(1'R,2R,4'S,5S,6S,8'R,13'R,20'R,21'R,24'S)-21',24'-dihydroxy-4-(methoxyimino)-5,11',13',22'-tetramethyl-6-(4-methylpent-2-en-2-yl)-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: 156921
• Molecular Formular: C37H53NO8
• Molecular Mass: 639.81862
• Monoisotopic Mass: 639.37711766
• SMILES: C[C@@H]1C/C(=C/C[C@@H]2C[C@@H](C[C@@]3(O2)C/C(=N/OC)/[C@@H]([C@H](O3)/C(=C/C(C)C)/C)C)OC(=O)[C@@H]2C=C([C@H]([C@@H]3[C@]2(/C(=C/C=C1)/CO3)O)O)C)/C
• Canonical SMILES: CO/N=C\1/C[C@]2(C[C@@H]3C[C@H](O2)C/C=C(\C)/C[C@@H](C)C=C/C=C\2/[C@]4([C@H](C(=O)O3)C=C(C)[C@H]([C@H]4OC2)O)O)O[C@@H]([C@H]1C)/C(=C/C(C)C)/C
• InChI: InChI=1S/C37H53NO8/c1-21(2)14-25(6)33-26(7)31(38-42-8)19-36(46-33)18-29-17-28(45-36)13-12-23(4)15-22(3)10-9-11-27-20-43-34-32(39)24(5)16-30(35(40)44-29)37(27,34)41/h9-12,14,16,21-22,26,28-30,32-34,39,41H,13,15,17-20H2,1-8H3/t22-,26-,28+,29-,30-,32+,33+,34+,36-,37+/m0/s1
• InChIKey: YZBLFMPOMVTDJY-FUSIELABSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'R,2R,4'S,5S,6S,8'R,13'R,20'R,21'R,24'S)-21',24'-dihydroxy-4-(methoxyimino)-5,11',13',22'-tetramethyl-6-(4-methylpent-2-en-2-yl)-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; (1'R,2R,4Z,4'S,5S,6S,8'R,10'E,13'R,14'E,16'E,20'R,21'R,24'S)-21',24'-dihydroxy-4-(methoxyimino)-5,11',13',22'-tetramethyl-6-[(2E)-4-methylpent-2-en-2-yl]-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,13'R,20'R,21'R,24'S)-21',24'-dihydroxy-4-(methoxyimino)-5,11',13',22'-tetramethyl-6-(4-methylpent-2-en-2-yl)-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; moxidectin
• Synonyms: Moxidectin; (6R,23E,25S)-5-O-Demethyl-28-deoxy-25-[(1E)-1,3-dimethyl-1-buten-1-yl]-6,28-epoxy-23-(methoxyimino)milbemycin B; [6R,23E,25S(E)]-5-O-Demethyl-28-deoxy-25-(1,3-dimethyl-1-butenyl)-6,28-epoxy-23-(methoxyimino)milbemycin B; 23-Methoxime-LL-F 28249α; CL 301423; Cydectin; Equest; ProHeart 6; Quest; Vetdectin Oral Drench; Moxidectin; 莫西菌素

Database IDs

• CAS Number: 113507-06-5
• MDL Number: MFCD00866560
• PubChem SID: 162251058
• PubChem CID: 71312368

CALCULATED PROPERTIES

• Acid pKa: 12.553557
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 5.66875
• LogD (pH = 7.4): 5.6696258
• Log P: 5.66964
• Molar Refractivity: 179.2214 cm^3
• Polarizability: 69.5368 Å^3
• Polar Surface Area: 116.04 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: PY5438800
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• German water hazard class: 3
• Risk Statements: 25-50
• Safety Statements: 45-61
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H400
• GHS Precautionary statements: P273-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C37H53NO8

DETAILS

Sigma Aldrich - 33746

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - M744800

Moxidectin is a macrocyclic lactone and semisynthetic derivative of nemadectin. Moxidectin is a parasiticide used for the prevention and control of heartworm and intestinal worms. Moxidectin is is found in veterinary medicine used to treat animals such as

REFERENCES

• Bisset, S.A. et al.: New Zeal. Vet. J., 40, 97 (1992)
• Monahan, C.M. et al.: Vet. Parasitol., 63, 225 (1992)
• Glickman, L.T. et al.: Int. J. Appl. Res. Vet. Med., 3, 49 (1992)