Basic information
- CAS
484-42-4- Standard SMILES
CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](N)CC(=O)O)C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](CC(C)C)C(=O)O- InChIKey
ORWYRWWVDCYOMK-HBZPZAIKSA-N- Molecular formula
- C62H89N17O14
- Average molar mass
- 1,296.5 g/mol
- Monoisotopic mass
- 1,295.67749053
Overview
Angiotensin I is a ten amino acid peptide formed by renin cleavage of angiotensinogen. Angiotensin I has no direct biological function except that high levels can stimulate catecholamine production. It is metabolized to its biologically active byproduct angiotensin II, a potent vasoconstrictor, by angiotensin converting enzyme (ACE) through cleavage of the two terminal amino acids. It has a role as a neurotransmitter agent and a human metabolite. It is a tautomer of an angiotensin I dizwitterion.
Names & identifiers
- Preferred name
- Angiotensin I
- IUPAC
- (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-carboxypropanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylpentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoic acid
- English name
- ANGIOTENSIN I, HUMAN
- Molecular formula
- C62H89N17O14
- Molecular weight
- 1296.48
Names & synonyms
ANGIOTENSIN IPepsitensinHuman angiotensin I9041-90-1Angiotensin I 5-isoleucineDTXSID80866222CHEBI:2718Angiotensin I, 5-L-isoleucine-Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-His-LeuLeucine, N-(N-(N-(1-(N-(N-(N-(N-(N2-L-alpha-aspartyl-L-arginyl)-L-valyl)-L-tyrosyl)-L-isoleucyl)-L-histidyl)-L-prolyl)-3-phenylalanyl)-L-histidyl)-, L-BF-ANGIOTENSIN 1RefChem:915854
Show more names
ANG IDRVYIHPFHLhuman,mouse,ratH2N-DRVYIHPFHL-OHNH2-DRVYIHPFHL-OHsh-Decapeptide-23ANGIOTENS I, HUMANAngiotensin I【rat】Angiotensin-(1-10)
DTXCID001511351(2S)-2-(((2S)-2-(((2S)-2-(((2S)-1-((2S)-2-(((2S,3S)-2-(((2S)-2-(((2S)-2-(((2S)-2-(((2S)-2-amino-3-carboxy-propanoyl)amino)-5-guanidino-pentanoyl)amino)-3-methyl-butanoyl)amino)-3-(4-hydroxyphenyl)propanoyl)amino)-3-methyl-pentanoyl)amino)-3-(1H-imidazol-5-yl)propanoyl)pyrrolidine-2-carbonyl)amino)-3-phenyl-propanoyl)amino)-3-(1H-imidazol-5-yl)propanoyl)amino)-4-methyl-pentanoic acid484-42-4ProangiotensinAngiotensin I, ile(5)-5-Ile-angiotensin IAngiotensin I (rat)Angiotensin 1, Human
Properties
Computed structural properties
- XLogP
- -1.1
- Topological polar surface area
- 496 Ų
- Hydrogen bond donors
- 16
- Hydrogen bond acceptors
- 18
- Rotatable bonds
- 37
- Heavy atoms
- 93
- Formal charge
- 0
- Complexity
- 2,550
Experimental & physicochemical properties
Collision Cross Section
474.71 Ų [M+3H]3+ [CCS Type: DT; Method: stepped-field]
550.3 Ų [M+4H]4+
Physicochemical properties
- Density
- 1.43 · 1.43±0.1 g/cm3(Predicted)
- storage temp.
- -15 °C · -15°C
- solubility
- 129.6 mg/mL · ≥129.6 mg/mL in DMSO; ≥124.2 mg/mL in H2O; ≥9.16 mg/mL in EtOH
- form
- Powder
- pka
- 3.27 · 3.27±0.10(Predicted)
- color
- White
- Water Solubility
- 1 mg/ml · Soluble to 1 mg/ml in water.
- Sequence
- H-Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-His-Leu-OH
- Cosmetics Ingredients Functions
- SKIN PROTECTINGANTIOXIDANT
- InChIKey
- LZJSGRLLNNOAJN-UTOZYGSCSA-N
- FDA UNII
- 9 C880YQG7C · 9C880YQG7C
Chemistry & industry
Pharmacology
Metabolite PathwaysAngiotensin Metabolism
Applications
UsesAngiotensin I (human) stimulates the release of aldosterone, another hormone, from the adrenal cortex. It acts as a precursor to angiotensin II. It acts as endogenous peptide substrate for angiotensin converting enzyme (ACE), precursor to the vasoconstrictor peptide angiotensin II
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
1 records
Compound notes
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