(4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-{[(2S)-1-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]-3-hydroxybutanamido]-3-hydroxypropanamido]-3-hydroxypropanamido]-3-phenylpropanamido]propanamido]-4-[(carboxymethyl)carbamoyl]butanoic acid

• ChemBase ID: 155712
• Molecular Formular: C48H77N17O17
• Molecular Mass: 1164.22868
• Monoisotopic Mass: 1163.56833409
• SMILES: C[C@H]([C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)O)C(=O)NCC(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)CN)O
• Canonical SMILES: NCC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)O)CCC(=O)O)C)Cc1ccccc1)CO)CO)[C@H](O)C)CCCNC(=N)N)CCCNC(=N)N
• InChI: InChI=1S/C48H77N17O17/c1-24(38(74)59-28(14-15-35(70)71)39(75)56-21-36(72)73)57-41(77)30(19-26-9-4-3-5-10-26)61-42(78)31(22-66)62-43(79)32(23-67)63-45(81)37(25(2)68)64-40(76)27(11-6-16-54-47(50)51)60-44(80)33-13-8-18-65(33)46(82)29(58-34(69)20-49)12-7-17-55-48(52)53/h3-5,9-10,24-25,27-33,37,66-68H,6-8,11-23,49H2,1-2H3,(H,56,75)(H,57,77)(H,58,69)(H,59,74)(H,60,80)(H,61,78)(H,62,79)(H,63,81)(H,64,76)(H,70,71)(H,72,73)(H4,50,51,54)(H4,52,53,55)/t24-,25+,27-,28-,29-,30-,31-,32-,33-,37-/m0/s1
• InChIKey: KJAXEBRGQOHHOY-VXRVIWLSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-{[(2S)-1-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]-3-hydroxybutanamido]-3-hydroxypropanamido]-3-hydroxypropanamido]-3-phenylpropanamido]propanamido]-4-[(carboxymethyl)carbamoyl]butanoic acid
• IUPAC Traditional name: (4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-{[(2S)-1-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]-3-hydroxybutanamido]-3-hydroxypropanamido]-3-hydroxypropanamido]-3-phenylpropanamido]propanamido]-4-(carboxymethylcarbamoyl)butanoic acid
• Synonyms: Crosstide

Database IDs

• CAS Number: 171783-05-4
• MDL Number: MFCD03787963
• PubChem SID: 162249850
• PubChem CID: 9876863

CALCULATED PROPERTIES

• Acid pKa: 3.060726
• H Acceptors: 24
• H Donor: 21
• LogD (pH = 5.5): -15.584346
• LogD (pH = 7.4): -13.89235
• Log P: -13.359856
• Molar Refractivity: 303.4835 cm^3
• Polarizability: 110.124176 Å^3
• Polar Surface Area: 567.32 Å^2
• Rotatable Bonds: 36
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Apperance: lyophilized powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... AKT1(207)mouse ... AKT1(11651)rat ... AKT1(24185)

Product Information

• Purity: ≥97% (HPLC)
• Compostion: Peptide content, ≥65%
• Mol. Weight: calculated mol wt 1164

DETAILS

Sigma Aldrich - C6235

Amino Acid Sequence
Gly-Arg-Pro-Arg-Thr-Ser-Ser-Phe-Ala-Glu-Gly
Biochem/physiol Actions
Akt/PKBβ substrate.
Other Notes
Sequence from glycogen synthase kinase-3β