bis(acetic acid) [(4R,10aS,10bS)-2,6-diamino-10,10-dihydroxy-1H,4H,8H,9H,10H,10bH-pyrrolo[1,2-c]purin-4-yl]methyl carbamate

• ChemBase ID: 132201
• Molecular Formular: C14H25N7O8
• Molecular Mass: 419.3904
• Monoisotopic Mass: 419.1764608
• SMILES: CC(=O)O.CC(=O)O.C1CN2C(=N[C@H]([C@H]3[C@]2(C1(O)O)NC(=N3)N)COC(=O)N)N
• Canonical SMILES: NC(=O)OC[C@@H]1N=C(N)N2[C@@]3([C@H]1N=C(N3)N)C(O)(O)CC2.CC(=O)O.CC(=O)O
• InChI: InChI=1S/C10H17N7O4.2C2H4O2/c11-6-15-5-4(3-21-8(13)18)14-7(12)17-2-1-9(19,20)10(5,17)16-6;2*1-2(3)4/h4-5,19-20H,1-3H2,(H2,12,14)(H2,13,18)(H3,11,15,16);2*1H3,(H,3,4)/t4-,5-,10-;;/m0../s1
• InChIKey: ATZFJZKIYFVCKU-UIPPETONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(acetic acid) [(4R,10aS,10bS)-2,6-diamino-10,10-dihydroxy-1H,4H,8H,9H,10H,10bH-pyrrolo[1,2-c]purin-4-yl]methyl carbamate
• IUPAC Traditional name: bis(acetic acid) [(4R,10aS,10bS)-2,6-diamino-10,10-dihydroxy-1H,4H,8H,9H,10bH-pyrrolo[1,2-c]purin-4-yl]methyl carbamate
• Synonyms: STX; Saxitoxin diacetate salt

Database IDs

• CAS Number: 220355-66-8
• MDL Number: MFCD00134842
• PubChem SID: 162226478
• PubChem CID: 45055422

CALCULATED PROPERTIES

• Acid pKa: 10.760259
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -6.9040685
• LogD (pH = 7.4): -4.8416314
• Log P: -2.5058892
• Molar Refractivity: 67.8368 cm^3
• Polarizability: 26.428762 Å^3
• Polar Surface Area: 184.81 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Highly toxic (T+)
• UN Number: 3462
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 26/27/28
• Safety Statements: 36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330
• GHS Precautionary statements: P260-P264-P280-P284-P301 + P310-P302 + P350
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3462 6.1/PG 1
• Storage Temperature: -20°C

Product Information

• Purity: ≥70% (HPLC)

DETAILS

Sigma Aldrich - S1417

Biochem/physiol Actions
Selective Na+ channel blocker
Other Notes
Neurotoxin produced by dinoflagellates in "red tides."