Physicochemical Properties
Molecular Formula | C40H62N12O9 |
Molecular Weight | 855.00 |
Exact Mass | 854.476 |
CAS # | 1176306-10-7 |
PubChem CID | 44192273 |
Appearance | White to off-white solid powder |
Density | 1.4±0.1 g/cm3 |
Index of Refraction | 1.657 |
LogP | 0.12 |
Hydrogen Bond Donor Count | 11 |
Hydrogen Bond Acceptor Count | 12 |
Rotatable Bond Count | 23 |
Heavy Atom Count | 61 |
Complexity | 1540 |
Defined Atom Stereocenter Count | 8 |
SMILES | CC[C@H](C)[C@@H](C(=O)N[C@@H](CC1=CN=CN1)C(=O)N2CCC[C@H]2C(=O)O)NC(=O)[C@H](CC3=CC=C(C=C3)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](C)N |
InChi Key | QVMYBFKDLPBYSO-GIGALADGSA-N |
InChi Code | InChI=1S/C40H62N12O9/c1-6-22(4)32(37(58)49-29(18-25-19-44-20-46-25)38(59)52-16-8-10-30(52)39(60)61)51-35(56)28(17-24-11-13-26(53)14-12-24)48-36(57)31(21(2)3)50-34(55)27(47-33(54)23(5)41)9-7-15-45-40(42)43/h11-14,19-23,27-32,53H,6-10,15-18,41H2,1-5H3,(H,44,46)(H,47,54)(H,48,57)(H,49,58)(H,50,55)(H,51,56)(H,60,61)(H4,42,43,45)/t22-,23-,27-,28-,29-,30-,31-,32-/m0/s1 |
Chemical Name | (2S)-1-[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-aminopropanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylpentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carboxylic acid |
HS Tariff Code | 2934.99.9001 |
Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
ln Vitro | Alamandine is made either directly from angiotensin 1-7 (Ang-(1-7)) or via ACE2 catalyzing Ang A. It is produced from angiotensin II (Ang II) by the Ang II converting enzyme 2 (ACE2), and because of this, it has protective (vasodilatory) qualities. It is possible to decarboxylate Ang (1–7) to produce the peptide alamandine. Another endogenous peptide that can be found in human blood is alamandine [1]. In primary endothelial and mesangial cells, alamandine raises the concentration of cAMP, which also suggests Gs coupling [2]. Leptin secretion, expression, and blood levels are all reduced by amandine. In both isolated adipocytes and adipose tissue, alamandine stimulates the expression of plasminogen activator inhibitor-1 (PAI-1) and iNOS [2]. |
ln Vivo | After six weeks of treatment with alamandine (0.15 μL/h; given by mini-osmotic pump), hypertension was improved and left ventricular (LV) function was compromised in patients with SHR. Additionally, it slowed the growth of the cross-sectional area of myocardial cells, decreased the mass increase of the heart and lungs in SHR, and decreased the levels of brain and atrial natriuretic peptide mRNA[3]. |
Animal Protocol |
Animal/Disease Models: Male spontaneously hypertensive rats (SHRs, 50weeks old)[3] Doses: 0.15 μL/h (~50 μg/kg/day) Route of Administration: Administered by mini-osmotic pumps; for 6 weeks Experimental Results: Attenuated hypertension , alleviated cardiac hypertrophy, and improved LV function. |
References |
[1]. Alamandine: a new member of the angiotensin family. Curr Opin Nephrol Hypertens. 2014 Mar;23(2):130-4. [2]. Johanna Schleifenbaum. Alamandine and Its Receptor MrgD Pair Up to Join the Protective Arm of the Renin-Angiotensin System. Front Med (Lausanne). 2019 Jun 11;6:107. [3]. Alamandine attenuates hypertension and cardiac hypertrophy in hypertensive rats. Amino Acids. 2018 Aug;50(8):1071-1081. |
Additional Infomation | Alamandine is a peptide. |
Solubility Data
Solubility (In Vitro) | H2O: 25 mg/mL (29.24 mM) |
Solubility (In Vivo) |
Solubility in Formulation 1: 25 mg/mL (29.24 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with heating and sonication.  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 1.1696 mL | 5.8480 mL | 11.6959 mL | |
5 mM | 0.2339 mL | 1.1696 mL | 2.3392 mL | |
10 mM | 0.1170 mL | 0.5848 mL | 1.1696 mL |