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 |