Asn-Arg-Val-Tyr-Val-His-Pro-Phe

ID: ALA409803

Chembl Id: CHEMBL409803

Cas Number: 53-73-6

PubChem CID: 10351092

Max Phase: Phase

Molecular Formula: C49H70N14O11

Molecular Weight: 1031.19

Molecule Type: Protein

Names and Identifiers

Synonyms: Asn-arg-val-tyr-val-his-pro-phe | NSC-107678 | Angiotensin amide|ANGIOTENSINAMIDE|53-73-6|Hypertensine|Hypertensinamide|Angiotensin II-amide|Val-5-angiotensin II amide|5-Valyl-angiotensin II amide|5-Valine angiotensin II amide|5-Valine-angiotensin amide II|Angiotensin II amide 5-valine|Angiotensin II-5-valine amide|Angiotensin amide, 5-L-valine-|Angiotensin II, 1-L-asparagine-5-L-valine-|5-L-Valine-angiotensin II amide|Ipertensina|Asn-Arg-Val-Tyr-Val-His-Pro-Phe|Angiotensin II amide, 5-L-valine-Show More⌵

Canonical SMILES:  CC(C)[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](N)CC(N)=O)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@H](C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)O)C(C)C

Standard InChI:  InChI=1S/C49H70N14O11/c1-26(2)39(61-42(67)33(12-8-18-55-49(52)53)57-41(66)32(50)23-38(51)65)45(70)58-34(20-29-14-16-31(64)17-15-29)43(68)62-40(27(3)4)46(71)59-35(22-30-24-54-25-56-30)47(72)63-19-9-13-37(63)44(69)60-36(48(73)74)21-28-10-6-5-7-11-28/h5-7,10-11,14-17,24-27,32-37,39-40,64H,8-9,12-13,18-23,50H2,1-4H3,(H2,51,65)(H,54,56)(H,57,66)(H,58,70)(H,59,71)(H,60,69)(H,61,67)(H,62,68)(H,73,74)(H4,52,53,55)/t32-,33-,34-,35-,36-,37-,39-,40-/m0/s1

Standard InChI Key:  JYPVVOOBQVVUQV-CGHBYZBKSA-N

Alternative Forms

1. Parent:

   

   ALA409803

   ANGIOTENSIN AMIDE

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1031.19

Molecular Weight (Monoisotopic): 1030.5348

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References

1. Hsieh KH, Marshall GR..  (1986)  Role of the C-terminal carboxylate in angiotensin II activity: alcohol, ketone, and ester analogues of angiotensin II.,  29  (10): [PMID:3761315] [10.1021/jm00160a028]

2. Samanen J, Narindray D, Cash T, Brandeis E, Adams W, Yellin T, Eggleston D, DeBrosse C, Regoli D..  (1989)  Potent angiotensin II antagonists with non-beta-branched amino acids in position 5.,  32  (2): [PMID:2913307] [10.1021/jm00122a030]

3. Hsieh KH, LaHann TR, Speth RC..  (1989)  Topographic probes of angiotensin and receptor: potent angiotensin II agonist containing diphenylalanine and long-acting antagonists containing biphenylalanine and 2-indan amino acid in position 8.,  32  (4): [PMID:2704034] [10.1021/jm00124a028]

4. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

5. Hsieh K, Jorgensen EC, Lee TC..  (1979)  Angiotensin II analogues. 12. Role of the aromatic ring of position 8 phenylalanine in pressor activity.,  22  (9): [PMID:490548] [10.1021/jm00195a005]

6. Galardy RE, Stafford SS, Schaefer ML, Ho H, La Vorgna KA, Jamieson JD..  (1978)  Biologically active derivatives of angiotensin for labeling cellular receptors.,  21  (12): [PMID:214560] [10.1021/jm00210a020]

7. WHO Anatomical Therapeutic Chemical Classification, 

Source

Source(3):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names
• WHO Anatomical Therapeutic Chemical Classification