Basic information
- CAS
23583-48-4- Standard SMILES
Nc1ncnc2c1nc(Br)n2C1OC2COP(=O)(O)OC2C1O- InChIKey
DVKQVRZMKBDMDH-UHFFFAOYSA-N- Molecular formula
- C10H11BrN5O6P
- Average molar mass
- 408.1 g/mol
- Monoisotopic mass
- 406.96303
Overview
6-(6-amino-8-bromo-9-purinyl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphorin-7-ol is a 3',5'-cyclic purine nucleotide.
Names & identifiers
- Preferred name
- 8-Bromoadenosine 3',5'-cyclic monophosphate
- IUPAC
- 6-(6-amino-8-bromopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
- English name
- 8-Bromoadenosine 3':5'-cyclic monophosphate
- Molecular formula
- C10H11BrN5O6P
- Molecular weight
- 408.1
Names & synonyms
8-Bromoadenosine 3',5'-cyclic monophosphate6-(6-amino-8-bromopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-olC10H11BrN5O6P6-(6-amino-8-bromo-9H-purin-9-yl)-2,7-dihydroxy-hexahydro-2??-furo[3,2-d][1,3,2]dioxaphosphinin-2-one8-BROMOADENOSINE-3',5'-cyclic-MONOPHOSPHATE8-BROMOADENOSINE-3',5'-CYCLOPHOSPHORIC ACIDSCHEMBL5951342CHEBI:93872NSC171719AKOS037646565AS-69614PD033126
Show more names
8-BR-CAMP8-BROMO-CAMPB-cAMP8-Br-A-3:5-MP8-BR-CAMP,98+%8-Bromocyclic AMPCyclic amp, 8-bromo-CyclicMonophosphate8-Bromo-cyclic 3',5'-amp8-bromo-3',5'-cyclic AMP
NS00051200BRD-A52771319-236-01-6Q271656276-(6-amino-8-bromo-9-purinyl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphorin-7-ol6-(6-amino-8-bromo-purin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
Properties
Computed structural properties
- XLogP
- -1.5
- Topological polar surface area
- 155 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 1
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 532
Physicochemical properties
- Melting point
- 254 °C · 254 °C (dec.) (lit.)
- Boiling point
- 741.9 · 741.9±70.0 °C(Predicted)
- Density
- 2.8 · 2.80±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- aqueous base: soluble
- pka
- 0.95 · 0.95±0.60(Predicted)
- form
- Powder
- color
- Pale Brown
- Sensitive
- Hygroscopic
- BRN
- 591930 · 591930
- InChI
- 1S/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
- InChIKey
- DVKQVRZMKBDMDH-UUOKFMHZSA-N
- SMILES
- Nc1ncnc2n([C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O)c(Br)nc12
- FDA UNII
- 5 QO1UW05Q5 · 5QO1UW05Q5
- UNSPSC Code
- 41106305 · 41106305
- NACRES
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 3-10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29349990
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
Uses8-Bromoadenosine 3′,5′-cyclic monophosphate has been used:to treat H295R cells as positive controls for CYP19 inductionas a membrane permeable cAMP analog to study its effect on short-circuit current (Isc)to investigate its potential as an inducer of differentiation in Wharton′s jelly-derived mesenchymal stem cells (WJ-MSCs)
Suppliers38 total
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
上海微佳禾生物科技有限公司17502176150; 17502176150 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
武汉壹加壹生物科技有限公司027-027-16602739303 16602739303 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
上海一研生物科技有限公司021-69985186 13611928337 · [email protected]
杭州六可生物科技有限公司+86-571-86912261 19975279805 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…