Standard Compound Records

Database Entry: cq_01136

2D-Structure

3D-Structure

(Powered by ChemAxon Marvin)

Basic Information

Name:Xanthosine
Synonyms:Xanthosine;146-80-5;1H-Purine-2,6-dione, 3,9-dihydro-9-beta-D-ribofuranosyl-;9-beta-D-Ribofuranosylxanthine;AI3-52693;EINECS 205-679-9;NSC 18930;Xanthine riboside;beta-D-Ribofuranoside, xanthine-9;9-[(2R,3R,4S,5S)-3,4-dihydroxy-5-methylol-tetrahydrofuran-2-yl]-3H-purine-2,6-quinone;9-[(2R,3R,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-2,6-dione;9-[(2R,3R,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-3H-purine-2,6-dione;HMDB00299;;3,9-Dihydro-9-D-ribofuranosyl-1H-purine-2,6-dione;3,9-Dihydro-9-b-D-ribofuranosyl-1H-purine-2,6-dione;9-D-Ribofuranosylxanthine;9-b-D-Ribofuranosylxanthine;b-D-Ribofuranoside, xanthine-9
Molecular Weight:284.22548
Formula:C10H12N4O6
CAS:146-80-5
Isomeric SMILES:C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)NC(=O)NC2=O
Canonical SMILES:C1=NC2=C(N1C3C(C(C(O3)CO)O)O)NC(=O)NC2=O
InChI:InChI=1/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5-,6-,9-/m1/s1
Experimental Water Solubility:
Predicted Water Solubility:25.7 mg/mL [MEYLAN,WM et al. (1996)]; 16.3 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):-1.55 [Predicted by ALOGPS]; -2.1 [Predicted by PubChem via XLOGP]; -1.80 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C01762
PubChem SID:206897
PubChem CID:64959
ChemIDplus:000146805
CHEBI:18107
HMDB:|HMDB00299|
PDB Component ID:
MetaCyc ID:|XANTHOSINE|
UM-BBD ID:
BMRB ID:|xanthosine|

NMR related

MMCD Experimental_NMR: expnmr_00130 ||

HMDB_EXPERIMENTAL_HSQC: HMDB00299||

HMDB_PREDICTED_HNMR: HMDB00299 ||

HMDB_PREDICTED_CNMR: HMDB00299 ||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C3232219,22,622144.5133.505N_AN_A
2C2282732,15,7,81161.666.981N_AN_A
3C4262527,25,1944115.5125.283N_AN_A
4C4272626,21,2277149.5145.533N_AN_A
5C4252426,20,1488155.0162.769N_AN_A
6C4242321,20,131010151.5152.695N_AN_A
7C3323128,31,18,123384.193.268N_AN_A
8C3313032,30,17,115575.575.261N_AN_A
9C3302931,29,16,106674.285.722N_AN_A
10C3292830,22,18,99982.996.379N_AN_A
11N212027,24,51212N_A119.044N_AN_A
12N201925,24,41313N_A162.516N_AN_A
13N191823,261111N_A290.357N_AN_A
14N222123,27,291414N_A166.949N_AN_A
15O151428,11515N_AN_AN_AN_A
16O171631,31616N_AN_AN_AN_A
17O161530,21717N_AN_AN_AN_A
18O1413251818N_AN_AN_AN_A
19O1312241919N_AN_AN_AN_A
20O181732,292020N_AN_AN_AN_A
21H7728N_AN_A3.5354.396N_AN_A
22H8728N_AN_A3.7855.067N_AN_A
23H121132N_AN_A3.916.029N_AN_A
24H111031N_AN_A3.655.265N_AN_A
25H10930N_AN_A3.665.151N_AN_A
26H9829N_AN_A6.037.034N_AN_A
27H6623N_AN_A8.158.416N_AN_A
28H5521N_AN_A6.08.104N_AN_A
29H4420N_AN_A10.956.929N_AN_A
30H1115N_AN_A4.780.450N_AN_A
31H3317N_AN_A4.812.783N_AN_A
32H2216N_AN_A4.811.123N_AN_A

Mass Spectra related

HMDB_MASS_SPEC: HMDB00299||

C12N14 Mass data:284.075684139
C13N14 Mass data:294.109232517
C12N15 Mass data:288.063823711
C13N15 Mass data:298.097372089

Miscellanea

Order_Status:DONE
Organism:aci; afu; ago; ape; atc; atu; ava; baa; bab; ban; bar; bas; bat; bba; bbr; bca; bce; bcl; bcz; bfs; bha; bja; bld; bli; bmb; bme; bms; bpa; bpe; bsu; bth; btk; buc; bur; cac; cal; cdi; cef; cel; cgb; cgl; cjk; cpe; cps; ctc; cte; cvi; daga; dame; dbmo; dcbr; dcgr; dcin; ddha; ddi; ddpo; dfru; dkla; dkwa; dmgr; dnc; dra; dre; dsba; dsmi; dspd; dtni; dvu; dyli; eca; ecc; ece; ecj; eco; ecs; efa; egma; egra; ehi; ehvu; elco; eosa; epta; esof; etae; fnu; ftu; gka; gox; hdu; hin; hit; hma; hpj; hpy; hsa; ilo; lin; lla; lmf; lmo; lpf; lpl; lpn; lpp; lxx; map; mbo; mca; mfl; mga; mge; mhj; mhp; mhy; mle; mlo; mmo; mmu; mmy; mpa; m; e; mpn; mpu; msu; msy; mtc; mth; mtu; nfa; nph; oih; pac; pae; pfl; pgi; pha; plu; pmu; ppr; ppu; psb; psp; pst; pto; rba; reu; rno; rpa; rso; rsp; sac; sag; sai; sak; sam; san; sar; sas; sau; sav; sce; sco; sec; sep; ser; sfl; sfx; sha; sil; sma; sme; smu; son; spa; spb; spg; spm; spn; spo; spr; sps; spt; spy; spz; s; o; ssp; stc; sth; stl; stm; sto; stt; sty; tbd; tbr; tcr; tde; tfu; tma; tpa; tte; tth; ttj; twh; tws; uur; vch; vfi; vpa; vvu; vvy; xcv; ype; ypk; ypm; yps; zmo; aae; aau; aav; aba; abo; ade; aeh; aha; ajs; ama; ana; aph; art; ath; azo; bcn; bfr; bma; bmf; bpm; bps; bta; bte; btl; bxe; cab; cbu; cca; cch; ccr; cfe; cff; chu; chy; cje; cjr; cmu; cno; cpa; cpf; cpj; cpn; cpr; cpt; csa; cta; ctr; cya; cyb; dar; dcnb; dde; deh; det; dge; dme; dncr; dps; dsy; dvl; eath; eba; ebna; ech; eci; ecn; ecp; ecsi; ecsv; egar; eles; eli; elsa; emte; emtr; epba; eppa; erg; eru; erw; esbi; esja; espu; estu; ezma; fal; fra; ftf; fth; ftl; gbe; gfo; gme; gsu; gvi; hac; hal; hch; hhe; hne; hpa; hso; hwa; jan; ko; lac; ldb; lic; lil; lip; lma; lsa; lsl; lwe; mac; mag; maq; mav; mba; mbu; mcp; mes; mfa; mhu; mja; mka; mkm; mma; mmc; mmp; mpe; msm; mst; mta; mva; mxa; nar; nca; net; neu; ngo; nha; nma; nme; nmu; noc; nse; nwi; osa; pai; pat; pca; pcr; pcu; pde; pen; pfo; plt; pma; pmi; pmm; pmn; pmt; pol; ptr; rde; ret; rfr; rha; rle; rme; rpb; rpc; rpd; rru; rxy; saa; sab; sal; sao; sat; saz; sbo; sdn; sdy; sfr; sfu; sgl; she; shm; shw; sit; spd; sph; spi; spj; spk; sru; ssn; sso; syc; syd; sye; syf; syg; syn; syw; tcx; tdn; tel; ter; tko; wbm; wbr; wol; wsu; xac; xcb; xcc; xfa; xft; xla; xom; xoo; xtr; ypa; ypn; aaeo63363; aful2234; agro; anthra; asp62977; asp76114; avar240292; bant260779; bant261594; baph198804; baph224915; bbac264462; bbro518; bcer1396; bcer226900; bcer288681; bfra295405; bhal86665; bjap224911; blic279010; blon206672; bmal243160; bmel29459; bmel359391; bpar519; bpse28450; bsp107806; bsui204722; btha57975; bthe226186; cace1488; caulo; cglu196627-1; cglu196627; cjei306537; cper1502; ctet212717; cvio243365; ddes207559; dpsy177439; dvul882; ecar218491; ecol199310; ecol83334-1; efae226185; goxy290633; hduc233412; hinf281310; hinf71421; hmar272569; hpyl85963; iloi283942; laci272621; linn1642; ljoh257314; llac1360; lmon169963; lmon265669; lpla220668; lpne272624; lxyl281090; mace188937; mbar269797; meta; mkan190192; mlot381; mmaz192952; mpen28227; msme246196; mtbcdc; mxan246197; nfar247156; noce323261; npha348780; nwin323098; pacn267747; paer178306; paer287; pcar338963; pfa; pflu205922; pfur186497; pgin242619; phal326442; pint246198; plum243265; pmar167539; ppro298386; psyr223283; ptor263820; rpal258594; rrub269796; rsph272943; saur158878; saur158879; saur196620; saur282458; saur282459; saur93062; save227882; sboy300268; scoe1902; sdys300267; sent209261; sent295319; sent321314; sent90370; sepi176279; sepi176280; sfle198214; smel382; spne1313; spne170187; spom246200; spyo160490; spyo186103; spyo295319; sthe264199; sthe292459; sthe299768; styp99287; tden292415; tkod69014; tten119072; tthe300852; tvol50339; uure2130; vcho243277; vcho; vfis312309; vpar223926; vvul196600; vvul216895; xaxo190486; xcam314565; xfas183190; ypes187410; ypes229193; ypes632; ypse273123; zmob264203; afm; afw; amt; ani; apl; bam; bay; bbt; bch; bov; bra; cba; cbd; cbe; cbf; cbh; cbo; ccv; cdf; cfa; cha; ckl; cth; deb; dno; ecv; ent; fjo; fno; fps; ftw; gga; gur; har; hip; hiq; lbu; llm; lre; mbb; mgi; mjl; mmr; mms; mmw; mmz; msi; oan; pap; pau; pla; pmb; pmc; pme; pmf; pmg; pmy; ppf; prw; reh; rpe; sah; saj; sbl; sbm; sde; sen; sfv; shn; slo; smd; spc; spf; spu; ssa; swi; swo; syr; syx; tan; tet; tme; tpt; vco; xau; ypi
Location:
Isomer:
Salt:
Data Source:kegg;tair;hmdb;biocyc
Similar Structure:
Comments: