validamycin A

Also known as validamycin

Validamycin is an antibiotic and fungicide produced by Streptomyces hygroscopicus. An inhibitor of trehalase, validamycin is used for the control of sheath blight of rice and damping-off of cucumbers.

In the Vinony graph

Within Vinony's link graph, validamycin A is referenced by 10 other articles, and connects out to antibiotic, digital object identifier and chemical formula.

It is catalogued under topics including Amino sugars, Antibiotics and Chembox image size set.

Its subject is documented across 7 Wikipedia language editions.

Chemical data

Formula: C20H35NO13
Molecular weight: 497.5 g/mol
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
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
InChIKey: JARYYMUOCXVXNK-CSLFJTBJSA-N
XLogP: -6.3
Polar surface area: 253 Å²
H-bond donors: 12
H-bond acceptors: 14
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 497.21084018

Show 4 more facts

isomeric SMILES: OC/C3=C/[C@H](N[C@H]2C[C@H](CO)[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]3O
found in taxon: Streptomyces hygroscopicus
chemical formula: C₂₀H₃₅NO₁₃
canonical SMILES: OCC1=CC(NC2CC(CO)C(OC3OC(CO)C(O)C(O)C3O)C(O)C2O)C(O)C(O)C1O

Sources (2)

via Wikidata · CC0

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