2-[(1R,4S,8R,10S,13S,16S,34S)-34-[(2S)-butan-2-yl]-13-[(2R,3R)-3,4-dihydroxybutan-2-yl]-8,22-dihydroxy-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: 125708
• Molecular Formular: C39H54N10O14S
• Molecular Mass: 918.96966
• Monoisotopic Mass: 918.35416746
• 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)cc(cc1)O)[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)c1ccc(cc1[nH]3)O)O)C)O
• InChI: InChI=1S/C39H54N10O14S/c1-4-16(2)31-36(60)42-11-29(55)43-25-15-64(63)38-21(20-6-5-18(51)7-22(20)46-38)9-23(33(57)41-12-30(56)47-31)44-37(61)32(17(3)27(53)14-50)48-35(59)26-8-19(52)13-49(26)39(62)24(10-28(40)54)45-34(25)58/h5-7,16-17,19,23-27,31-32,46,50-53H,4,8-15H2,1-3H3,(H2,40,54)(H,41,57)(H,42,60)(H,43,55)(H,44,61)(H,45,58)(H,47,56)(H,48,59)/t16-,17-,19+,23-,24-,25-,26-,27-,31-,32-,64?/m0/s1
• InChIKey: CIORWBWIBBPXCG-JAXJKTSHSA-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]-8,22-dihydroxy-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: α-amanitin
• Synonyms: (cyclic(L)-asparaginyl-4-hydroxy-L-proly-(R)-4,5-dihydroxy-L-isoleucyl-6-hydroxy-2-mercapto-L-tryptophylglycyl-Lisoleucylglycyl-L-cysteinyl) cyclic (4 → 8)-sulfide(R)-S-oxide.; Alpha-Amanitin

Database IDs

• CAS Number: 23109-05-9
• PubChem SID: 162220058
• PubChem CID: 2100; 441541
• Chemspider ID: 16735655
• Wikipedia Title: Alpha-Amanitin

CALCULATED PROPERTIES

• Acid pKa: 9.375075
• H Acceptors: 14
• H Donor: 13
• LogD (pH = 5.5): -7.6613355
• LogD (pH = 7.4): -7.6657
• Log P: -7.6612797
• Molar Refractivity: 221.3069 cm^3
• Polarizability: 87.80125 Å^3
• Polar Surface Area: 380.88 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false