Validamycin
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Basic Info
Common Name | Validamycin(F05653) |
2D Structure | |
FRCD ID | F05653 |
CAS Number | 37248-47-8 |
PubChem CID | 443629 |
Formula | C20H35NO13 |
IUPAC Name | (2R,3R,4S,5S,6R)-2-[(1R,2R,3S,4S,6R)-2,3-dihydroxy-6-(hydroxymethyl)-4-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]cyclohexyl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol |
InChI Key | JARYYMUOCXVXNK-CSLFJTBJSA-N |
InChI | InChI=1S/C20H35NO13/c22-3-6-1-8(12(26)15(29)11(6)25)21-9-2-7(4-23)19(17(31)13(9)27)34-20-18(32)16(30)14(28)10(5-24)33-20/h1,7-32H,2-5H2/t7-,8+,9+,10-,11-,12+,13+,14-,15+,16+,17-,18-,19-,20+/m1/s1 |
Canonical SMILES | C1C(C(C(C(C1NC2C=C(C(C(C2O)O)O)CO)O)O)OC3C(C(C(C(O3)CO)O)O)O)CO |
Isomeric SMILES | C1[C@@H]([C@H]([C@@H]([C@H]([C@H]1N[C@H]2C=C([C@H]([C@@H]([C@H]2O)O)O)CO)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)CO |
Synonyms | Validamycin UNII-313E9620QS VALIDAMYCIN A 37248-47-8 jinggangmycin Validacin Valimon T-7545-A CHEBI:29703 313E9620QS |
Classifies | 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 | Glycosyl compounds |
Direct Parent | O-glycosyl compounds |
Alternative Parents | |
Molecular Framework | Aliphatic heteromonocyclic compounds |
Substituents | Hexose monosaccharide - O-glycosyl compound - Aminocyclitol or derivatives - Cyclohexanol - Cyclohexylamine - Cyclitol or derivatives - Monosaccharide - Oxane - Cyclic alcohol - Secondary alcohol - 1,2-aminoalcohol - Polyol - Secondary amine - Organoheterocyclic compound - Acetal - Oxacycle - Secondary aliphatic amine - Alcohol - Organopnictogen compound - Hydrocarbon derivative - Organic nitrogen compound - Amine - Primary alcohol - Organonitrogen compound - Aliphatic heteromonocyclic compound |
Description | This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. |
Properties
Property Name | Property Value |
---|---|
Molecular Weight | 497.494 |
Hydrogen Bond Donor Count | 12 |
Hydrogen Bond Acceptor Count | 14 |
Rotatable Bond Count | 7 |
Complexity | 697 |
Monoisotopic Mass | 497.211 |
Exact Mass | 497.211 |
XLogP | -6.3 |
Formal Charge | 0 |
Heavy Atom Count | 34 |
Defined Atom Stereocenter Count | 14 |
Undefined Atom Stereocenter Count | 0 |
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- | 0.9757 |
Human Intestinal Absorption | HIA- | 0.8537 |
Caco-2 Permeability | Caco2- | 0.7229 |
P-glycoprotein Substrate | Substrate | 0.5642 |
P-glycoprotein Inhibitor | Non-inhibitor | 0.5321 |
Non-inhibitor | 0.8086 | |
Renal Organic Cation Transporter | Non-inhibitor | 0.8252 |
Distribution | ||
Subcellular localization | Lysosome | 0.3608 |
Metabolism | ||
CYP450 2C9 Substrate | Non-substrate | 0.7933 |
CYP450 2D6 Substrate | Non-substrate | 0.8504 |
CYP450 3A4 Substrate | Non-substrate | 0.5718 |
CYP450 1A2 Inhibitor | Non-inhibitor | 0.8702 |
CYP450 2C9 Inhibitor | Non-inhibitor | 0.8842 |
CYP450 2D6 Inhibitor | Non-inhibitor | 0.8856 |
CYP450 2C19 Inhibitor | Non-inhibitor | 0.8581 |
CYP450 3A4 Inhibitor | Non-inhibitor | 0.9764 |
CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8251 |
Excretion | ||
Toxicity | ||
Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8603 |
Non-inhibitor | 0.8149 | |
AMES Toxicity | Non AMES toxic | 0.8354 |
Carcinogens | Non-carcinogens | 0.9658 |
Fish Toxicity | Low FHMT | 0.6959 |
Tetrahymena Pyriformis Toxicity | Low TPT | 0.5579 |
Honey Bee Toxicity | High HBT | 0.5601 |
Biodegradation | Ready biodegradable | 0.7770 |
Acute Oral Toxicity | IV | 0.5170 |
Carcinogenicity (Three-class) | Non-required | 0.6908 |
Model | Value | Unit |
---|---|---|
Absorption | ||
Aqueous solubility | -1.2705 | LogS |
Caco-2 Permeability | -0.5804 | LogPapp, cm/s |
Distribution | ||
Metabolism | ||
Excretion | ||
Toxicity | ||
Rat Acute Toxicity | 1.6320 | LD50, mol/kg |
Fish Toxicity | 1.5567 | pLC50, mg/L |
Tetrahymena Pyriformis Toxicity | -0.0461 | pIGC50, ug/L |
MRLs
Food | Product Code | Country | MRLs | Application Date | Notes |
---|---|---|---|---|---|
Unshu Orange,Pulp | Japan | 0.05ppm | |||
Other Composite Vegetables | Japan | 0.05ppm | |||
Other Vegetables | Japan | 0.05ppm | |||
Green Soybeans | Japan | 0.05ppm | |||
Ginger | Japan | 0.05ppm | |||
Other Cucurbitaceous Vegetables | Japan | 0.05ppm | |||
Cucumber(Including Gherkin) | Japan | 0.05ppm | |||
Egg Plant | Japan | 0.05ppm | |||
Tomato | Japan | 0.05ppm | |||
Other Umbelliferous Vegetables | Japan | 0.05ppm | |||
Mitsuba | Japan | 0.05ppm | |||
Celery | Japan | 0.05ppm | |||
Carrot | Japan | 0.05ppm | |||
Asparagus | Japan | 0.05ppm | |||
Nira | Japan | 0.05ppm | |||
Garlic | Japan | 0.05ppm | |||
Welsh(Including Leek) | Japan | 0.05ppm | |||
Onion | Japan | 0.05ppm | |||
Lettuce(Including Cos Lettuce And Leaf Lettuce) | Japan | 0.05ppm | |||
Endive | Japan | 0.05ppm |
References
Title | Journal | Date | Pubmed ID |
---|---|---|---|
Determination of the antibiotic fungicide validamycin A in formulated products by micellar electrokinetic chromatography. | J Agric Food Chem | 1999 Sep | 10552712 |