20-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-4,6,8,11,12,16,18,36-octahydroxy-35,37,38-trimethyl-2,14-dioxo-1-oxacyclooctatriaconta-21,23,25,27,31,33-hexaene-17-carboxylic acid

• ChemBase ID: 158793
• Molecular Formular: C47H75NO17
• Molecular Mass: 926.0949
• Monoisotopic Mass: 925.50349995
• SMILES: C[C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)OC1CC(C(C(CC(=O)CC(C(CCC(CC(CC(CC(=O)OC(C(C(C(/C=C/C=C/CC/C=C/C=C/C=C/C=C\1)C)O)C)C)O)O)O)O)O)O)C(=O)O)O)O)N)O
• Canonical SMILES: OC1CCC(O)C(O)CC(=O)CC(O)C(C(=O)O)C(O)CC(/C=C\C=C\C=C\C=C\CC/C=C/C=C/C(C(C(C(OC(=O)CC(CC(C1)O)O)C)C)O)C)O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@@H]1O)N)O
• InChI: InChI=1S/C47H75NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-35(65-47-45(60)42(48)44(59)30(4)64-47)26-39(56)41(46(61)62)38(55)24-34(52)23-37(54)36(53)20-19-31(49)21-32(50)22-33(51)25-40(57)63-29(3)28(2)43(27)58/h5-6,8,10-18,27-33,35-39,41-45,47,49-51,53-56,58-60H,7,9,19-26,48H2,1-4H3,(H,61,62)/t27?,28?,29?,30-,31?,32?,33?,35?,36?,37?,38?,39?,41?,42+,43?,44-,45+,47+/m1/s1
• InChIKey: ZDFDJJJGIRGMBE-ZLRRZTBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 20-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-4,6,8,11,12,16,18,36-octahydroxy-35,37,38-trimethyl-2,14-dioxo-1-oxacyclooctatriaconta-21,23,25,27,31,33-hexaene-17-carboxylic acid
• IUPAC Traditional name: 20-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-4,6,8,11,12,16,18,36-octahydroxy-35,37,38-trimethyl-2,14-dioxo-1-oxacyclooctatriaconta-21,23,25,27,31,33-hexaene-17-carboxylic acid
• Synonyms: Nystatin A1 trihydrate; 制霉菌素 A1 三水合物

Database IDs

• CAS Number: 34786-70-4
• MDL Number: MFCD00167103
• Beilstein Number: 8105873
• PubChem SID: 162252928; 24870270
• PubChem CID: 71312688

CALCULATED PROPERTIES

• Acid pKa: 3.6208467
• H Acceptors: 17
• H Donor: 12
• LogD (pH = 5.5): -2.669163
• LogD (pH = 7.4): -2.6722584
• Log P: -2.6661546
• Molar Refractivity: 245.175 cm^3
• Polarizability: 95.01487 Å^3
• Polar Surface Area: 327.45 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C47H75NO17 · 3H2O

DETAILS

Sigma Aldrich - 46535

Legal Information
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