inhibitor | Non-inhibitor | 0.9267 |
CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8175 |
Excretion | ||
Toxicity | ||
Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9744 |
Non-inhibitor | 0.8257 | |
AMES Toxicity | Non AMES toxic | 0.5424 |
Carcinogens | Non-carcinogens | 0.9612 |
Fish Toxicity | High FHMT | 0.6484 |
Tetrahymena Pyriformis Toxicity | High TPT | 0.7302 |
Honey Bee Toxicity | High HBT | 0.5140 |
Biodegradation | Not ready biodegradable | 0.9851 |
Acute Oral Toxicity | I | 0.8269 |
Carcinogenicity (Three-class) | Non-required | 0.5854 |
Model | Value | Unit |
---|---|---|
Absorption | ||
Aqueous solubility | -1.8845 | LogS |
Caco-2 Permeability | -0.5240 | LogPapp, cm/s |
Distribution | ||
Metabolism | ||
Excretion | ||
Toxicity | ||
Rat Acute Toxicity | 3.8668 | LD50, mol/kg |
Fish Toxicity | 1.6945 | pLC50, mg/L |
Tetrahymena Pyriformis Toxicity | 0.1106 | pIGC50, ug/L |
MRLs
Food | Product Code | Country | MRLs | Application Date | Notes |
---|---|---|---|---|---|
Pig,Edible Offal | Japan | 0.5ppm | |||
Pig,Kidney | Japan | 0.5ppm | |||
Pig,Liver | Japan | 0.5ppm | |||
Pig,Fat | Japan | 0.5ppm | |||
Pig,Muscle | Japan | 0.5ppm |