(1R,3S,11S,12S,13R,15S,16S,17S,19S,23R,25S,33S,34S,35R,37S,38S,39S,41S)-3,13,15,25,35,37-hexahydroxy-11,33-bis[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-17,39-dimethoxy-6,12,16,28,34,38-hexamethyl-10,32,45,46-tetraoxatricyclo[39.3.1.119,23]hexatetraconta-5,7,21,27,29,43-hexaene-9,31-dione

• ChemBase ID: 133300
• Molecular Formular: C78H132O20
• Molecular Mass: 1389.87068
• Monoisotopic Mass: 1388.93119662
• SMILES: C[C@@H]1O[C@H](C[C@@H](C1)OC)CC[C@@H]([C@H](O)[C@@H]([C@H]1OC(=O)/C=C\C(=C/C[C@@H](C[C@H]2O[C@H](C[C@@H]([C@H]([C@H](C[C@H]([C@@H]([C@H](OC(=O)/C=C\C(=C/C[C@@H](C[C@H]3O[C@H](C[C@@H]([C@H]([C@H](C[C@H]([C@@H]1C)O)O)C)OC)CC=C3)O)\C)[C@H]([C@@H](O)[C@H](CC[C@@H]1O[C@H](C[C@H](C1)OC)C)C)C)C)O)O)C)OC)CC=C2)O)\C)C)C
• Canonical SMILES: CO[C@H]1C[C@@H]2CC=C[C@H](O2)C[C@@H](O)C/C=C(/C)\C=C/C(=O)O[C@H]([C@H]([C@H]([C@H](CC[C@H]2C[C@H](OC)C[C@@H](O2)C)C)O)C)[C@@H](C)[C@H](O)C[C@H](O)[C@H](C)[C@H](C[C@H]2O[C@H](C[C@H](C/C=C(\C=C/C(=O)O[C@@H]([C@H]([C@@H](C[C@@H]([C@@H]1C)O)O)C)[C@H]([C@H]([C@H](CC[C@H]1C[C@H](OC)C[C@@H](O1)C)C)O)C)/C)O)C=CC2)OC
• InChI: InChI=1S/C78H132O20/c1-45-23-29-57(79)37-59-19-17-21-61(95-59)41-71(91-15)52(8)68(82)44-70(84)54(10)78(56(12)76(88)48(4)28-32-64-40-66(90-14)36-50(6)94-64)98-74(86)34-26-46(2)24-30-58(80)38-60-20-18-22-62(96-60)42-72(92-16)51(7)67(81)43-69(83)53(9)77(97-73(85)33-25-45)55(11)75(87)47(3)27-31-63-39-65(89-13)35-49(5)93-63/h17-20,23-26,33-34,47-72,75-84,87-88H,21-22,27-32,35-44H2,1-16H3/b33-25-,34-26-,45-23-,46-24-/t47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65+,66+,67-,68-,69+,70+,71-,72-,75-,76-,77-,78-/m0/s1
• InChIKey: RJVBVECTCMRNFG-HEQAHCIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S,11S,12S,13R,15S,16S,17S,19S,23R,25S,33S,34S,35R,37S,38S,39S,41S)-3,13,15,25,35,37-hexahydroxy-11,33-bis[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-17,39-dimethoxy-6,12,16,28,34,38-hexamethyl-10,32,45,46-tetraoxatricyclo[39.3.1.1^1^9,^2^3]hexatetraconta-5,7,21,27,29,43-hexaene-9,31-dione
• IUPAC Traditional name: (1R,3S,11S,12S,13R,15S,16S,17S,19S,23R,25S,33S,34S,35R,37S,38S,39S,41S)-3,13,15,25,35,37-hexahydroxy-11,33-bis[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-17,39-dimethoxy-6,12,16,28,34,38-hexamethyl-10,32,45,46-tetraoxatricyclo[39.3.1.1^1^9,^2^3]hexatetraconta-5,7,21,27,29,43-hexaene-9,31-dione
• Synonyms: Swinholide A from Theonella swinhoei

Database IDs

• PubChem SID: 162227577
• PubChem CID: 71308651

CALCULATED PROPERTIES

• Acid pKa: 13.896659
• H Acceptors: 18
• H Donor: 8
• LogD (pH = 5.5): 6.8782578
• LogD (pH = 7.4): 6.8782578
• Log P: 6.8782578
• Molar Refractivity: 385.9152 cm^3
• Polarizability: 151.3689 Å^3
• Polar Surface Area: 288.28 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥80% (HPLC)

DETAILS

Sigma Aldrich - S9810

Application
A valuable molecular probe that sequesters actin dimers in vitro in both polymerizing and non-polymerizing buffers with a binding stoichiometry of 1:1. It also rapidly severs F-actin.
包装
Packaged under argon.