(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-hydroxypropanamido]-5-carbamimidamidopentanamido]propanamido]-5-carbamimidamidopentanamido]hexanamido]-4-carbamoylbutanamido]propanamido]propanamido]-3-hydroxypropanamido]-3-methylpentanamido]hexanamido]-3-methylbutanamido]propanamido]-3-methylbutanamido]-3-hydroxypropanamido]propanamido]-3-carboxypropanamido]-5-carbamimidamidopentanoic acid

• ChemBase ID: 134376
• Molecular Formular: C82H149N31O26S
• Molecular Mass: 2017.31756
• Monoisotopic Mass: 2016.10107504
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)[C@H](CS)N
• Canonical SMILES: NCCCC[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)N[C@H](C(=O)O)CCCNC(=N)N)CC(=O)O)C)CO)C(C)C)C)C(C)C)NC(=O)[C@H]([C@H](CC)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CS)N)CO)CCCNC(=N)N)C)CCCNC(=N)N)CCCCN)CCC(=O)N)C)C)CO
• InChI: InChI=1S/C82H149N31O26S/c1-12-39(6)60(78(137)105-47(21-14-16-28-84)71(130)112-58(37(2)3)76(135)100-44(11)65(124)111-59(38(4)5)77(136)110-53(33-114)73(132)99-43(10)63(122)107-52(32-57(118)119)72(131)106-51(79(138)139)24-19-31-95-82(91)92)113-75(134)55(35-116)108-64(123)41(8)96-61(120)40(7)97-68(127)50(25-26-56(86)117)104-69(128)46(20-13-15-27-83)102-70(129)49(23-18-30-94-81(89)90)101-62(121)42(9)98-67(126)48(22-17-29-93-80(87)88)103-74(133)54(34-115)109-66(125)45(85)36-140/h37-55,58-60,114-116,140H,12-36,83-85H2,1-11H3,(H2,86,117)(H,96,120)(H,97,127)(H,98,126)(H,99,132)(H,100,135)(H,101,121)(H,102,129)(H,103,133)(H,104,128)(H,105,137)(H,106,131)(H,107,122)(H,108,123)(H,109,125)(H,110,136)(H,111,124)(H,112,130)(H,113,134)(H,118,119)(H,138,139)(H4,87,88,93)(H4,89,90,94)(H4,91,92,95)/t39-,40-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,58-,59-,60-/m0/s1
• InChIKey: NAPSKHHWYAWPQX-YJTOHMMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-hydroxypropanamido]-5-carbamimidamidopentanamido]propanamido]-5-carbamimidamidopentanamido]hexanamido]-4-carbamoylbutanamido]propanamido]propanamido]-3-hydroxypropanamido]-3-methylpentanamido]hexanamido]-3-methylbutanamido]propanamido]-3-methylbutanamido]-3-hydroxypropanamido]propanamido]-3-carboxypropanamido]-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-hydroxypropanamido]-5-carbamimidamidopentanamido]propanamido]-5-carbamimidamidopentanamido]hexanamido]-4-carbamoylbutanamido]propanamido]propanamido]-3-hydroxypropanamido]-3-methylpentanamido]hexanamido]-3-methylbutanamido]propanamido]-3-methylbutanamido]-3-hydroxypropanamido]propanamido]-3-carboxypropanamido]-5-carbamimidamidopentanoic acid
• Synonyms: Cys-Laminin A chain 2091-2108; Cys-Ser-Arg-Ala-Arg-Lys-Gln-Ala-Ala-Ser-Ile-Lys-Val-Ala-Val-Ser-Ala-Asp-Arg

Database IDs

• CAS Number: 123063-31-0
• MDL Number: MFCD00079983
• PubChem SID: 162228652
• PubChem CID: 71308798

CALCULATED PROPERTIES

• Acid pKa: 3.116391
• H Acceptors: 38
• H Donor: 37
• LogD (pH = 5.5): -28.996115
• LogD (pH = 7.4): -26.457733
• Log P: -18.754457
• Molar Refractivity: 529.3455 cm^3
• Polarizability: 195.20078 Å^3
• Polar Surface Area: 965.94 Å^2
• Rotatable Bonds: 70
• Lipinski's Rule of Five: false

PROPERTIES

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 ... LAMA1(284217)

Product Information

• Purity: ≥90% (HPLC)

DETAILS

Sigma Aldrich - C6171

Amino Acid Sequence
Cys-Ser-Arg-Ala-Arg-Lys-Gln-Ala-Ala-Ser-Ile-Lys-Val-Ala-Val-Ser-Ala-Asp-Arg
Biochem/physiol Actions
Supports neurite outgrowth and stimulates neuronal-like process formation.