Cilengitide

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CAT No: C5501

CAS No: 188968-51-6

Synonyms/Alias: Cilengitide;188968-51-6;EMD-121974;2-[(2S,5R,8S,11S)-5-benzyl-11-[3-(diaminomethylideneamino)propyl]-7-methyl-3,6,9,12,15-pentaoxo-8-propan-2-yl-1,4,7,10,13-pentazacyclopentadec-2-yl]acetic acid;Cyclo(L-arginylglycyl-L-alpha-aspartyl-D-phenylalanyl-N-methyl-L-valyl);EMD 121974;Cilengitide [USAN:INN];EMD-12192;EMD121974;Cilengitida;4EDF46E4GI;CILENGITIDE [MI];CILENGITIDE [INN];CILENGITIDE [USAN];CILENGITIDE [MART.];cyclic-Arg-Gly-Asp-D-Phe(N-methyl)Val;CILENGITIDE [WHO-DD];CHEMBL429876;2-((2S,5R,8S,11S)-5-benzyl-11-(3-guanidinopropyl)-8-isopropyl-7-methyl-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaazacyclopentadecan-2-yl)acetic acid;DTXSID9044035;cyclo(arginyl-glycyl-formylaspartyl-N-methylvalyl);cyclo(L-arginylglycyl-L-a-aspartyl-D-phenylalanyl-N-methyl-L-valyl);CILENGITIDE (MART.);CYCLO(L-ARGINYLGLYCYL-L-.ALPHA.-ASPARTYL-D-PHENYLALANYL-N-METHYL-L-VALYL);2-[(2S,5R,8S,11S)-11-[3-(diaminomethylideneamino)propyl]-7-methyl-3,6,9,12,15-pentaoxo-5-(phenylmethyl)-8-propan-2-yl-1,4,7,10,13-pentazacyclopentadec-2-yl]acetic acid;2-[(2S,5R,8S,11S)-5-benzyl-11-(3-carbamimidamidopropyl)-7-methyl-3,6,9,12,15-pentaoxo-8-(propan-2-yl)-1,4,7,10,13-pentaazacyclopentadecan-2-yl]acetic acid;C27H40N8O7;cyclo(RGDf-N(Me)V);UNII-4EDF46E4GI;cilengitidum;cyclo-(Arg-Gly-Asp-DPhe-NMeVal);Cilengitide?;NSC-707544;Cyclo(L-arginylglycyl-L-aspartyl-D-phenylalanyl-N-methyl-L-valyl);[(2S,5R,8S,11S)-5-BENZYL-11-(3-CARBAMIMIDAMIDOPROPYL)-8-ISOPROPYL-7-METHYL-3,6,9,12,15-PENTAOXO-1,4,7,10,13-PENTAAZACYCLOPENTADECAN-2-YL]ACETIC ACID;2-((2S,5R,8S,11S)-11-(3-(diaminomethylideneamino)propyl)-7-methyl-3,6,9,12,15-pentaoxo-5-(phenylmethyl)-8-propan-2-yl-1,4,7,10,13-pentazacyclopentadec-2-yl)acetic acid;2-((2S,5R,8S,11S)-5-benzyl-11-(3-carbamimidamidopropyl)-7-methyl-3,6,9,12,15-pentaoxo-8-(propan-2-yl)-1,4,7,10,13-pentaazacyclopentadecan-2-yl)acetic acid;Cilengitide trifluoroacetic acid salt;c(RGDfMeV);Cilengitide (USAN/INN);SCHEMBL34082;GTPL6597;DTXCID7024035;CHEBI:177833;EX-A1775;NHA96851;BDBM50235980;NSC774651;s6387;AKOS024257893;AKOS030525213;CS-1211;cyclo(Arg-Gly-Asp-D-Phe-[N-Me]Val);DB11890;NSC-774651;NCGC00386242-02;NCGC00386242-04;AC-35857;AS-72195;DA-51902;HY-16141;NS00069654;SW220134-1;A11657;D03497;Q1091921;BRD-K57252450-001-02-5;[(2S,5R,8S,11S)-5-benzyl-11-(3-guanidino-propyl)-8-isopropyl-7-methyl-3,6,9,12,15-pentaoxo-1,4,7,10,13pentaaza-cyclopentadec-2-yl]-acetic acid;

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Specification Technical Data Publications Customer reviews and Q&A
M.F/FormulaC27H40N8O7
M.W/Mr.588.7
SequenceThree Letter Code:cyclo[Arg-Gly-Asp-D-Phe-N(Me)Val]
Biological ActivityPotent and selective inhibitor of integrins αvβ3 and αvβ5 (IC50 values are 4.1 and 70 nM, respectively). Exhibits ~10-fold selectivity over gpIIb/IIIa. Increases endothelial monolayer permeability. Also exhibits antiangiogenic activity.
Long-term Storage ConditionsSoluble to 10 mg/ml in water
Shipping ConditionRoom temperature in continental US; may vary elsewhere.
InChIInChI=1S/C27H40N8O7/c1-15(2)22-25(41)33-17(10-7-11-30-27(28)29)23(39)31-14-20(36)32-18(13-21(37)38)24(40)34-19(26(42)35(22)3)12-16-8-5-4-6-9-16/h4-6,8-9,15,17-19,22H,7,10-14H2,1-3H3,(H,31,39)(H,32,36)(H,33,41)(H,34,40)(H,37,38)(H4,28,29,30)/t17-,18-,19+,22-/m0/s1
InChI KeyAMLYAMJWYAIXIA-VWNVYAMZSA-N

1. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function

2. Myotropic activity and immunolocalization of selected neuropeptides of the burying beetle Nicrophorus vespilloides (Coleoptera: Silphidae)

3. Cationic cell-penetrating peptides are potent furin inhibitors

4. Therapeutic potential of an intestinotrophic hormone, glucagon-like peptide 2, for treatment of type 2 short bowel syndrome rats with intestinal bacterial and fungal dysbiosis

5. TMEM16F and dynamins control expansive plasma membrane reservoirs

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