2-[(1R,4S,8R,10S,13S,16S,34S)-34-[(2S)-butan-2-yl]-13-[(2R,3R)-3,4-dihydroxybutan-2-yl]-8-hydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27λ4-thia-3,6,12,15,25,29,32,35,38-nonaazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19,21,23-tetraen-4-yl]acetamide

• ChemBase ID: 125778
• Molecular Formular: C39H54N10O13S
• Molecular Mass: 902.97026
• Monoisotopic Mass: 902.35925284
• SMILES: O=C1NCC(=O)N[C@H](C(=O)NCC(=O)N[C@H]2CS(=O)c3c(C[C@@H]1NC(=O)[C@H]([C@@H](C)[C@@H](O)CO)NC(=O)[C@H]1N(C(=O)[C@@H](NC2=O)CC(=O)N)C[C@@H](C1)O)c1c([nH]3)cccc1)[C@@H](C)CC
• Canonical SMILES: OC[C@@H]([C@@H]([C@@H]1NC(=O)[C@@H]2C[C@H](CN2C(=O)[C@H](CC(=O)N)NC(=O)[C@@H]2CS(=O)c3c(C[C@H](NC1=O)C(=O)NCC(=O)N[C@@H]([C@H](CC)C)C(=O)NCC(=O)N2)c1ccccc1[nH]3)O)C)O
• InChI: InChI=1S/C39H54N10O13S/c1-4-17(2)31-36(59)42-12-29(54)43-25-16-63(62)38-21(20-7-5-6-8-22(20)46-38)10-23(33(56)41-13-30(55)47-31)44-37(60)32(18(3)27(52)15-50)48-35(58)26-9-19(51)14-49(26)39(61)24(11-28(40)53)45-34(25)57/h5-8,17-19,23-27,31-32,46,50-52H,4,9-16H2,1-3H3,(H2,40,53)(H,41,56)(H,42,59)(H,43,54)(H,44,60)(H,45,57)(H,47,55)(H,48,58)/t17-,18-,19+,23-,24-,25-,26-,27-,31-,32-,63?/m0/s1
• InChIKey: BOHCOUQZNDPURZ-MIBTZWEZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,4S,8R,10S,13S,16S,34S)-34-[(2S)-butan-2-yl]-13-[(2R,3R)-3,4-dihydroxybutan-2-yl]-8-hydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27λ^4-thia-3,6,12,15,25,29,32,35,38-nonaazapentacyclo[14.12.11.0^6,^1^0.0^1^8,^2^6.0^1^9,^2^4]nonatriaconta-18(26),19,21,23-tetraen-4-yl]acetamide
• IUPAC Traditional name: amaninamide
• Synonyms: 4-(2-mercapto-L-tryptophan)-alpha-Amanitin; Amaninamide

Database IDs

• CAS Number: 58311-65-2
• PubChem SID: 162220125
• PubChem CID: 3035225; 57124039
• Chemspider ID: 2299516
• Wikipedia Title: Amaninamide

CALCULATED PROPERTIES

• Acid pKa: 10.004598
• H Acceptors: 13
• H Donor: 12
• LogD (pH = 5.5): -7.3577266
• LogD (pH = 7.4): -7.35867
• Log P: -7.3577147
• Molar Refractivity: 219.326 cm^3
• Polarizability: 87.13879 Å^3
• Polar Surface Area: 360.65 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Soluble in ethanol, methanol; Soluble in water
• Apperance: Colorless, crystalline solid