(1'R,2R,4'S,5S,6S,8'R,12'S,13'S,20'R,24'S)-6-cyclohexyl-24'-hydroxy-12'-{[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-21'-(hydroxyimino)-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.14,8.020,24]pentacosane]-10',14',16',22'-tetraen-2'-one

• ChemBase ID: 157679
• Molecular Formular: C43H63NO11
• Molecular Mass: 769.96042
• Monoisotopic Mass: 769.44011184
• SMILES: C[C@H]1CC[C@]2(C[C@@H]3C[C@H](O2)C/C=C(/[C@H]([C@H](/C=C/C=C/2\CO[C@H]4[C@@]2([C@@H](C=C(/C/4=N\O)C)C(=O)O3)O)C)O[C@H]2C[C@@H]([C@H]([C@@H](O2)C)O)OC)\C)O[C@@H]1C1CCCCC1
• Canonical SMILES: CO[C@H]1C[C@@H](O[C@H]([C@@H]1O)C)O[C@H]1[C@@H](C)/C=C/C=C/2\CO[C@H]3[C@]2(O)[C@@H](C=C(/C/3=N\O)C)C(=O)O[C@H]2C[C@@H](C/C=C/1\C)O[C@]1(C2)CC[C@@H]([C@H](O1)C1CCCCC1)C
• InChI: InChI=1S/C43H63NO11/c1-24-11-10-14-30-23-50-40-36(44-48)27(4)19-33(43(30,40)47)41(46)52-32-20-31(16-15-25(2)38(24)53-35-21-34(49-6)37(45)28(5)51-35)54-42(22-32)18-17-26(3)39(55-42)29-12-8-7-9-13-29/h10-11,14-15,19,24,26,28-29,31-35,37-40,45,47-48H,7-9,12-13,16-18,20-23H2,1-6H3/t24-,26-,28-,31+,32-,33-,34-,35-,37-,38-,39-,40+,42+,43+/m0/s1
• InChIKey: AFJYYKSVHJGXSN-CEMFNAMXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'R,2R,4'S,5S,6S,8'R,12'S,13'S,20'R,24'S)-6-cyclohexyl-24'-hydroxy-12'-{[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-21'-(hydroxyimino)-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^4,^8.0^2^0,^2^4]pentacosane]-10',14',16',22'-tetraen-2'-one
• IUPAC Traditional name: (1'R,2R,4'S,5S,6S,8'R,12'S,13'S,20'R,24'S)-6-cyclohexyl-24'-hydroxy-12'-{[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-21'-(hydroxyimino)-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^4,^8.0^2^0,^2^4]pentacosane]-10',14',16',22'-tetraen-2'-one
• Synonyms: (5Z)-25-Cyclohexyl-4′-O-de(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-5-demethoxy-25-de(1-methylpropyl)-22,23-dihydro-5-(hydroxyimino)avermectin A1a; Selamectin

Database IDs

• CAS Number: 220119-17-5
• PubChem SID: 162251816
• PubChem CID: 6445091

CALCULATED PROPERTIES

• Acid pKa: 9.580613
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): 6.2081275
• LogD (pH = 7.4): 6.2053194
• Log P: 6.2081633
• Molar Refractivity: 206.7474 cm^3
• Polarizability: 81.49435 Å^3
• Polar Surface Area: 154.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Risk Statements: 53
• Storage Temperature: 2-8°C

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C43H63NO11

DETAILS

Sigma Aldrich - 32476

Legal Information
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