10-[6-(12-{5-[9-(6-{10-[6-(4-{6-[20-({6-[5-(7-{2-[5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl)-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl}methyl)-2,8,9,10,17,18,19-heptahydroxy-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl}-2,3-dihydroxybutyl)-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl}-3,4,5,6-tetrahydroxyoxan-2-yl)-8-hydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl}-1,2,3,4,5-pentahydroxy-11-methyldodecyl)-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-N-{2-[(3-hydroxypropyl)carbamoyl]eth-1-en-1-yl}-3,7-dimethyldec-6-enamide

• ChemBase ID: 130523
• Molecular Formular: C129H223N3O54
• Molecular Mass: 2680.13862
• Monoisotopic Mass: 2678.47959363
• SMILES: CC1CC2(C(OC(C1)(O2)CCCCCCCC(CC1C(C(C(C(O1)(CC(C(C)/C=C/C(CCC(C(C1CC(C(C(O1)CC(C(CC1C(C(C(C(O1)CC(/C=C/C=C/CC(C(C(C/C=C/C(=C)CCC(C(C(C(C)CC1C(C(C(C(O1)/C=C/C(C(CC1CC2CC(O1)C(O2)CCC1C(CC(O1)CN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)CC(C)CCCCCC(C(C(C(C(C1C(C(C(C(O1)CC(C(/C(=C/C(CC(C)C(C(=O)N/C=C/C(=O)NCCCO)O)O)/C)O)O)O)O)O)O)O)O)O)O)C
• Canonical SMILES: OCCCNC(=O)/C=C/NC(=O)C(C(CC(/C=C(/C(C(CC1OC(C(C(C(C(C(CCCCCC(CC2OC3(OC2(C)CC(C3)C)CCCCCCCC(CC2OC(O)(CC(C(/C=C/C(CCC(C(C3CC(O)C(C(O3)CC(C(CC3OC(CC(/C=C/C=C/CC(C(C(C/C=C/C(=C)CCC(C(C(C(CC4OC(/C=C/C(C(CC5CC6CC(O5)C(O6)CCC5OC(CC5O)CN)O)O)C(C(C4O)O)O)C)O)O)O)O)O)O)O)C(C(C3O)O)O)O)O)O)O)O)O)C)O)C(C(C2O)O)O)O)C)O)O)O)O)O)C(C(C1O)O)O)O)O)\C)O)C)O
• InChI: InChI=1S/C129H223N3O54/c1-62(29-33-81(143)108(158)103(153)68(7)47-93-111(161)117(167)110(160)91(180-93)36-35-76(138)82(144)51-73-50-74-53-92(178-73)90(177-74)38-37-89-85(147)52-75(61-130)179-89)23-20-28-78(140)105(155)77(139)26-18-13-16-25-70(135)48-94-112(162)118(168)113(163)97(181-94)55-84(146)83(145)54-95-107(157)87(149)57-96(182-95)106(156)80(142)34-32-69(134)31-30-65(4)88(150)60-129(176)125(174)123(173)115(165)99(184-129)49-71(136)24-15-10-9-11-19-40-128-59-64(3)58-127(8,186-128)100(185-128)44-63(2)22-14-12-17-27-79(141)109(159)116(166)120(170)122(172)124-121(171)119(169)114(164)98(183-124)56-86(148)102(152)66(5)45-72(137)46-67(6)104(154)126(175)132-42-39-101(151)131-41-21-43-133/h13,16,18,20,23,25,30-31,35-36,39,42,45,63-65,67-100,102-125,133-150,152-174,176H,1,9-12,14-15,17,19,21-22,24,26-29,32-34,37-38,40-41,43-44,46-61,130H2,2-8H3,(H,131,151)(H,132,175)
• InChIKey: CWODDUGJZSCNGB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-[6-(12-{5-[9-(6-{10-[6-(4-{6-[20-({6-[5-(7-{2-[5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl)-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl}methyl)-2,8,9,10,17,18,19-heptahydroxy-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl}-2,3-dihydroxybutyl)-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl}-3,4,5,6-tetrahydroxyoxan-2-yl)-8-hydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl}-1,2,3,4,5-pentahydroxy-11-methyldodecyl)-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-N-{2-[(3-hydroxypropyl)carbamoyl]eth-1-en-1-yl}-3,7-dimethyldec-6-enamide
• IUPAC Traditional name: 10-[6-(12-{5-[9-(6-{10-[6-(4-{6-[20-({6-[5-(7-{2-[5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl)-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl}methyl)-2,8,9,10,17,18,19-heptahydroxy-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl}-2,3-dihydroxybutyl)-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl}-3,4,5,6-tetrahydroxyoxan-2-yl)-8-hydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl}-1,2,3,4,5-pentahydroxy-11-methyldodecyl)-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-N-{2-[(3-hydroxypropyl)carbamoyl]eth-1-en-1-yl}-3,7-dimethyldec-6-enamide
• Synonyms: Palytoxin

Database IDs

• CAS Number: 77734-91-9
• PubChem SID: 162224802
• PubChem CID: 6386853; 11105289
• Chemspider ID: 9280425
• Wikipedia Title: Palytoxin

CALCULATED PROPERTIES

• Acid pKa: 10.926485
• H Acceptors: 55
• H Donor: 45
• LogD (pH = 5.5): -15.074626
• LogD (pH = 7.4): -13.892737
• Log P: -12.240403
• Molar Refractivity: 667.7024 cm^3
• Polarizability: 266.93152 Å^3
• Polar Surface Area: 1026.18 Å^2
• Rotatable Bonds: 80
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Soluble in H₂O, DMSO, py; slightly soluble in methanol and ethanol; insoluble in CHCl₃ and ether
• Apperance: white amorphous hygroscopic solid
• Melting Point: decomp at 300°C

Safety Information

• Main Hazard: chest pains, asthma-like breathing difficulties, tachycardia, unstable blood pressure, hemolysis.