NAV

Lasalocid

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Lasalocid
DrugBank Accession Number
DB11423
Background

Lasalocid is an agent that presents antibacterial and coccidiostat activities. It is produced by strains of Streptomyces lasaliensis.

Type
Small Molecule
Groups
Vet approved
Structure
3D
Similar Structures
Weight
Average: 590.798
Monoisotopic: 590.381868699
Chemical Formula
C34H54O8
Synonyms
  • Lasalocid
External IDs
  • RO 2-2985
  • RO-2-2985
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
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interactions in your software
AcenocoumarolThe risk or severity of bleeding can be increased when Lasalocid is combined with Acenocoumarol.
AmbroxolThe risk or severity of methemoglobinemia can be increased when Lasalocid is combined with Ambroxol.
ArticaineThe risk or severity of methemoglobinemia can be increased when Lasalocid is combined with Articaine.
BCG vaccineThe therapeutic efficacy of BCG vaccine can be decreased when used in combination with Lasalocid.
BenzocaineThe risk or severity of methemoglobinemia can be increased when Lasalocid is combined with Benzocaine.
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Terpene glycosides
Direct Parent
Diterpene glycosides
Alternative Parents
Diterpenoids / Salicylic acids / Benzoic acids / Fatty alcohols / Ortho cresols / Benzoyl derivatives / Toluenes / 1-hydroxy-4-unsubstituted benzenoids / Oxanes / Beta-hydroxy ketones
show 10 more
Substituents
1-hydroxy-4-unsubstituted benzenoid / Alcohol / Aromatic heteromonocyclic compound / Benzenoid / Benzoic acid / Benzoic acid or derivatives / Benzoyl / Beta-hydroxy ketone / Carbonyl group / Carboxylic acid
show 27 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Polyether polyketides (LMPK09000002)
Affected organisms
Not Available

Chemical Identifiers

UNII
W7V2ZZ2FWB
CAS number
25999-31-9
InChI Key
BBMULGJBVDDDNI-OWKLGTHSSA-N
InChI
InChI=1S/C34H54O8/c1-9-25(31-21(6)18-34(11-3,42-31)26-16-17-33(40,10-2)23(8)41-26)30(37)22(7)28(35)19(4)12-14-24-15-13-20(5)29(36)27(24)32(38)39/h13,15,19,21-23,25-26,28,31,35-36,40H,9-12,14,16-18H2,1-8H3,(H,38,39)/t19-,21+,22+,23+,25+,26-,28+,31+,33-,34+/m1/s1
IUPAC Name
6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3-methyloxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methylbenzoic acid
SMILES
[H][C@@](C)(CCC1=C(C(O)=O)C(O)=C(C)C=C1)[C@]([H])(O)[C@]([H])(C)C(=O)[C@]([H])(CC)[C@@]1([H])O[C@@](CC)(C[C@]1([H])C)[C@@]1([H])CC[C@](O)(CC)[C@]([H])(C)O1

References

General References
  1. Benson JE, Ensley SM, Carson TL, Halbur PG, Janke BH, Quinn WJ: Lasalocid toxicosis in neonatal calves. J Vet Diagn Invest. 1998 Apr;10(2):210-4. [Article]
  2. Blanchard PC, Galey FD, Ross F, Landgraf WW, Meyer H, Spiro N: Lasalocid toxicosis in dairy calves. J Vet Diagn Invest. 1993 Apr;5(2):300-2. [Article]
  3. Shlosberg A, Weisman Y, Klopfer U, Perl S: Neurotoxic action of lasalocid at high doses. Vet Rec. 1985 Oct 12;117(15):394. [Article]
  4. Espino L, Suarez ML, Mino N, Goicoa A, Fidalgo LE, Santamarina G: Suspected lasalocid poisoning in three dogs. Vet Hum Toxicol. 2003 Oct;45(5):241-2. [Article]
  5. Hagel RB: Liquid chromatographic determination of lasalocid in premixes. J Assoc Off Anal Chem. 1978 Sep;61(5):1070-3. [Article]
  6. Fitzgerald PR, Mansfield ME: Efficacy of lasalocid against coccidia in cattle. J Parasitol. 1979 Oct;65(5):824-5. [Article]
  7. Kronfeld DS: Lasalocid toxicosis is inadequately quantified for horses. Vet Hum Toxicol. 2002 Aug;44(4):245-7. [Article]
  8. Mitrovic M, Schildknecht EG, Marusich WL: Lasalocid in prevention of turkey coccidiosis. Poult Sci. 1979 Sep;58(5):1154-9. [Article]
  9. Galitzer SJ, Oehme FW, Bartley EE, Dayton AD: Lasalocid toxicity in cattle: acute clinicopathological changes. J Anim Sci. 1986 May;62(5):1308-16. [Article]
  10. Segev G, Baneth G, Levitin B, Shlosberg A, Aroch I: Accidental poisoning of 17 dogs with lasalocid. Vet Rec. 2004 Aug 7;155(6):174-6. [Article]
KEGG Drug
D04671
ChemSpider
4514598
RxNav
1364397
ChEBI
92181
ChEMBL
CHEMBL145347
ZINC
ZINC000004216707
PDBe Ligand
LSD
Wikipedia
Lasalocid
PDB Entries
4rzm

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00432 mg/mLALOGPS
logP4.91ALOGPS
logP7.67Chemaxon
logS-5.1ALOGPS
pKa (Strongest Acidic)2.64Chemaxon
pKa (Strongest Basic)-3Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area133.52 Å2Chemaxon
Rotatable Bond Count13Chemaxon
Refractivity162.8 m3·mol-1Chemaxon
Polarizability66.61 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ab9-0014290000-faadafdaeac1e66c81da
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0000090000-4935264107a54103c2dc
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a6r-0371190000-e5bc82dbf3684a15c79e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0gw3-1247090000-5e696a46ebe870f183e4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-006t-3642970000-69951e57e307301b44f4
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0072-5367090000-435cd9eae1e2ce42c16b
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-269.9692175
predicted
DarkChem Lite v0.1.0
[M-H]-227.82211
predicted
DeepCCS 1.0 (2019)
[M+H]+273.9222175
predicted
DarkChem Lite v0.1.0
[M+H]+229.54584
predicted
DeepCCS 1.0 (2019)
[M+Na]+270.9492175
predicted
DarkChem Lite v0.1.0
[M+Na]+235.81575
predicted
DeepCCS 1.0 (2019)

Drug created at February 25, 2016 18:39 / Updated at February 21, 2021 18:53