lividomycin

Also known as O-2-amino-2,3-dideoxy-alpha-D-ribo-hexopyranosyl-(1-4)-O-(O-alpha-D-mannopyranosyl-(1-4)-O-2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl-(1-3)-beta-D-ribofuranosyl-(1-5))-2-deoxy-D-streptamine, quintomycin B, SF 767 A, mannosyldeoxyparomomycin, antibiotic SF 767 A, antibiotic 503-2, Lividomycin A

Lividomycin is a broad-spectrum aminoglycoside antibiotic. It is effective against most Gram-positive and Gram-negative bacteria including Mycobacterium tuberculosis (the causative agent of tuberculosis) and Pseudomonas aeruginosa.

In the Vinony graph

Vinony's link graph records 1 inbound reference to lividomycin, and connects out to tuberculosis, antibiotic and digital object identifier.

It is catalogued under topics including Aminoglycoside antibiotics, Drugs missing an ATC code and Drugs with no legal status.

Vinony links it to 5 Wikipedia language editions.

Chemical data

Formula: C29H55N5O18
Molecular weight: 761.8 g/mol
IUPAC name: (2R,3S,4S,5S,6R)-2-[(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R,5S)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,5S,6R)-3-amino-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy-4-hydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES: C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H](C[C@@H]([C@H](O2)CO)O)N)O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CN)O[C@@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)N)O)O)N
InChIKey: DBLVDAUGBTYDFR-SWMBIRFSSA-N
XLogP: -9.9
Polar surface area: 406 Å²
H-bond donors: 15
H-bond acceptors: 23
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Oligosaccharide

via ChEMBL · EBI

Wikidata facts

Mass: 761.354

Show 5 more facts

chemical formula: C₂₉H₅₅N₅O₁₈
canonical SMILES: C1C(C(C(C(C1N)OC2C(CC(C(O2)CO)O)N)OC3C(C(C(O3)CO)OC4C(C(C(C(O4)CN)OC5C(C(C(C(O5)CO)O)O)O)O)N)O)O)N
isomeric SMILES: C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H](C[C@@H]([C@H](O2)CO)O)N)O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CN)O[C@@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)N)O)O)N
World Health Organisation international non-proprietary name: lividomycin
subject has role: bactericide

Sources (2)

via Wikidata · CC0

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Encyclopedic overview

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Contents

References

{{Drugbox | IUPAC_name = (1R,2R,3S,4R,6S)-4,6-Diamino-3-hydroxy-2-{[α-D-mannopyranosyl-(1->4)-2,6-diamino-2,6-dideoxy-β-L-idopyranosyl-(1->3)-β-D-ribofuranosyl]oxy}cyclohexyl 2-amino-2,3-dideoxy-α-D-ribo-hexopyranoside | image = Lividomycin A.svg | image_class = skin-invert-image | CAS_number = 36441-41-5 | CAS_number_Ref = | UNII_Ref = | UNII = A606AJ494W | ATC_prefix = | ATC_suffix = | PubChem = 72394 | DrugBank = DB04728 | ChEBI_Ref = | ChEBI = 71961 | ChEMBL = 389029 | ChemSpiderID = 65327 | C=29 | H=55 | N=5 |O=19 | smiles = O([C@H]4[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@H]2O[C@@H](CN)[C@@H](O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)[C@H](O)[C@H]2N)[C@H]3O)[C@@H](O)[C@H](N)C[C@@H]4N)[C@H]5O[C@@H]([C@@H](O)C[C@H]5N)CO | StdInChI = 1S/C29H55N5O18/c30-3-11-23(51-28-20(43)19(42)17(40)13(5-36)47-28)18(41)15(34)27(45-11)50-24-14(6-37)48-29(21(24)44)52-25-16(39)7(31)1-8(32)22(25)49-26-9(33)2-10(38)12(4-35)46-26/h7-29,35-44H,1-6,30-34H2/t7-,8+,9-,10+,11+,12-,13-,14-,15-,16+,17-,18-,19+,20+,21-,22-,23-,24-,25-,26-,27-,28-,29+/m1/s1 | StdInChIKey = DBLVDAUGBTYDFR-SWMBIRFSSA-N | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | pregnancy_AU = | pregnancy_US = | pregnancy_category= | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = }}

Excerpted from Wikipedia’s “lividomycin” article, available under the CC BY-SA 4.0 licence.