Standard Compound Records

Database Entry: cq_00239

2D-Structure

3D-Structure

(Powered by ChemAxon Marvin)

Basic Information

Name:L-Citrulline;2-Amino-5-ureidovaleric acid
Synonyms:L-Citrulline;2-Amino-5-ureidovaleric acid;372-75-8;CITRULLINE;Cit;Citrulline, L-;EINECS 206-759-6;L-Cytrulline;L-Ornithine, N5-(aminocarbonyl)-;N(delta)-Carbamylornithine;N5-(Aminocarbonyl)ornithine;N5-Carbamoyl-L-ornithine;NSC 27425;Ornithine, N5-(aminocarbonyl)-;Ornithine, N5-carbamoyl-, L- (8CI);Sitrulline;alpha-Amino-delta-ureidovaleric acid;delta-Ureidonorvaline;(2S)-2-amino-5-ureido-pentanoic acid;(2S)-2-amino-5-(aminocarbonylamino)pentanoic acid;(2S)-2-amino-5-(carbamoylamino)pentanoic acid;HMDB00904;;(S)-2-Amino-5-ureidopentanoate;(S)-2-Amino-5-ureidopentanoic acid;(S)-2-amino-5-(aminocarbonyl)aminopentanoic acid;2-Amino-5-uredovalerate;2-Amino-5-uredovaleric acid;2-Amino-5-ureidovalerate;A-amino-d-ureidovalerate;A-amino-d-ureidovaleric acid;Alpha-amino-delta-ureidovalerate;Alpha-amino-gamma-ureidovalerate;Alpha-amino-gamma-ureidovaleric acid;Amino-ureidovalerate;Amino-ureidovaleric acid;CIR;Cytrulline;D-ureidonorvaline;DL-citrulline;Gammaureidonorvaline;H-cit-oh;L(+)-2-Amino-5-ureidovalerate;L(+)-2-Amino-5-ureidovaleric acid;L(+)-citrulline;L-2-Amino-5-ureido-valerate;L-2-Amino-5-ureido-valeric acid;L-2-Amino-5-ureidovalerate;L-2-Amino-5-ureidovaleric acid;L-N5-carbamoyl-Ornithine;N()-carbamylornithine;N(5)-(aminocarbonyl)-DL-Ornithine;N-carbamylornithine;N5-(Aminocarbonyl)-L-ornithine;N5-(aminocarbonyl)-Ornithine;N5-carbamoylornithine;N5-carbamylornithine;N5-(aminocarbonyl)ornithine;ND-carbamylornithine;Ndelta-carbamy-ornithine;Ndelta-carbamylornithine;Ngamma-carbamylornithine;Ureidonorvaline;Ureidovalerate;Ureidovaleric acid
Molecular Weight:175.18572
Formula:C6H13N3O3
CAS:372-75-8
Isomeric SMILES:C(C[C@@H](C(=O)O)N)CNC(=O)N
Canonical SMILES:C(CC(C(=O)O)N)CNC(=O)N
InChI:InChI=1/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1
Experimental Water Solubility:212 mg/mL [HMP experimental]
Predicted Water Solubility:12.8 mg/mL at 25 oC [MEYLAN,WM et al. (1996)]; 21.8 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):-3.19 [SANGSTER (1994)]
Predicted LogP(octanol-water):-3.26 [Predicted by ALOGPS]; -3.9 [Predicted by PubChem via XLOGP]

Biology and Chemistry related

KEGG Compound ID:C00327
PubChem SID:152965
PubChem CID:9750
ChemIDplus:000372758
CHEBI:16349
HMDB:|HMDB00904|
PDB Component ID:|CIR|
MetaCyc ID:|L-CITRULLINE|
UM-BBD ID:
BMRB ID:|L_citrulline|

NMR related

MMCD Experimental_NMR: expnmr_00071 ||

HMDB_EXPERIMENTAL_HNMR: HMDB00904||

HMDB_EXPERIMENTAL_CNMR: HMDB00904||

HMDB_EXPERIMENTAL_HSQC: HMDB00904||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C2241923,25,11,122230.333.058N_AN_A
2C2231824,22,9,101123.828.585N_AN_A
3C3252024,21,18,134455.556.705N_AN_A
4C2221723,19,7,83341.842.105N_AN_A
5C4211625,16,1555175.0191.723N_AN_A
6N181325,4,577N_A34.197N_AN_A
7N191422,20,699N_A93.881N_AN_A
8O161121,11010N_AN_AN_AN_A
9O1510211110N_AN_AN_AN_A
10C4201519,17,1466162.5163.817N_AN_A
11N171220,2,388N_A81.983N_AN_A
12O149201212N_AN_AN_AN_A
13H11724N_AN_A1.782.071N_AN_A
14H12724N_AN_A1.782.706N_AN_A
15H9623N_AN_A1.552.665N_AN_A
16H10623N_AN_A1.553.133N_AN_A
17H13825N_AN_A3.494.127N_AN_A
18H7522N_AN_A3.163.380N_AN_A
19H8522N_AN_A3.164.659N_AN_A
20H4318N_AN_A8.811.191N_AN_A
21H5318N_AN_A8.811.548N_AN_A
22H6419N_AN_A6.023.803N_AN_A
23H1116N_AN_A12.356.388N_AN_A
24H2217N_AN_A6.23.507N_AN_A
25H3217N_AN_A6.23.897N_AN_A

Mass Spectra related

HMDB_MASS_SPEC: HMDB00904||

C12N14 Mass data:175.095691299
C13N14 Mass data:181.115820326
C12N15 Mass data:178.086795979
C13N15 Mass data:184.106925006

Miscellanea

Order_Status:DONE
Organism:aae; aci; afu; ago; ama; ana; ape; atc; ath; atu; ava; baa; bab; ban; bar; bas; bat; bbr; bbu; bca; bce; bcl; bcz; bfl; bfs; bga; bha; bja; bld; bli; blo; bma; bmb; bme; bms; bpa; bpe; bps; bsu; bth; btk; buc; bur; cac; cal; ccr; cdi; cef; cgb; cgl; chy; cje; cjk; cjr; cme; cne; cpe; cps; ctc; cte; cvi; daga; dame; d; r; dbmo; dcgr; dcin; dcnb; ddha; ddpo; deh; det; dfru; dkla; dkwa; dme; dmgr; dncr; dps; dra; dsba; dsmi; dspd; dtni; dvu; dyli; eath; eba; ebna; eca; ecc; ece; ecj; ecn; eco; ecs; ecsi; efa; egma; egra; ehan; ehvu; elco; eles; emtr; eosa; epba; eppa; epta; erg; eru; erw; esbi; esof; estu; etae; evvi; ezma; g; a; gox; gsu; gvi; hal; hdu; hhe; hin; hit; hma; hsa; ilo; lic; lil; lin; lla; lmf; lmo; lpf; lpl; lpn; lpp; lxx; mac; map; mba; mbo; mca; mga; mja; mka; mle; mlo; mma; mmo; mmp; mmu; mmy; mpa; mpe; mpn; msu; mtc; mth; mtu; neu; nfa; ngo; nma; nme; noc; nph; nwi; oih; pab; pac; pae; pai; par; pfl; pfo; pfu; pha; pho; p; u; pma; pmm; pmn; pmt; pmu; ppr; ppu; psb; psp; pst; pto; pub; 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; ssc; sso; ssp; stc; sth; stl; stm; sto; stt; sty; syc; s; n; syw; tac; tbd; tde; tel; tfu; tko; tma; tte; tth; ttj; tvo; vch; vfi; vpa; vvu; vvy; wsu; xac; xcb; xcc; xcv; xfa; xft; xoo; ype; ypk; ypm; yps; zmo; aau; aav; aba; abo; ace; ade; aeh; aha; ajs; art; azo; baf; bam; bbk; bcc; bch; bcn; bfr; bmf; bpm; bpn; bta; bte; btl; bxe; cch; cff; chu; cno; cpf; cph; cpr; crp; csa; cya; cyb; dar; dde; dge; dsy; dvl; ech; eci; ecp; ecsv; eli; emte; fal; fra; gbe; gfo; gka; gme; hch; hha; hne; hso; hwa; jan; ko; lma; lsa; lsl; lwe; mag; maq; mav; mbu; mcp; mes; mfa; mgm; mhu; mkm; mmc; mmr; msm; mst; mta; mtp; mva; mxa; nar; nca; net; nha; nmu; osa; pat; pca; pcr; pde; pen; pin; pis; plt; plu; pmi; pna; pol; ppd; ptr; rde; reh; ret; rfr; rha; rle; rma; rme; rpb; rpc; rpd; rpe; rru; rxy; saa; sab; sal; sao; sat; saz; sbo; sde; sdn; sdy; sfr; sfu; sgl; she; shm; shw; sit; spd; sph; spi; spj; spk; sru; ssn; sus; swo; syd; sye; syf; syg; syn; tcx; tdn; ter; tpe; xla; xtr; ypa; ypn; aaeo63363; afer243159; aful2234; agro; amar234826; anae240017; anthra; apha212042; asp62977; asp76114; avar240292; babo262698; bant260779; bant261594; baph198804; baph224915; bbac264462; bbro518; bbur139; bcer1396; bcer226900; bcer288681; bflo203907; bfra295405; bgar290434; bhal86665; bhen283166; bjap224911; blic279010; blon206672; bmal243160; bmel29459; bmel359391; bpar519; bper520; bpse28450; bqui283165; bsp107806; bsub1423; bsui204722; btha57975; bthe226186; cace1488; caulo; cblo203907; cblo291272; cbur227377; cdip1717; ceff196164; cglu196627-1; cglu196627; cjei306537; cjej192222; cjej195099; cpel335992; cper1502; ctep194439; ctet212717; cvio243365; daro159087; ddes207559; deth61435; dpsy177439; dvul882; ecan269484; ecar218491; echa205920; ecol199310; ecol83334-1; ecoo157; efae226185; erum254945; erum302405; frant; gkau235909; gmet269799; goxy290633; gsul35554; gvio251221; hche349521; hduc233412; hhep235279; hinf281310; hinf71421; hmar272569; hpy; hsp64091; human; iloi283942; lint189518; llac1360; lmon265669; lpla220668; lpne272624; lpne297245; lpne297246; lxyl281090; mace188937; mbar269797; mcap243233; meta; mgal233150; mjan243232; mkan190192; mlep1769; mlot381; mmar267377; mmaz192952; mmob267748; mmyc44101; mpen28227; msme246196; mtbcdc; mtbrv; mthe187420; mxan246197; neur228410; nfar247156; ngon242231; nmen491; nmen65699; nmul323848; noce323261; npha348780; nsen222891; nsp103690; nwin323098; oihe182710; pacn267747; paer178306; paer287; parc259536; pcar338963; pfa; pflu205922; pfur186497; pgin242619; phal326442; phor53953; plum243265; pmar167539; pmar59919; pmar74546; pmar74547; ppro298386; psp117; psp264201; psyr223283; ptor263820; rcon781; reut264198; rfel315456; rpal258594; rpro782; rrub269796; rsol305; rsph272943; rtyp257363; saga211110; saur158878; saur158879; saur196620; saur282458; saur282459; saur93062; save227882; sboy300268; scoe1902; sdys300267; selo1140; selo269084; sent209261; sent295319; sent321314; sent90370; sepi176279; sepi176280; sfle198214; shigella; smel382; sone211586; spne1313; spne170187; spom246200; spyo160490; spyo186103; spyo295319; ssol2287; ssp1131-1; ssp1131; ssp1148; ssp84588; sthe264199; sthe292459; sthe299768; stok111955; styp99287; taci2303; tcru317025; tden243275; tden292415; tden326298; telo197221; tkod69014; tmar2336; tten119072; tthe300852; tvol50339; twhi203267; uure2130; vcho243277; vcho; vfis312309; vpar223926; vvul196600; vvul216895; wpip955; wsp80849; wsuc844; xaxo190486; xcam314565; xfas183190; ypes187410; ypes229193; ypes632; ypse273123; zmob264203; acb; acr; afm; afw; amt; ang; ani; aor; apl; asu; bay; bbt; bcy; bml; bmn; bmv; bov; bpd; bpl; bra; bvi; cba; cbe; cbf; cbh; cbo; ccv; cdf; cfa; cha; cjd; cjj; ckl; cmi; csc; cth; deb; dno; drm; ecv; ent; fjo; fno; gga; gur; har; hbu; hip; hiq; kra; lbj; lbl; lip; llm; lre; mae; mbb; mbn; mem; mgi; mjl; mla; mmq; mms; mmw; mmz; mpt; mse; msi; mvn; nis; nmc; oan; pap; pas; pau; pcl; pic; pla; pmb; pmc; pme; pmf; pmg; pmy; pnu; ppe; ppf; prw; pvi; rci; rrs; rsh; rsq; sah; saj; sbl; sbm; sen; sfv; shn; slo; smd; smr; spc; spf; spu; ssa; stp; sun; swi; syr; syx; tme; tpt; vco; vei; vok; xau; xom; yen; ypi; ypp
Location:
Isomer:
Salt:
Data Source:kegg;tair;hmdb;pdb;biocyc
Similar Structure:|cq_00532||cq_10519|
Comments: