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Substance Name: Octreotide acetate [USAN:JAN]
RN: 79517-01-4
UNII: 75R0U2568I
InChIKey: XQEJFZYLWPSJOV-XJQYZYIXSA-N

Notes

  • A potent, long-acting synthetic SOMATOSTATIN octapeptide analog that inhibits secretion of GROWTH HORMONE and is used to treat hormone-secreting tumors; DIABETES MELLITUS; HYPOTENSION, ORTHOSTATIC; HYPERINSULINISM; hypergastrinemia; and small bowel fistula.
  • A potent, long-acting synthetic SOMATOSTATIN octapeptide analog that inhibits secretion of GROWTH HORMONE and is used to treat hormone-secreting tumors; DIABETES MELLITUS; HYPOTENSION, ORTHOSTATIC; HYPERINSULINISM; hypergastrinemia; and small bowel fistula.

Molecular Formula

  • C49-H66-N10-O10-S2.x-C2-H4-O2

Molecular Weight

  • 1079.304
 

Classification Codes

  • Antisecretory (Gastric)
  • Drug / Therapeutic Agent
  • Human Data

Names and Synonyms

Name of Substance

  • Octreotide acetate [USAN:JAN]

Synonyms

  • CCRIS 8708
  • D-Phenylalanyl-L-cysteinyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-N-((1R,2R)-2-hydroxy-1-(hydroxymethyl)propyl)-L-cysteinamide cyclic (2-7)-disulfide acetate (salt)
  • D-Phenylalanyl-L-cysteinyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-N-((1R,2R)-2-hydroxy-1-(hydroxymethyl)propyl)-L-cysteinamide cyclic (2->7)-disulfide acetate (salt)
  • D-Phenylalanyl-L-hemicystyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-L-hemicystyl-L-threoninol cyclic (2-7)-disulfide acetate (salt)
  • D-Phenylalanyl-L-hemicystyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-L-hemicystyl-L-threoninol cyclic (2->7)-disulfide acetate (salt)
  • L-Cysteinamide, D-phenylalanyl-L-cysteinyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-N-(2-hydroxy-1-(hydroxymethyl)propyl)-, cyclic (2-7)-disulfide, (R-(R*,R*))-, acetate (salt)
  • Octreotide acetate
  • Octreotide acetate (preservative free)
  • Octreotide Acetate Depot
  • Sandostatin
  • Sandostatin LAR
  • Sandostatin LAR Depot
  • Sandostatine
  • SMS 201-995
  • SMS 201-995 ac
  • UNII-75R0U2568I

Systematic Name

  • L-Cysteinamide, D-phenylalanyl-L-cysteinyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-N-(2-hydroxy-1-(hydroxymethyl)propyl)-, cyclic(2-7)-disulfide, (R-(R*,R*))-, acetate (salt)

Registry Numbers

CAS Registry Number

  • 79517-01-4

FDA UNII

  • 75R0U2568I

Related Registry Number

  • 83150-76-9 (Parent)

System Generated Number

  • 0079517014

Molecular Formulas

Molecular Formula

  • C49-H66-N10-O10-S2.x-C2-H4-O2

Molecular Formula Fragments

  • C2-H4-O2
  • C49-H66-N10-O10-S2
  • COMPONENT

Structure Descriptors

InChI

1S/C49H66N10O10S2.C2H4O2/c1-28(61)39(25-60)56-48(68)41-27-71-70-26-40(57-43(63)34(51)21-30-13-5-3-6-14-30)47(67)54-37(22-31-15-7-4-8-16-31)45(65)55-38(23-32-24-52-35-18-10-9-17-33(32)35)46(66)53-36(19-11-12-20-50)44(64)59-42(29(2)62)49(69)58-41;1-2(3)4/h3-10,13-18,24,28-29,34,36-42,52,60-62H,11-12,19-23,25-27,50-51H2,1-2H3,(H,53,66)(H,54,67)(H,55,65)(H,56,68)(H,57,63)(H,58,69)(H,59,64);1H3,(H,3,4)/t28-,29-,34-,36+,37+,38-,39-,40+,41+,42+;/m1./s1

InChIKey

XQEJFZYLWPSJOV-XJQYZYIXSA-N

Smiles

C[C@@H](O)[C@@H](CO)NC(=O)[C@@H]1CSSC[C@H](NC(=O)[C@H](N)Cc2ccccc2)C(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@H](Cc4c[nH]c5ccccc45)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1.CC(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 subcutaneous > 20mg/kg (20mg/kg)   Drugs in Japan Vol. -, Pg. 240, 1990.
man TDLo subcutaneous 1429ug/kg (1.429mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF ENDOCRINE PANCREAS
Lancet. Vol. 348, Pg. 1668, 1996.
man TDLo subcutaneous 2587ug/kg (2.587mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF ENDOCRINE PANCREAS
Lancet. Vol. 348, Pg. 1668, 1996.
mouse LD subcutaneous > 100mg/kg (100mg/kg) BEHAVIORAL: ATAXIA

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 21, Pg. 5151, 1987.
mouse LD50 intravenous 72300ug/kg (72.3mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 22, Pg. 967, 1991.
rat LD subcutaneous > 50mg/kg (50mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER TOPICAL EXPOSURE"

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Kiso to Rinsho. Clinical Report. Vol. 21, Pg. 5151, 1987.
rat LD50 intravenous 18100ug/kg (18.1mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 22, Pg. 967, 1991.