6-(butan-2-yl)-21',24'-dihydroxy-12'-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-2'-one

• ChemBase ID: 106030
• Molecular Formular: C48H74O14
• Molecular Mass: 875.09276
• Monoisotopic Mass: 874.50785705
• SMILES: CCC(C)C1OC2(CCC1C)CC1CC(C/C=C(\C)/C(OC3CC(OC)C(OC4CC(OC)C(O)C(C)O4)C(C)O3)C(C)/C=C/C=C/3\COC4C(O)C(=CC(C(=O)O1)C34O)C)O2
• Canonical SMILES: COC1CC(OC2C(C)/C=C/C=C/3\COC4C3(O)C(C=C(C4O)C)C(=O)OC3CC(C/C=C/2\C)OC2(C3)CCC(C(O2)C(CC)C)C)OC(C1OC1CC(OC)C(C(O1)C)O)C
• InChI: InChI=1S/C48H74O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,19,25-26,28,30-31,33-45,49-50,52H,11,16-18,20-24H2,1-10H3
• InChIKey: AZSNMRSAGSSBNP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(butan-2-yl)-21',24'-dihydroxy-12'-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-2'-one
• IUPAC Traditional name: 21',24'-dihydroxy-12'-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-5,11',13',22'-tetramethyl-6-(sec-butyl)-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-2'-one
• Synonyms: 22,23-Dihydroavermectin B₁; IVERMECTIN

Database IDs

• CAS Number: 70288-86-7
• EC Number: 274-536-0
• PubChem SID: 162092707
• PubChem CID: 6071412

CALCULATED PROPERTIES

• Acid pKa: 12.467905
• H Acceptors: 13
• H Donor: 3
• LogD (pH = 5.5): 5.8257456
• LogD (pH = 7.4): 5.825742
• Log P: 5.8257456
• Molar Refractivity: 230.3276 cm^3
• Polarizability: 92.01296 Å^3
• Polar Surface Area: 170.06 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 232-234°C

Safety Information

• Storage Condition: 2-8°C, Protect from light
• RTECS: IH7891500

Product Information

• Purity: ≥95%

DETAILS

MP Biomedicals - 02196009

Purity: =95%
Antiparasitic and macrolide antiobiotic. Semisynthetic derivative of avermectin B^1A and B^1b.