(1R,3R,5S,6S,9S,11S,15S,16R,17R,18S,33R,35R,36R,37S)-33-{[(2S,3R,4R,5R,6S)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid

• ChemBase ID: 158168
• Molecular Formular: C47H73NO17
• Molecular Mass: 924.07902
• Monoisotopic Mass: 923.48784988
• SMILES: C[C@H]1/C=C/C=C\C=C\C=C\C=C\C=C\C=C[C@@H](C[C@@H]2[C@@H]([C@H](C[C@](O2)(C[C@@H](C[C@@H]([C@H](CC[C@@H](C[C@@H](CC(=O)O[C@@H]([C@@H]([C@@H]1O)C)C)O)O)O)O)O)O)O)C(=O)O)O[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)N)O
• Canonical SMILES: O[C@H]1CC[C@H](O)[C@@H](O)C[C@@H](O)C[C@]2(O)C[C@H](O)[C@H]([C@H](O2)C[C@H](C=C/C=C/C=C/C=C/C=C/C=C\C=C\[C@@H]([C@H]([C@H]([C@H](OC(=O)C[C@H](C1)O)C)C)O)C)O[C@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)N)O)C(=O)O
• InChI: InChI=1S/C47H73NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-33(51)22-36(53)35(52)20-19-31(49)21-32(50)23-39(55)62-29(3)28(2)42(27)56/h5-18,27-38,40-44,46,49-54,56-58,61H,19-26,48H2,1-4H3,(H,59,60)/t27-,28-,29-,30-,31-,32-,33+,34-,35-,36-,37-,38+,40+,41+,42+,43-,44+,46+,47+/m0/s1
• InChIKey: APKFDSVGJQXUKY-OIOPNHPLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3R,5S,6S,9S,11S,15S,16R,17R,18S,33R,35R,36R,37S)-33-{[(2S,3R,4R,5R,6S)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
• IUPAC Traditional name: (1R,3R,5S,6S,9S,11S,15S,16R,17R,18S,33R,35R,36R,37S)-33-{[(2S,3R,4R,5R,6S)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
• Synonyms: Amphotericin B trihydrate; 两性霉素 B 三水合物

Database IDs

• CAS Number: 1397-89-3(anhydrous)
• EC Number: 215-742-2
• PubChem SID: 24869642; 162252304
• PubChem CID: 71312631

CALCULATED PROPERTIES

• Acid pKa: 3.5797393
• H Acceptors: 17
• H Donor: 12
• LogD (pH = 5.5): -2.3028812
• LogD (pH = 7.4): -2.3064086
• Log P: -2.3001616
• Molar Refractivity: 244.6705 cm^3
• Polarizability: 94.662575 Å^3
• Polar Surface Area: 319.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: BU2625000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C47H73NO17 · 3H2O

DETAILS

Sigma Aldrich - 46006

Legal Information
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