Adenosine cyclic phosphate
PubChem CID: 6076
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| Compound Synonyms | Cyclic AMP, cAMP, 60-92-4, Adenosine 3',5'-cyclic monophosphate, 3',5'-cyclic AMP, Adenosine 3',5'-cyclophosphate, Adenosine 3',5'-phosphate, cyclic 3',5'-AMP, Adenosine cyclic monophosphate, Cyclic Adenosine Monophosphate, cyclic 3',5'-Adenylic acid, Adenosine cyclophosphate, Adenosine 3',5'-monophosphate, Adenosine-3',5'-cyclophosphate, cyclic Adenosine 3',5'-phosphate, Adenosine cyclic 3',5'-monophosphate, Adenosine, cyclic 3',5'-(hydrogen phosphate), Cyclic adenylic acid, 3',5'-AMP, Adenosine 3',5'-cyclic phosphate, Adenosine cyclic 3',5'-phosphate, cyclic Adenosine 3',5'-monophosphate, CCRIS 4291, Adenosine cyclic phosphate, NSC 94017, adenosine-3',5'-cyclic-monophosphate, CHEBI:17489, BRN 0052645, [3H]cAMP, [3H]-cAMP, EINECS 200-492-9, UNII-E0399OZS9N, Adenosine 3',5'-phosphate monohydrate, E0399OZS9N, 3',5'-cAMP, DTXSID8040436, cyclic-AMP, adenosine-3',5'-cyclic monophosphate, adenosine-cyclic-phosphate, adenosine cyclic-monophosphate, 3' 5'-adenosine monophosphate, CHEMBL316966, adenosine-cyclic-phosphoric-acid, (4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol, 114697-05-1, DTXCID6020436, ADENOSINUM CYCLOPHOSPHORICUM, 4-26-00-03618 (Beilstein Handbook Reference), MFCD00005845, NSC-143670, (4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-2,7-dihydroxy-hexahydro-1,3,5,2$l^{5}-furo[3,2-d][1,3,2$l^{5}]dioxaphosphinin-2-one, adenosine 3',5'-(hydrogen phosphate), NCGC00093588-03, Adenosine 3,5'-cyclic monophosphoric acid, Adenosine cyclic 3',5'-(hydrogen phosphate), adenosine cyclic-3',5'-monophosphate, 3',5'-Monophosphate, Adenosine Cyclic, ADENOSINE CYCLIC-3',5'-(HYDROPHOSPHATE), ADENOSINE-3':5'-CYCLIC MONOPHOSPHORIC ACID (3:5-CYCLIC AMP), NSC-94017, adenosine-3',5'-monophosphate, AMP, Cyclic, cyclic-3',5'-adenosine monophosphate, Adenosine cyclicphosphate, Adenosine-3',5'-cyclic phosphate, Cyclic Monophosphate, Adenosine, Monophosphate, Adenosine Cyclic, CAS-60-92-4, Adenosine Cyclic 3,5 Monophosphate, Adenosine Cyclic 3',5' Monophosphate, Cyclic 3',5'-Monophosphate, Adenosine, Cyclic-3',5'-Monophosphate, Adenosine, 3'5'-cyclic AMP, Cyclic AMP (Standard), CYCLIC AMP, CAMP, CYCLIC AMP [MI], Cyclic 3',5'-adenylate, bmse000071, Epitope ID:137352, SCHEMBL1244, Adenosini Cycloghosghas,(S), Lopac0_000084, 3'5'-cyclic ester of AMP, CYCLIC AMP [WHO-DD], GTPL2352, GTPL5096, cAMP, 3',5'-Cyclic AMP, BDBM10851, HY-B1511R, cid_23902375, HMS3260A10, HY-B1511, Tox21_113510, Tox21_500084, Adenosine-3',5'-cyclicmonophosphate, BDBM50384264, s9370, Adenosine 3',5'-cyclophosphoric acid, Adenosine 3':5'-cyclic monophosphate, Adenosine 3,5'-cyclic monophosphorate, Adenosine Cyclic 3':5'-Monophosphate, AKOS015999561, Tox21_113510_1, 3', 5'-cyclic adenosine monophosphate, Adenosine 3'-,5'-cyclic monophosphate, CCG-204179, DB02527, LP00084, NA08991, SDCCGSBI-0050072.P002, Adenosine 3a(2),5a(2)-cyclophosphate, Adenosine-3',5'-cyclophosphate (cAMP), NCGC00093588-01, NCGC00093588-02, NCGC00093588-04, NCGC00093588-06, NCGC00260769-01, AS-13112, ADENOSINUM CYCLOPHOSPHORICUM [HPUS], Adenosine, 3',5'-cyclic-monophosphoric acid, CS-0013299, EU-0100084, NS00122387, ADENOSINE-3 ,5 -CYCLIC-MONOPHOSPHATE, A 9501, A51099, C00575, Q210041, SR-01000075695, CYCLIC-3',5'-(HYDROGEN PHOSPHATE)ADENOSINE, SR-01000075695-1, Cyclic AMP, cAMP, D-Adenosine 3',5'-cyclic monophosphate, 4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, adenosine deriv., B5C9F048-77DD-4170-A624-23C09E7B080D, Adenosine 3',5'-cyclic monophosphate, >=98.5% (HPLC), powder, Adenosine 3 inverted exclamation marka,5 inverted exclamation marka-cyclic monophosphate, CAMP, Adenosine 3 inverted exclamation marka,5 inverted exclamation marka-cyclic monophosphat, (1S,6R,8R,9R)-8-(6-aminopurin-9-yl)-3-hydroxy-3-oxo-2,4,7-trioxa-3$l^{5}-phosphabicyclo[4.3.0]nonan-9-ol, (2R,4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide, (4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-2,7-dihydroxy-hexahydro-1,3,5,2$l^{5}-furo[3,2-d][1,3,2]dioxaphosphinin-2-one, (4aR,6R,7R,7aS)-6-(6-Amino-9H-purin-9-yl)-2,7-dihydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide, (4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide, (4aR,6R,7R,7aS)-6-(6-Aminopurin-9-yl)-2-oxo-tetrahydro-2-lambda*5*-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol, 200-492-9, 4H-furo[3,2-d]-1,3,2-dioxaphosphorin-7-ol, 6-(6-amino-9H-purin-9-yl)tetrahydro-2-hydroxy-, 2-oxide, (4aR,6R,7R,7aS)-, 6-(6-Amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide # |
|---|---|
| Topological Polar Surface Area | 155.0 |
| Hydrogen Bond Donor Count | 3.0 |
| Heavy Atom Count | 22.0 |
| Description | Cyclic amp, also known as camp or adenosine 3',5'-cyclic monophosphate, is a member of the class of compounds known as 3',5'-cyclic purine nucleotides. 3',5'-cyclic purine nucleotides are purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group. Cyclic amp is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Cyclic amp can be found in a number of food items such as green vegetables, java plum, borage, and wakame, which makes cyclic amp a potential biomarker for the consumption of these food products. Cyclic amp can be found primarily in blood, cerebrospinal fluid (CSF), feces, and urine, as well as throughout all human tissues. Cyclic amp exists in all living species, ranging from bacteria to humans. In humans, cyclic amp is involved in several metabolic pathways, some of which include dopamine activation of neurological reward system, excitatory neural signalling through 5-HTR 4 and serotonin, intracellular signalling through PGD2 receptor and prostaglandin D2, and thioguanine action pathway. Cyclic amp is also involved in several metabolic disorders, some of which include adenosine deaminase deficiency, gout or kelley-seegmiller syndrome, purine nucleoside phosphorylase deficiency, and adenine phosphoribosyltransferase deficiency (APRT). Moreover, cyclic amp is found to be associated with chronic renal failure, headache, meningitis, and hypoxic-ischemic encephalopathy. Cyclic adenosine monophosphate (cAMP, cyclic AMP, or 3',5'-cyclic adenosine monophosphate) is a second messenger important in many biological processes. cAMP is a derivative of adenosine triphosphate (ATP) and used for intracellular signal transduction in many different organisms, conveying the cAMP-dependent pathway. It should not be confused with 5'-AMP-activated protein kinase (AMP-activated protein kinase) . |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 498.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 4.0 |
| Uniprot Id | Q09472, Q92793, P22413, Q05469, Q13956, P54750, O60658, Q01064, Q13370, Q13946, Q14432, Q9Y233, Q14123, Q07343, Q9NP56, O76083, O00408, O95263, Q08493, Q08499, P18545, O43924, P27815, O76074, P51828, Q8NFM4, O43306, O95622, P40145, O60503, O60266, Q08828, Q08462, P05093, Q16281, Q9NQW8, Q9Y4G8, O60741, P22612, P17612, O43930, P22694, O75582, P51817, Q15831, O95477, O14745, P35869, Q02930, O14503, P23246, P62834, P06881, P16220, P16473, P39905, Q12809, Q9H252, Q9UBB5, Q9HBX9, Q03060, Q15848, P10644, Q9UL51, O00230, O60240, Q13258, O95398, P02775, P50552, Q14643, Q8WZA2, Q13285, Q9Y6M7, O15439, O15440, Q96PN6, Q9HCR9, Q8N3E9, P43657, O43687, Q12802, Q8IV77, Q6UUV9, Q53ET0, A8MTJ3, Q13522, Q4U2R8, Q9Y5S1, Q96J66, Q7Z4H4, Q9P0M2, Q9Y2D5, P24588, O43823, P42127, P18846, P15336, P18847, P18848, Q9Y2D1, P17544, Q16520, Q16280, Q96BA8, Q70SY1, Q68CJ9, O43889, O95232, Q6UUV7, Q08495, P16452, Q9Y4F1, Q8TDU6, Q96T91, Q86YW7, Q9Y3Q4, Q9H3N8, P61925, Q9C010, Q9Y2B9, Q8WYK2, P31321, P13861, P31323, Q16322, Q9Y6H6, O95259, Q9ULD8, Q9UQ05, Q8NCM2, Q9NS40, Q96L42, Q9Y250, O00470, Q8TDS7, Q96LB1, Q5VU43, Q15599, Q15233, P40424, P43116, P20941, Q99453, O00168, Q86TP1, P35236, P61224, P10114, Q9HCQ7, Q8IUC4, Q9NVN3, Q9NSD7, Q8TDU9, A6NIZ1, Q8TEU7, P42677, Q8WXD0, Q6ZQN7, Q2M3C7, Q96PV0, Q24JP5, Q9P1Z3, Q9Y694, Q14028, P00515, E1BN64, Q76KC6, O54735, P00328, P02545, Q03164, P10828, P54132, Q6W5P4, O75496, P21728, Q92830, Q96KQ7, Q13526, P49798, Q9Y253, P0DTD1, n.a. |
| Iupac Name | (4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol |
| Prediction Hob | 0.0 |
| Class | Purine nucleotides |
| Target Id | NPT483, NPT1038, NPT46, NPT58, NPT1416, NPT10, NPT161 |
| Xlogp | -2.6 |
| Superclass | Nucleosides, nucleotides, and analogues |
| Subclass | Cyclic purine nucleotides |
| Molecular Formula | C10H12N5O6P |
| Prediction Swissadme | 0.0 |
| Inchi Key | IVOMOUWHDPKRLL-KQYNXXCUSA-N |
| Fcsp3 | 0.5 |
| Logs | -1.634 |
| Rotatable Bond Count | 1.0 |
| State | Solid |
| Logd | -1.106 |
| Synonyms | Adenosine 3',5'-cyclic monophosphate, Adenosine 3',5'-cyclic phosphate, Adenosine 3',5'-phosphate, ADENOSINE-3',5'-cyclic-monophosphATE, CAMP, Cyclic adenylic acid, Adenosine 3',5'-cyclic monophosphoric acid, Adenosine 3',5'-cyclic phosphoric acid, Adenosine 3',5'-phosphoric acid, ADENOSINE-3',5'-cyclic-monophosphoric acid, Cyclic adenylate, 3'5'-Cyclic AMP, 6-(6-Amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-D][1,3,2]dioxaphosphinine-2,7-diol 2-oxide, Acrasin, Adenosine 3',5'-cyclophosphate, Adenosine 3',5'-monophosphate, Adenosine 3,5'-cyclic monophosphorate, Adenosine 3,5'-cyclic monophosphoric acid, Adenosine cyclic monophosphate, Adenosine cyclic-monophosphate, Adenosine-cyclic-phosphate, Adenosine-cyclic-phosphoric-acid, Cyclic 3',5'-adenylate, Cyclic 3',5'-adenylic acid, Cyclic 3',5'-AMP, Cyclic adenosine 3',5'-phosphate, 3',5'-monoPhosphate, adenosine cyclic, Cyclic AMP, disodium salt, Cyclic AMP, monopotassium salt, Cyclic AMP, sodium salt, AMP, Cyclic, Adenosine cyclic 3',5' monophosphate, Adenosine cyclic-3',5'-monophosphate, Cyclic AMP, (R)-isomer, Cyclic AMP, monosodium salt, Adenosine cyclic 3',5'-monophosphate, monoPhosphate, adenosine cyclic, Adenosine cyclic 3,5 monophosphate, Cyclic 3',5'-monophosphate, adenosine, Cyclic AMP, monoammonium salt, Cyclic monophosphate, adenosine, Cyclic-3',5'-monophosphate, adenosine, Cyclic AMP |
| Compound Name | Adenosine cyclic phosphate |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 329.053 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 329.053 |
| Hydrogen Bond Acceptor Count | 10.0 |
| Molecular Weight | 329.21 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 4.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Esol | -0.25302307272727315 |
| Inchi | InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 |
| Smiles | C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(O1)O |
| Nring | 4.0 |
| Defined Bond Stereocenter Count | 0.0 |
| Taxonomy Direct Parent | 3',5'-cyclic purine nucleotides |
- 1. Outgoing r'ship
FOUND_INto/from Isodon Rubescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Ziziphus Jujuba (Plant) Rel Props:Source_db:cmaup_ingredients