Trichome

thcscience_admin
Browse history interactively
← Previous editNext edit →
Content deleted Content added
VisualWikitext
Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: InChI1->InChI StdInChI StdInChIKey.
CheMoBot (talk | contribs)
Bots
141,565 edits
Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:Wi
Line 1: Line 1:
{{chembox
{{chembox
| verifiedrevid = 399536342
|Reference=<ref>[http://www.fermentek.co.il/bafilomycin_A1.htm Bafilomycin A1 product page] from [[Fermentek]]</ref>
|Reference=<ref>[http://www.fermentek.co.il/bafilomycin_A1.htm Bafilomycin A1 product page] from [[Fermentek]]</ref>
|Name = Bafilomycin A1
|Name = Bafilomycin A1
Line 7: Line 8:
|OtherNames=
|OtherNames=
|Section1={{Chembox Identifiers
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 10251049
| ChemSpiderID = 10251049
| InChI = 1/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-/t22-,23-,24+,25+,26+,27-,28+,30+,31-,32-,33-,35-/m1/s1
| InChI = 1/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-/t22-,23-,24+,25+,26+,27-,28+,30+,31-,32-,33-,35-/m1/s1
| InChIKey = XDHNQDDQEHDUTM-XJKSCTEHBD
| InChIKey = XDHNQDDQEHDUTM-XJKSCTEHBD
| SMILES1 = O[C@@]1(C[C@@H](O)[C@H](C)[C@H](O1)C(C)C)[C@@H](C)[C@H](O)[C@H](C)[C@H]2OC(=O)C(\OC)=C\C(\C)=C\[C@@H](C)[C@@H](O)[C@H](C)CC(\C)=C\C=C\[C@@H]2OC
| SMILES1 = O[C@@]1(C[C@@H](O)[C@H](C)[C@H](O1)C(C)C)[C@@H](C)[C@H](O)[C@H](C)[C@H]2OC(=O)C(\OC)=C\C(\C)=C\[C@@H](C)[C@@H](O)[C@H](C)CC(\C)=C\C=C\[C@@H]2OC
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-/t22-,23-,24+,25+,26+,27-,28+,30+,31-,32-,33-,35-/m1/s1
| StdInChI = 1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-/t22-,23-,24+,25+,26+,27-,28+,30+,31-,32-,33-,35-/m1/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = XDHNQDDQEHDUTM-XJKSCTEHSA-N
| StdInChIKey = XDHNQDDQEHDUTM-XJKSCTEHSA-N
| CASNo=88899-55-2
| CASNo=88899-55-2

Revision as of 16:24, 29 November 2010

Bafilomycin A1[1]
File:Bafilomycin A1.png
Names
IUPAC name
(3Z,5E,7R,8S,9S,11E,13E,15S,16R)-16- [(1S,2R,3S)-3-[(2R,4R,5S,6R)-2,4-dihydroxy-6- isopropyl-5-methyl-2-tetrahydropyranyl]-2- hydroxy-1-methylbutyl]-8-hydroxy-3,15- dimethoxy-5,7,9,11-tetramethyl-1- oxacyclohexadeca-3,5,11,13-tetraen-2-one
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.150.187 Edit this at Wikidata
  • InChI=1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-/t22-,23-,24+,25+,26+,27-,28+,30+,31-,32-,33-,35-/m1/s1 checkY
    Key: XDHNQDDQEHDUTM-XJKSCTEHSA-N checkY
  • InChI=1/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-/t22-,23-,24+,25+,26+,27-,28+,30+,31-,32-,33-,35-/m1/s1
    Key: XDHNQDDQEHDUTM-XJKSCTEHBD
  • C[C@H]1C/C(=C/C=C/[C@@H]([C@H](OC(=O)/C(=C/C(=C/[C@H]([C@H]1O)C)/C)/OC)[C@@H](C)[C@H]([C@H](C)[C@]2(C[C@H]([C@@H]([C@H](O2)C(C)C)C)O)O)O)OC)/C
  • O[C@@]1(C[C@@H](O)[C@H](C)[C@H](O1)C(C)C)[C@@H](C)[C@H](O)[C@H](C)[C@H]2OC(=O)C(\OC)=C\C(\C)=C\[C@@H](C)[C@@H](O)[C@H](C)CC(\C)=C\C=C\[C@@H]2OC
Properties
C35H58O9
Molar mass 622.83 g/mol
Appearance Yellow powder
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

The bafilomycins are a family of toxic macrolide antibiotic derived from Streptomyces griseus. These compounds all appear in the same fermentation and have quite similar biological activity. Bafilomycins are specific inhibitors of vacuolar-type H+-ATPase. (V-ATPase).

The most used bafilomycin is bafilomycin A1. This is a useful tool as it can prevent the re-acidification of synaptic vesicles once they have undergone exocytosis.

Bafilomycin has antibacterial, antifungal, antineoplastic, immunosuppressive activities.In addition, bafilomycin A1 has antimalrial activity [2] It has been shown to decrease multi-drug resistance.

Bafilomycin B1 has been mentioned as a potential antiosteoporotic agent in treating bone lytic diseases.

References

  1. ^ Bafilomycin A1 product page from Fermentek
  2. ^ van Schalkwyk DA, Chan XW, Misiano P, Gagliardi S, Farina C, Saliba KJ. "Inhibition of Plasmodium falciparum pH regulation by small molecule indole derivatives results in rapid parasite death" Biochem Pharmacol. 2010 May 1;79(9):1291-9. PMID: 20067768


source: https://en.wikipedia.org/w/index.php?diff=399537841&oldid=399536342

Leave a Reply