albutensin A   Click here for help

GtoPdb Ligand ID: 10226

Compound class: Peptide
Comment: Albutensin A is a serum albumin-derived peptide [1]. It acts as an agonist of the complement C3a and C5a receptors [2].
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CCCN=C(N)N)C)C(C)C)CO)Cc1c[nH]c2c1cccc2)C)NC(=O)C(NC(=O)C(N)C)CC(C)C
Isomeric 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)O)CCCN=C(N)N)C)C(C)C)CO)Cc1c[nH]c2c1cccc2)C)NC(=O)[C@@H](NC(=O)[C@@H](N)C)CC(C)C
InChI InChI=1S/C46H76N14O11/c1-23(2)19-33(57-37(62)25(5)48)41(66)55-31(15-10-11-17-47)40(65)53-26(6)39(64)58-34(20-28-21-52-30-14-9-8-13-29(28)30)42(67)59-35(22-61)43(68)60-36(24(3)4)44(69)54-27(7)38(63)56-32(45(70)71)16-12-18-51-46(49)50/h8-9,13-14,21,23-27,31-36,52,61H,10-12,15-20,22,47-48H2,1-7H3,(H,53,65)(H,54,69)(H,55,66)(H,56,63)(H,57,62)(H,58,64)(H,59,67)(H,60,68)(H,70,71)(H4,49,50,51)/t25-,26-,27-,31-,32-,33-,34-,35-,36-/m0/s1
InChI Key CWUCHJAUTZCVMY-YUIUFFEESA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
References
1. Ohinata K, Inui A, Asakawa A, Wada K, Wada E, Yoshikawa M. (2002)
Albutensin A and complement C3a decrease food intake in mice.
Peptides, 23 (1): 127-33. [PMID:11814627]
2. Takahashi M, Moriguti S, Minami T, Suganuma H, Shiota A, Takenaka Y, Tani F, Sasaki R, Yoshikawa M. (1998)
Albutensin A, an ileum-contracting peptide derived from serum albumin, acts through both receptors for complement C3a, and C5a.
Peptide Science, 4: 1.7. DOI: 10.1016/S0196-9781(01)00588-5
3. Yoshikawa M. (2015)
Bioactive peptides derived from natural proteins with respect to diversity of their receptors and physiological effects.
Peptides, 72: 208-25. [PMID:26297549]