UCSF

ZINC01532614

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 6th, 2004 12 Yes

Popular Name: L-Citrulline L-Citrulline

Find On: PubMed — Wikipedia — Google

CAS Numbers: 13594-51-9 , 372-75-8 , 54940-97-5 , 627-77-0 , 70796-17-7 , [372-75-8] , [54940-97-5] , [627-77-0] , [70796-17-7]

Other Names:

"L-Citrulline, 98%"

(2S)-2-amino-5-(carbamoylamino)pentanoate; (2S)-2-amino-5-(carbamoylamino)pentanoic acid; (S)-2-amino-5-(aminocarbonyl)aminopentanoate; (S)-2-amino-5-(aminocarbonyl)aminopentanoic acid; (S)-2-Amino-5-ureidopentanoate; (S)-2-Amino-5-ureidopentanoic acid; 2

(2S)-2-amino-5-(carbamoylamino)pentanoate; (2S)-2-amino-5-(carbamoylamino)pentanoic acid; (S)-2-Amino-5-ureidopentanoate; (S)-2-Amino-5-ureidopentanoic acid; (S)-2-amino-5-(aminocarbonyl)aminopentanoate; (S)-2-amino-5-(aminocarbonyl)aminopentanoic acid; 2

(2S)-2-amino-5-(carbamoylamino)pentanoate;(2S)-2-amino-5-(carbamoylamino)pentanoic acid;(S)-2-amino-5-(aminocarbonyl)aminopentanoate;(S)-2-amino-5-(aminocarbonyl)aminopentanoic acid;(S)-2-Amino-5-ureidopentanoate;(S)-2-Amino-5-ureidopentanoic acid;2-Amino

(2S)-2-amino-5-(carbamoylamino)pentanoate;(2S)-2-amino-5-(carbamoylamino)pentanoic acid;(S)-2-Amino-5-ureidopentanoate;(S)-2-Amino-5-ureidopentanoic acid;(S)-2-amino-5-(aminocarbonyl)aminopentanoate;(S)-2-amino-5-(aminocarbonyl)aminopentanoic acid;2-Amino

(2S)-2-azaniumyl-5-(carbamoylamino)pentanoate; L-citrulline

(S)-2-Amino-5-ureidopentanoic acid

(S)-2-Amino-5-ureidopentanoic acid; Cit; L-2-Amino-5-ureidovaleric acid; N(5)-(aminocarbonyl)-L-ornithine; N(delta)-carbamylornithine; N5-(Aminocarbonyl)ornithine; N5-carbamoylornithine; alpha-amino-delta-ureidovaleric acid; delta-ureidonorvaline

2-Amino-5-uredovaleric acid

2-Amino-5-ureidopentanoic acid

2-Amino-5-ureidovaleric acid; 372-75-8; C00327; Citrulline; L-Citrulline

2-Amino-5-ureidovaleric acid; CITRULLINE; Cit; Citrulline, L-; L-Citrulline; L-Cytrulline; L-Ornithine, N5-(aminocarbonyl)-; N(delta)-Carbamylornithine; N5-(Aminocarbonyl)ornithine; N5-Carbamoyl-L-ornithine; Ornithine, N5-(aminocarbonyl)-; Ornithine, N5-c

372-75-8; L-citrulline; N5-(Aminocarbonyl)-L-ornithine; Ngamma-carbamylornithine; alpha-amino-gamma-ureidovaleric acid; gammaureidonorvaline

54940-97-5; Citrulline malate; D07707; Stimol (TN)

CHEBI:41489; CHEBI:13092; CHEBI:21257; CHEBI:6203

Cit; Citrulline; Citrulline, L-; EINECS 206-759-6; L-Cytrulline; L-Ornithine, N5-(aminocarbonyl)-; LS-185994; N(delta)-Carbamylornithine; N5-(Aminocarbonyl)ornithine; N5-Carbamoyl-L-ornithine; NSC 27425; Ornithine, N5-(aminocarbonyl)-; Ornithine, N5-carba

citrullinate

Citrulline

D-Citrulline

delta-Ureidonorvaline

DL-2-Amino-5-ureidovaleric acid

DL-CITRULLINE

DL-Citrulline, 97%

H-Cit-OH

L(+)-Citrulline, 99%

L(+)-Citrulline, 99+%

L-(+)-2-Amino-5-ureidovaleric acid

L-(+)-Citrulline

L-Citrulline DL-malate (1:1)

L-citrulline zwitterion

L-Citrulline [372-75-8]

L-Citrulline, 98%

L-CITRULLINE; [372-75-8]

MFCD00007955

MFCD00064397

MFCD03939666

MFCD09839004

N5-(Aminocarbonyl)ornithine

N5-Carbamoyl-L-ornithine

N5-carbamoylornithine

N5-carbamylornithine

NA

N~5~-carbamoylornithine

QA-9629

Sitrulline

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) -3.43 -2.65 -49.6 6 6 0 123 175.188 5 ↓
Hi High (pH 8-9.5) 3.07 5.73 -3.36 0 1 0 12 175.275 1 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 2.18e+01 g/l DrugBank-nutriceuticals
Melting_Point 212-214? dec. Alfa-Aesar
Melting_Point 212-214° dec. Alfa-Aesar
Mp [°C] 214 Acros Organics
MP 214 °C Indofine
Purity 95% Fluorochem
Purity >99% Fluorochem
UniProt Database Links AOTC_BACTN; AOTC_XANAC; AOTC_XANCP; AOTC_XYLFA; AOTC_XYLFT; ARCA1_RHIME; ARCA1_STAES; ARCA2_ECOL6; ARCA2_RHIME; ARCA2_STAES; ARCA_ALISL; ARCA_BACAH; ARCA_BACC0; ARCA_BACC1; ARCA_BACC2; ARCA_BACC4; ARCA_BACCN; ARCA_BACCR; ARCA_BACHK; ARCA_BACLD; ARCA_BORAF ChEBI
UniProt Database Links ARCA1_RHIME; ARCA1_STAES; ARCA2_ECOL6; ARCA2_RHIME; ARCA2_STAES; ARCA_ALISL; ARCA_BACAH; ARCA_BACC0; ARCA_BACC1; ARCA_BACC2; ARCA_BACC4; ARCA_BACCN; ARCA_BACCR; ARCA_BACHK; ARCA_BACLD; ARCA_BORAF; ARCA_BORAP; ARCA_BORBU; ARCA_BORBZ; ARCA_BORDL; ARCA_BORGA ChEBI
Patent Database Links EP1541585; EP1616963; EP1627884; US2007248537; US2008233186; WO2007114903 ChEBI
Reactome Database Links REACT_12443; REACT_151; REACT_23872; REACT_482; REACT_801 ChEBI
S phrase S24/25: Avoid contact with skin and eyes. Acros Organics

Activity (Go SEA)

Direct Reactome Annotations (via ChEBI)

Description Species
Arginine metabolism
eNOS activation
Nitric oxide stimulates guanylate cyclase
Phagosomal maturation (early endosomal stage)
Urea cycle
VEGFR2 mediated vascular permeability

Analogs ( Draw Identity 99% 90% 80% 70% )