Collagen repeating unit
Athanor · official
C12H19N3O5 · 285.3 g/mol
IUPAC name: (2S,4R)-1-[(2S)-1-(2-aminoacetyl)pyrrolidine-2-carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid
Also called Gly-Pro-Hyp, collagen triple helix repeat, collagen
Names and identifiers
- IUPAC name
- (2S,4R)-1-[(2S)-1-(2-aminoacetyl)pyrrolidine-2-carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid
- Synonyms
- Gly-Pro-Hyp, collagen triple helix repeat, collagen
+ 30 more
glycyl-prolyl-hydroxyproline, RefChem:144004, H-Gly-Pro-Hyp-OH, Glycylprolylhydroxyproline, Tripeptide-29, Tripeptide 29, MFCD00037343, (2S,4R)-1-[(2S)-1-(2-aminoacetyl)pyrrolidine-2-carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid, X6346H6PUM, (2S,4R)-1-((S)-1-(2-Aminoacetyl)pyrrolidine-2-carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid, L-Proline, glycyl-L-prolyl-4-hydroxy-, (4R)-, (2S,4R)-1-(((2S)-1-(Aminoacetyl)-2-pyrrolidinyl)carbonyl)-4-hydroxy-2-pyrrolidinecarboxylic acid, CollagenTripeptide, GLY-PRO-HYDROXY-PRO, UNII-X6346H6PUM, orb1942566, SCHEMBL3942552, CHEBI:193240, SZEOBSAZWJLOGY-VGMNWLOBSA-N, DTXSID801311276, HY-A0299, DA-74148, FG109052, Glycyl-L-prolyl-(4R)-4-hydroxy-L-proline, CS-0137730, gly-pro-hydroxy-pro W/approx.*6% isopropanol, G77515, T82200, (2S,4R)-1-(glycyl-L-prolyl)-4-hydroxypyrrolidine-2-carboxylic acid, (2S,4R)-1-[(2S)-1-(2-aminoacetyl)pyrrolidine-2-carbonyl]-4-hydroxy-pyrrolidine-2-carboxylic acid
- Molecular formula
- C12H19N3O5
- Empirical formula
- C12H19N3O5
- Molecular weight
- 285.3 g/mol
- Exact mass
- 285.13247
- CAS number
- 52899-08-8
- PubChem CID
- 11778669
- Canonical SMILES
- C1CC(N(C1)C(=O)CN)C(=O)N2CC(CC2C(=O)O)O
- Isomeric SMILES
- C1C[C@H](N(C1)C(=O)CN)C(=O)N2C[C@@H](C[C@H]2C(=O)O)O
- InChI
- InChI=1S/C12H19N3O5/c13-5-10(17)14-3-1-2-8(14)11(18)15-6-7(16)4-9(15)12(19)20/h7-9,16H,1-6,13H2,(H,19,20)/t7-,8+,9+/m1/s1
- InChIKey
- SZEOBSAZWJLOGY-VGMNWLOBSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 20
- Rings
- 2
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.75
- H-bond donors
- 3
- H-bond acceptors
- 5 computed here · PubChem 6
- Rotatable bonds
- 3
- TPSA (Ų)
- 124.2 computed here · PubChem 124
- Formal charge
- 0
- XLogP3
- -4.3 PubChem
- Complexity
- 427 PubChem
- Stereocenters
- 3 definedCIP: C9: S · C14: R · C17: S
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C50.52%
- H6.71%
- N14.73%
- O28.04%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- -2.02 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -0.14 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.35 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 285.3
- log P ≤ 5 (Crippen): -2.02
- H-bond donors ≤ 5: 3
- H-bond acceptors ≤ 10: 5
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: Angene Chemical, Molport, AA BLOCKS.
Always read the supplier’s safety data sheet before working with it.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.