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Substance Name: Angiotensin II [INN:JAN]
RN: 4474-91-3
UNII: M089EFU921
InChIKey: CZGUSIXMZVURDU-JZXHSEFVSA-N

Note

  • An octapeptide that is a potent but labile vasoconstrictor. It is produced from angiotensin I after the removal of two amino acids at the C-terminal by ANGIOTENSIN CONVERTING ENZYME. The amino acid in position 5 varies in different species. To block VASOCONSTRICTION and HYPERTENSION effect of angiotensin II, patients are often treated with ACE INHIBITORS or with ANGIOTENSIN II TYPE 1 RECEPTOR BLOCKERS.

Molecular Formula

  • C50-H71-N13-O12

Molecular Weight

  • 1046.1899
 

Classification Codes

  • Cardiovascular Agents
  • Reproductive Effect
  • Vasoconstrictor Agents

Names and Synonyms

Name of Substance

  • Angiotensin II [INN:JAN]
  • Angiotensin II, ile(5)-

Synonyms

  • 5-Isoleucine-angiotensin II
  • 5-L-Isoleucineangiotensin II
  • Angiotensin II
  • Angiotensin II (human)
  • Angiotensin II (mouse)
  • Angiotensin II, human
  • Giapreza
  • Human angiotensin II
  • Isoleucine5-angiotensin II
  • L-Phenylalanine, N-(1-(N-(N-(N-(N-(N2-L-alpha-aspartyl-L-arginyl)-L-valyl)-L-tyrosyl)-L-isoleucyl)-L-histidyl)-L-prolyl)-
  • UNII-M089EFU921

Systematic Names

  • 5-L-Isoleucineangiotensin II
  • Alanine, N-(1-(N-(N-(N-(N-(N2-L-alpha-aspartyl-L-arginyl)-L-valyl)-L-tyrosyl)-L-isoleucyl)-L-histidyl)-L-prolyl)-3-phenyl-, L-
  • Angiotensin II, 5-L-isoleucine-

Registry Numbers

CAS Registry Number

  • 4474-91-3

FDA UNII

  • M089EFU921

Other Registry Numbers

  • 15963-93-6
  • 3773-26-0

System Generated Number

  • 0004474913

Structure Descriptors

InChI

1S/C50H71N13O12/c1-5-28(4)41(47(72)59-36(23-31-25-54-26-56-31)48(73)63-20-10-14-38(63)45(70)60-37(49(74)75)22-29-11-7-6-8-12-29)62-44(69)35(21-30-15-17-32(64)18-16-30)58-46(71)40(27(2)3)61-43(68)34(13-9-19-55-50(52)53)57-42(67)33(51)24-39(65)66/h6-8,11-12,15-18,25-28,33-38,40-41,64H,5,9-10,13-14,19-24,51H2,1-4H3,(H,54,56)(H,57,67)(H,58,71)(H,59,72)(H,60,70)(H,61,68)(H,62,69)(H,65,66)(H,74,75)(H4,52,53,55)/t28-,33-,34-,35-,36-,37-,38-,40-,41-/m0/s1

InChIKey

CZGUSIXMZVURDU-JZXHSEFVSA-N

Smiles

CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](N)CC(=O)O)C(C)C)C(=O)N[C@@H](Cc2cnc[nH]2)C(=O)N3CCC[C@H]3C(=O)N[C@@H](Cc4ccccc4)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 30800ug/kg (30.8mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 6079, 1990.
rat LD50 intravenous 17400ug/kg (17.4mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 6079, 1990.