Standard Compound Records

Database Entry: cq_00408

2D-Structure

3D-Structure

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Basic Information

Name:3',5'-Cyclic AMP;Cyclic adenylic acid;Cyclic AMP;Adenosine 3',5'-phosphate;cAMP
Synonyms:3',5'-Cyclic AMP;Cyclic adenylic acid;Cyclic AMP;Adenosine 3',5'-phosphate;cAMP;11002-78-1;3',5'-AMP;37839-81-9;4-26-00-03618 (Beilstein Handbook Reference);60-92-4;Adenosine 3',5'-cyclic monophosphate;Adenosine 3',5'-cyclophosphate;Adenosine 3',5'-monophosphate;Adenosine 3',5'-phosphate monohydrate;Adenosine cyclic 3',5'-monophosphate;Adenosine cyclic 3',5'-phosphate;Adenosine cyclic monophosphate;Adenosine, cyclic 3',5'-(hydrogen phosphate);BRN 0052645;CCRIS 4291;CYCLIC-3',5'-(HYDROGEN PHOSPHATE)ADENOSINE;EINECS 200-492-9;NSC 94017;cyclic 3',5'-AMP;cyclic 3',5'-Adenylic acid;cyclic AMP;cyclic Adenosine 3',5'-monophosphate;cyclic Adenosine 3',5'-phosphate;(1R,6R,8R,9R)-8-(6-aminopurin-9-yl)-3-hydroxy-3-oxo-2,4,7-trioxa-3$l^{5}-phosphabicyclo[4.3.0]nonan-9-ol;HMDB00058;;6-(6-Amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide;Acrasin;Adenosine 3',5'-cyclic phosphate;Adenosine 3':5'-cyclic monophosphate;Adenosine 3,5'-cyclic monophosphorate;Adenosine 3,5'-cyclic monophosphoric acid;Adenosine3',5'-cyclic-monophosphorate;Adenosine3',5'-cyclic-monophosphoric acid;Cyclic 3',5'-adenylate;adenosine cyclic-3',5'-monophosphate;adenosine cyclic-monophosphate;adenosine-cyclic-phosphate;adenosine-cyclic-phosphoric-acid;8-(6-aminopurin-9-yl)-4-hydroxy-4-oxo-3,5,9-trioxa-4$l^{5}-phosphabicyclo[4.3.0]nonan-7-ol
Molecular Weight:329.205941
Formula:C10H12N5O6P
CAS:11002-78-1;37839-81-9;60-92-4
Isomeric SMILES:C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3N=CN=C4N)O)OP(=O)(O1)O
Canonical SMILES:C1C2C(C(C(O2)N3C=NC4=C3N=CN=C4N)O)OP(=O)(O1)O
InChI:InChI=1/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
Experimental Water Solubility:4 mg/mL [HMP experimental]
Predicted Water Solubility:136.0 mg/mL [MEYLAN,WM et al. (1996)]; 3.65 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):-2.96 [HANSCH,C ET AL. (1995)]
Predicted LogP(octanol-water):-2.28 [Predicted by ALOGPS]; -2.5 [Predicted by PubChem via XLOGP]

Biology and Chemistry related

KEGG Compound ID:C00575
PubChem SID:148964
PubChem CID:6076
ChemIDplus:000060924
CHEBI:17489
HMDB:|HMDB00058|
PDB Component ID:|CMP|
MetaCyc ID:|CAMP|
UM-BBD ID:
BMRB ID:|cAMP|

NMR related

MMCD Experimental_NMR: expnmr_00031 ||

HMDB_EXPERIMENTAL_HNMR: HMDB00058||

HMDB_EXPERIMENTAL_HSQC: HMDB00058||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C3242219,20,522152.5160.813N_AN_A
2C3252321,23,633140.5141.200N_AN_A
3C2292732,17,7,81167.770.972N_AN_A
4C4282626,27,2155119.5125.341N_AN_A
5C4262428,22,1988156.0159.710N_AN_A
6C4272528,20,2399150.0155.514N_AN_A
7C3323029,33,16,114481.176.953N_AN_A
8C3312933,30,14,106670.882.412N_AN_A
9C3333132,31,18,127781.180.654N_AN_A
10C3302831,23,16,9101090.6106.774N_AN_A
11N222026,3,41111N_A86.620N_AN_A
12N191724,261212N_A257.324N_AN_A
13N201824,271313N_A236.525N_AN_A
14N211925,281414N_A263.811N_AN_A
15N232125,27,301515N_A172.070N_AN_A
16O141231,11616N_AN_AN_AN_A
17O151334,21717N_AN_AN_AN_A
18O1311341817N_AN_AN_AN_A
19O171529,341919N_AN_AN_AN_A
20O161432,302020N_AN_AN_AN_A
21O181633,342121N_AN_AN_AN_A
22P343215,13,17,182222N_A10.105N_AN_A
23H7629N_AN_A4.0355.934N_AN_A
24H8629N_AN_A4.2855.509N_AN_A
25H11932N_AN_A3.915.235N_AN_A
26H10831N_AN_A3.665.422N_AN_A
27H121033N_AN_A3.655.029N_AN_A
28H9730N_AN_A6.036.572N_AN_A
29H5424N_AN_A8.169.957N_AN_A
30H6525N_AN_A8.688.794N_AN_A
31H3322N_AN_A6.515.673N_AN_A
32H4322N_AN_A6.516.376N_AN_A
33H1114N_AN_A4.814.352N_AN_A
34H2215N_AN_A2.04.106N_AN_A

Mass Spectra related

HMDB_MASS_SPEC: HMDB00058||

C12N14 Mass data:329.052519654
C13N14 Mass data:339.086068032
C12N15 Mass data:334.03769412
C13N15 Mass data:344.071242498

Miscellanea

Order_Status:DONE
Organism:afu; ago; ana; atc; atu; ava; bba; bbr; bja; bpa; bpe; bta; bur; cal; cel; cfa; cgb; cgl; cjk; cne; ctc; daga; dame; dar; dbmo; dcbr; dcgr; dcin; dcnb; ddha; ddi; ddpo; dfru; dkla; dkwa; dme; dmgr; dncr; dpyo; dsba; dsmi; dspd; dtan; dtni; dvu; dyli; eba; eca; ecc; ece; ecj; eco; ecs; ehi; etae; gox; hdu; hin; h; t; hma; hsa; lac; lic; lil; lpf; lpl; lpn; lpp; mac; map; mba; mbo; mja; mka; mlo; mma; mmp; mmu; mpa; msu; mtc; mth; mtu; neu; nfa; noc; nph; nwi; pab; pae; pai; pfa; pfl; pfo; pfu; pho; plu; pmt; pmu; ppr; ppu; psb; psp; pst; rba; reu; rno; rpa; sai; sce; sco; sec; sfl; sfx; sil; sma; sme; son; spo; spt; sso; stm; s; o; stt; sty; syn; tbr; tcr; tde; tel; tfu; tko; tpa; vch; vfi; vpa; vvu; vvy; wsu; xcv; ype; ypk; ypm; yps; abo; aeh; afm; aha; ani; aor; azo; bpm; bxe; cpf; cpr; cya; cyb; dde; dre; eci; ecp; ecsv; ecu; emte; esja; espu; fal; gfo; gga; hch; hit; hso; hwa; ko; lma; mag; maq; mav; mkm; mmc; mst; mva; mxa; pat; pen; pin; pol; ptr; rde; reh; ret; rha; rle; rpb; rru; sat; saz; sbo; sde; sdy; sfr; sgl; she; shm; shw; ssc; ssn; sto; syc; syd; syf; syg; tbd; tcx; tdn; xac; xcb; xcc; xfa; xft; xla; xoo; ypa; ypn; afer243159; anae240017; avar240292; bant191218; bbac264462; bbro518; bjap224911; bmal243160; bpar519; bper520; bpse28450; bthe226186; cdip1717; cglu196627-1; cglu196627; cjei306537; ctet212717; ddes207559; dvul882; ecol83334-1; goxy290633; hduc233412; hinf281310; hinf71421; hmar272569; human; lint189518; lpne272624; lpne297245; lpne297246; mace188937; mbar269797; mlot381; mtbcdc; mxan246197; neur228410; nfar247156; nmul323848; noce323261; npha348780; nsp103690; nwin323098; paer178306; paer287; parc259536; plum243265; pmar59919; pmar74547; ppro298386; psp117; reut264198; save227882; sboy300268; scoe1902; sdys300267; sent209261; sent295319; sent90370; sfle198214; smel382; sone211586; ssol2287; tcru317025; tden243275; telo197221; vcho243277; vcho; vfis312309; vpar223926; vvul216895; wsuc844; ypes187410; ypes632; ypse273123; aba; apl; asu; bbt; bml; bra; cbd; cmi; dpkn; ecv; ent; fjo; hip; hiq; jan; lip; mbb; mbu; mcc; mdo; mfa; mhu; mjl; msi; nha; pau; pic; pmy; ppf; rci; rpd; sbm; sen; sfv; shn; sit; slo; spc; spu; sun; syx; tan; tet; vco; xom; yen; ypi; ypp
Location:
Isomer:
Salt:
Data Source:kegg;hmdb;pdb;biocyc
Similar Structure:
Comments: