[(1R,3S,5R,7S,9R,11S,13R,14S,16R,18S,20R,22S,25R,27S,30S,31R,33S,34R,35R,37S,40S,42R,44S,46R,48S)-34-hydroxy-40-[(2R)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulfooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.03,25.05,22.07,20.09,18.011,16.031,48.033,46.035,44.037,42]nonatetracontan-14-yl]oxidanesulfonic acid

• ChemBase ID: 130492
• Molecular Formular: C55H82O21S2
• Molecular Mass: 1143.35698
• Monoisotopic Mass: 1142.47900164
• SMILES: O=S(=O)(O)O[C@H]1C[C@H]2O[C@H]3C[C@H]4O[C@H]5CC[C@]6(O[C@@]7(C)CC[C@H](C)[C@H]8O[C@@H]9[C@H](O[C@H]%10C[C@H]%11O[C@@H](C(=C)C[C@@H]%11O[C@]%10(C)[C@@H]9O)C(O)(/C=C/C(=C)CC=C)C)C[C@@H]8O[C@@H]7C[C@@H]6O[C@@H]5C[C@@H]4O[C@@H]3C[C@@H]2O[C@]1(C)CCOS(=O)(=O)O)C
• Canonical SMILES: C=CCC(=C)/C=C/C([C@H]1O[C@@H]2C[C@@H]3O[C@@H]4C[C@@H]5O[C@@H]6C[C@@H]7O[C@@H]8C[C@@H]9O[C@@H]%10C[C@@H]%11O[C@](C)(CCOS(=O)(=O)O)[C@H](C[C@H]%11O[C@H]%10C[C@H]9O[C@H]8CC[C@]7(O[C@@]6(C)CC[C@@H]([C@H]5O[C@H]4[C@H]([C@]3(O[C@H]2CC1=C)C)O)C)C)OS(=O)(=O)O)(O)C
• InChI: InChI=1S/C55H82O21S2/c1-10-11-28(2)12-15-51(5,57)50-30(4)20-39-38(71-50)26-46-55(9,74-39)49(56)48-42(70-46)24-41-47(72-48)29(3)13-16-53(7)44(69-41)27-43-54(8,76-53)17-14-31-32(68-43)21-34-33(65-31)22-35-36(66-34)23-40-37(67-35)25-45(75-78(61,62)63)52(6,73-40)18-19-64-77(58,59)60/h10,12,15,29,31-50,56-57H,1-2,4,11,13-14,16-27H2,3,5-9H3,(H,58,59,60)(H,61,62,63)/t29-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40-,41-,42+,43-,44+,45-,46-,47+,48+,49+,50-,51+,52+,53-,54+,55-/m0/s1
• InChIKey: HCYDZFJGUKMTQB-WMCQOOELSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R,3S,5R,7S,9R,11S,13R,14S,16R,18S,20R,22S,25R,27S,30S,31R,33S,34R,35R,37S,40S,42R,44S,46R,48S)-34-hydroxy-40-[(2R)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulfooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0^3,^2^5.0^5,^2^2.0^7,^2^0.0^9,^1^8.0^1^1,^1^6.0^3^1,^4^8.0^3^3,^4^6.0^3^5,^4^4.0^3^7,^4^2]nonatetracontan-14-yl]oxidanesulfonic acid
• IUPAC Traditional name: [(1R,3S,5R,7S,9R,11S,13R,14S,16R,18S,20R,22S,25R,27S,30S,31R,33S,34R,35R,37S,40S,42R,44S,46R,48S)-34-hydroxy-40-[(2R)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulfooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0^3,^2^5.0^5,^2^2.0^7,^2^0.0^9,^1^8.0^1^1,^1^6.0^3^1,^4^8.0^3^3,^4^6.0^3^5,^4^4.0^3^7,^4^2]nonatetracontan-14-yl]oxidanesulfonic acid
• Synonyms: Yessotoxin

Database IDs

• CAS Number: 112514-54-2
• PubChem SID: 162224771
• PubChem CID: 6440821
• CHEMBL: 1269577
• Chemspider ID: 4945067
• Wikipedia Title: Yessotoxin

CALCULATED PROPERTIES

• Acid pKa: -2.2791827
• H Acceptors: 19
• H Donor: 4
• LogD (pH = 5.5): -1.5347033
• LogD (pH = 7.4): -1.5347121
• Log P: -0.43839133
• Molar Refractivity: 275.5946 cm^3
• Polarizability: 112.89064 Å^3
• Polar Surface Area: 269.19 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false