Validamycin A - analytical standard , CAS No.37248-47-8

CAS: 37248-47-8 Cat. No.: V115085 Molecular Weight: 497.51 EC Number: 609-372-4 PubChem CID: 443629

GRADE & PURITY Analytical standard

Synonyms

D-chiro-Inositol, 1,5,6-trideoxy-3-O-beta-D-glucopyranosyl-5-(hydroxymethyl)-1-((4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl)amino)-, (1S-(1-alpha,4-alpha,5-beta,6-alpha))- | MFCD09028089 | T-7545-A | W-204201 | VALIDAMYCIN A | DTXSID4058073 | (+

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

D-chiro-Inositol, 1, 5, 6-trideoxy-3-O-beta-D-glucopyranosyl-5-(hydroxymethyl)-1-((4, 5, 6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl)amino)-, (1S-(1-alpha, 4-alpha, 5-beta, 6-alpha))- | MFCD09028089 | T-7545-A | W-204201 | VALIDAMYCIN A | DTXSID4058073 | (+

Specifications & Purity

analytical standard

Storage

Room temperature

Shipped In

Normal

Grade

Analytical standard

Names and Identifiers

• Pubchem Sid: 504758806
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758806
• 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
• 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
• InChIKey: JARYYMUOCXVXNK-CSLFJTBJSA-N
• 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
• 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
• PubChem CID: 443629
• Molecular Weight: 497.51

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 O-glycosyl compounds

• 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: Hexoses Aminocyclitols and derivatives Cyclohexylamines Cyclohexanols Oxanes 1,2-aminoalcohols Polyols Oxacyclic compounds Dialkylamines Acetals Primary alcohols Organopnictogen compounds Hydrocarbon derivatives
• 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.
• External Descriptors: Antibiotic fungicides

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Cercospora beticola (433 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Fusarium oxysporum (3998 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rhizoctonia solani (2251 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Hydroscopic
• Melt Point(°C): 130-135°C
• Molecular Weight: 497.500 g/mol
• XLogP3: -6.300
• Hydrogen Bond Donor Count: 12
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 7
• Exact Mass: 497.211 Da
• Monoisotopic Mass: 497.211 Da
• Topological Polar Surface Area: 253.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 697.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 14
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Tingting Li, Qin Wang, Yan Yang, Dingka Song.  (2023)  The mechanism of polysaccharide synthesis of Sanghuangporus sanghuang based on multi-omic analyses and feedback inhibition.  CARBOHYDRATE POLYMERS,      [PMID:37739500] [10.1016/j.carbpol.2023.121288]

2. Yan Song, Fengming Gu, Yijiangcheng Li, Weihong Zhou, Fu-an Wu, Jun Wang, Sheng Sheng.  (2023)  Host trehalose metabolism disruption by validamycin A results in reduced fitness of parasitoid offspring.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:37666623] [10.1016/j.pestbp.2023.105570]