Revision as of 18:43, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 428761786 of page 8-Bromoguanosine_3',5'-cyclic_monophosphate for the Chem/Drugbox validation project (updated: 'CASNo'). |
Latest revision as of 01:59, 28 April 2023 edit LegionMammal978 (talk | contribs)Extended confirmed users7,894 edits add semisystematic name |
Line 1: |
Line 1: |
|
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
|
|
{{Chembox |
|
{{Chembox |
|
|
| Verifiedfields = changed |
⚫ |
| verifiedrevid = 399342089 |
|
|
|
| Watchedfields = changed |
⚫ |
| ImageFile = 8-bromo cyclic GMP.png |
|
|
⚫ |
| verifiedrevid = 477227029 |
⚫ |
| ImageSize = 200px |
|
|
|
| Name = 8-Bromoguanosine 3′,5′-cyclic monophosphate |
|
| IUPACName = 2-amino-8-bromo-9-nonan-8-yl]-3''H''-purin-6-one |
|
|
⚫ |
| ImageFile = 8-Bromoguanosine 3',5'-cyclic monophosphate.svg |
|
⚫ |
| ImageSize = 240px |
|
|
| IUPACName = 8-Bromoguanosine 3′,5′-(hydrogen phosphate) |
|
|
| PIN = (4a''R'',6''R'',7''R'',7a''S'')-6-(2-Amino-8-bromo-6-oxo-1,6-dihydro-9''H''-purin-9-yl)-2,7-dihydroxytetrahydro-2''H'',4''H''-2λ<sup>5</sup>-furodioxaphosphinin-2-one |
|
| OtherNames = 8-Bromocyclic GMP;8-Bromo-cGMP; 8-Br-cyclic GMP; 8-Br-cGMP |
|
| OtherNames = 8-Bromocyclic GMP;8-Bromo-cGMP; 8-Br-cyclic GMP; 8-Br-cGMP |
|
| Section1 = {{Chembox Identifiers |
|
|Section1={{Chembox Identifiers |
|
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
| ChemSpiderID = 94575 |
|
| ChemSpiderID = 94575 |
|
|
| ChEBI_Ref = {{ebicite|changed|EBI}} |
|
|
| ChEBI = 64108 |
|
| InChI = 1/C10H11BrN5O7P/c11-9-13-3-6(14-10(12)15-7(3)18)16(9)8-4(17)5-2(22-8)1-21-24(19,20)23-5/h2,4-5,8,17H,1H2,(H,19,20)(H3,12,14,15,18)/t2-,4-,5-,8-/m1/s1 |
|
| InChI = 1/C10H11BrN5O7P/c11-9-13-3-6(14-10(12)15-7(3)18)16(9)8-4(17)5-2(22-8)1-21-24(19,20)23-5/h2,4-5,8,17H,1H2,(H,19,20)(H3,12,14,15,18)/t2-,4-,5-,8-/m1/s1 |
|
| InChIKey = YUFCOOWNNHGGOD-UMMCILCDBZ |
|
| InChIKey = YUFCOOWNNHGGOD-UMMCILCDBZ |
Line 16: |
Line 21: |
|
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
|
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
|
| StdInChIKey = YUFCOOWNNHGGOD-UMMCILCDSA-N |
|
| StdInChIKey = YUFCOOWNNHGGOD-UMMCILCDSA-N |
|
|
| CASNo_Ref = {{cascite|changed|??}} |
|
| CASNo = <!-- blanked - oldvalue: 31356-94-2 --> |
|
| CASNo = 31356-94-2 |
|
| PubChem = 104767 |
|
| PubChem = 104767 |
|
| SMILES = C12(((O2)N3C4=C(C(=O)N=C(N4)N)N=C3Br)O)OP(=O)(O1)O |
|
| SMILES = C12(((O2)N3C4=C(C(=O)N=C(N4)N)N=C3Br)O)OP(=O)(O1)O |
|
}} |
|
}} |
|
| Section2 = {{Chembox Properties |
|
|Section2={{Chembox Properties |
|
| C=10|H=11|Br=1|N=5|O=7|P=1 |
|
| C=10 | H=11 | Br=1 | N=5 | O=7 | P=1 |
|
| Appearance = |
|
| Appearance = |
|
| Density = |
|
| Density = |
Line 27: |
Line 33: |
|
| BoilingPt = |
|
| BoilingPt = |
|
| Solubility = }} |
|
| Solubility = }} |
|
| Section3 = {{Chembox Hazards |
|
|Section3={{Chembox Hazards |
|
| MainHazards = |
|
| MainHazards = |
|
| FlashPt = |
|
| FlashPt = |
|
| Autoignition = }} |
|
| AutoignitionPt = }} |
|
}} |
|
}} |
|
|
|
|
|
'''8-Bromoguanosine 3′,5′-cyclic monophosphate''' is a ] derivative of ] (cGMP).<ref>{{cite journal | doi = 10.1073/pnas.79.21.6470 | pmid = 6292902 |date=Nov 1982 | last1 = Rapoport | first1 = RM | last2 = Draznin | last3 = Murad | title = Sodium nitroprusside-induced protein phosphorylation in intact rat aorta is mimicked by 8-bromo cyclic GMP | volume = 79 | issue = 21 | pages = 6470–4 | issn = 0027-8424 | journal = Proceedings of the National Academy of Sciences of the United States of America | format = Free full text | first2 = MB | first3 = F | pmc = 347148 | bibcode = 1982PNAS...79.6470R | doi-access = free }}</ref> It acts as an activator of cGMP-dependent ]s.<ref></ref> |
|
|
|
|
|
== See also == |
|
|
* ] (8-Br-cAMP) |
|
|
|
|
|
==References== |
|
|
{{reflist}} |
|
|
|
|
|
{{DEFAULTSORT:Bromoguanosine 3',5'-cyclic monophosphate, 8-}} |
|
|
] |
|
|
] |
|
|
] |
|
|
] |
|
|
] |