79580-28-2 Usage
Description
Brevetoxin B is a polyketide neurotoxin produced by Karenia species and other dinoflagellates. It binds to site 5 on the alpha subunit of voltage-gated sodium channels (IC50 = 15 nM) on neurons at the neuromuscular junction, causing the channel to open irreversibly at potentials more negative than normal, discharging action potentials repetitively. Brevetoxin B is ichthyotoxic at nanomolar concentrations and is responsible for an illness described as neurotoxic shellfish poisoning.
Check Digit Verification of cas no
The CAS Registry Mumber 79580-28-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,9,5,8 and 0 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 79580-28:
(7*7)+(6*9)+(5*5)+(4*8)+(3*0)+(2*2)+(1*8)=172
172 % 10 = 2
So 79580-28-2 is a valid CAS Registry Number.
InChI:InChI=1/C50H70O14/c1-25(24-51)14-28-17-37(52)50(8)41(54-28)19-33-34(61-50)18-32-29(55-33)10-9-12-46(4)42(58-32)23-49(7)40(62-46)21-39-47(5,64-49)13-11-30-44(60-39)26(2)15-31-36(56-30)22-48(6)38(57-31)20-35-45(63-48)27(3)16-43(53)59-35/h9-10,16,24,26,28-42,44-45,52H,1,11-15,17-23H2,2-8H3/b10-9-
79580-28-2Relevant articles and documents
Total synthesis of brevetoxin B
Kadota, Isao,Takamura, Hiroyoshi,Nishii, Hiroki,Yamamoto, Yoshinori
, p. 9246 - 9250 (2007/10/03)
The convergent total synthesis of brevetoxin B (1) has been achieved. The intramolecular allylation of the O,S-acetal 20, prepared from the α-chlorosulfide 17 and the alcohol 5, was carried out using AgOTf as a Lewis acid to give the diene 21, predominant
Total synthesis of brevetoxin B. 3. Final strategy and completion
Nicolaou,Rutjes,Theodorakis,Tiebes,Sato,Untersteller
, p. 10252 - 10263 (2007/10/03)
The final strategy for the total synthesis of brevetoxin B (1) according to the retrosynthetic analysis shown in Scheme 1 is described. Starting with the tetracyclic ring system 8 [DEFG], the construction of the C ring was accomplished via an intramolecul