Basic information
- CAS
55134-13-9- Standard SMILES
CC[C@@H](C(=O)O)[C@@H]1O[C@@H]([C@@H](C)[C@H](O)[C@H](C)C(=O)[C@H](CC)[C@H]2O[C@]3(C=C[C@@H](O)[C@]4(CC[C@@](C)([C@H]5CC[C@](O)(CC)[C@H](C)O5)O4)O3)[C@H](C)C[C@@H]2C)[C@@H](C)C[C@@H]1C- InChIKey
VHKXXVVRRDYCIK-CWCPJSEDSA-N- Molecular formula
- C43H72O11
- Average molar mass
- 765 g/mol
- Monoisotopic mass
- 764.50746311
Overview
Narasin is a diterpene glycoside.
Names & identifiers
- Preferred name
- Narasin
- IUPAC
- (2R)-2-[(2R,3S,5S,6R)-6-[(2S,3S,4S,6R)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acid
- English name
- Narasin from Streptomyces auriofaciens
- Molecular formula
- C43H72O11
- Molecular weight
- 765.03
Names & synonyms
narasinNarasin A55134-13-9MontebanCompound 79891NarasineLilly 79891Antibiotic A-28086 factor ANarasinumDTXSID2046707Salinomycin, 4-methyl-, (4S)-4-Methylsalinomycin
Show more names
c7819bNarasula28086aNarasia ANalamycincompound79891Narasin NarasinNarasin (125 mg)
narasinaC-7819BDZY9VU539PCOMPD-79891DTXCID0026707(2R)-2-[(2R,3S,5S,6R)-6-[(2S,3S,4S,6R)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acidSkycisMonteban 45
Database identifiers
- CAS
55134-13-9- PubChem CID
- 65452
- DTXSID
DTXSID2046707
Properties
Computed structural properties
- XLogP
- 6.2
- Topological polar surface area
- 161 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 12
- Heavy atoms
- 54
- Formal charge
- 0
- Complexity
- 1,360
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
Animal DrugsFDA approved animal drugs -> Active ingredient
Collision Cross Section270.1 Ų [M-H]-
Physicochemical properties
- Melting point
- 98 · 98-100°
- alpha
- 25 · D25 -54° (c = 0.2 in methanol)
- Boiling point
- 842.5 · 842.5±65.0 °C(Predicted)
- Density
- 1.17 · 1.17±0.1 g/cm3(Predicted)
- Flash point
- Not applicable
- storage temp.
- 2 · 2-8°C
- solubility
- 20 mg/mL · methanol: soluble20mg/mL
- pka
- 7.9 · 7.9 (80% aq DMF)
- form
- powder
- color
- White to off-white
- biological source
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory.
Danger
H300: Fatal if swallowed [Danger Acute toxicity, oral]
Hazard information
Regulatory Information
Regulation (EC) No 1831/2003 (amended)
Narasin: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and Categories
Acute Tox. 2 (100%)
Acute toxicity (Oral) - Category 2
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- VO8640000
- ridadr
- UN 2811 6.1/PG 2
- hs_code
- 2941906000
- Toxicity
- LD50 i.p. in mice: 7.15 mg/kg (Berg)
- risk_code
- 28
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T+
- safety_code
- 28-36/37-45
Chemistry & industry
Pharmacology
ATC CodeQP - Antiparasitic products, insecticides and repellents
MeSH Pharmacological Classification
Agents useful in the treatment or prevention of COCCIDIOSIS in man or animals.
Substances that inhibit the growth or reproduction of BACTERIA.
Uses & manufacturing
Use ClassificationVeterinary Drug -> ANTIMICROBIAL_AGENT -> JECFA Functional Classes
Applications
UsesNarasin (4-methylsalinomycin) is a polyether antibiotic isolated from Streptomyces aureofaciens in 1978. Although narasin is a close analogue of salinomycin, the metabolites are produced by different species and are not co-metabolites. Narasin shows broad spectrum activity against Gram positive bacteria including anaerobes and mycoplasma, and also possesses antiviral and limited antifungal activity. Narasin is used in the animal health industry as an in-feed antibiotic and growth promotant.
UsesNarasin is the main component of a polyether antibiotic complex produced by Streptomyces auriofaciens NRRL 5758 & NRRL 8092. Ionophoric antibiotic which inhibits coccidial infection in poultry and mammals. Coccidiostat; growth stimulant.
Upstream & downstream products
Upstream raw materials
Suppliers59 total
国药集团化学试剂有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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