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Substance Name: Hypoglycin
RN: 156-56-9
UNII: 7GB7U7M282
InChIKey: OOJZCXFXPZGUBJ-RITPCOANSA-N

Classification Codes

  • Natural Product
  • Reproductive Effect

Molecular Formula

  • C7-H11-N-O2

Molecular Weight

  • 141.1689
 
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Names and Synonyms

Name of Substance

  • Hypoglycin
  • Hypoglycine A

Synonyms

  • 2-Amino-4,5-methylenehex-5-enoic acid
  • 2-Methylenecyclopropanealanine
  • 2-Methylenecyclopropanylalanine
  • alpha-Amino-2-methylenecyclopropanepropanoic acid
  • alpha-Amino-2-methylenecyclopropanepropionic acid
  • alpha-Amino-beta-(2-methylenecyclopropyl)propionic acid
  • alpha-Aminomethylenecyclopropanepropionic acid
  • beta-(Methylenecyclopropyl)alanine
  • beta-(Methylenecyclopropyl)alanine (VAN)
  • Cyclopropanealanine, 2-methylene, L-
  • Cyclopropanealanine, 2-methylene-
  • Cyclopropanepropanoic acid, alpha-amino-2-methylene-
  • Cyclopropanepropionic acid, alpha-amino-2-methylene-, L-(+)-
  • HSDB 3496
  • Hypoglycin
  • Hypoglycin A
  • Hypoglycine
  • Hypoglycine A
  • L-alpha-Amino-beta-methylenecyclopropanepropionic acid
  • NSC 303803
  • UNII-7GB7U7M282

Systematic Names

  • Cyclopropanepropanoic acid, alpha-amino-2-methylene- (9CI)
  • Cyclopropanepropionic acid, alpha-amino-2-methylene-, L-(+)-

Registry Numbers

CAS Registry Number

  • 156-56-9

FDA UNII

  • 7GB7U7M282

Other Registry Numbers

  • 14057-72-8
  • 14057-73-9
  • 22169-48-8

System Generated Number

  • 0000156569

Structure Descriptors

InChI

1S/C7H11NO2/c1-4-2-5(4)3-6(8)7(9)10/h5-6H,1-3,8H2,(H,9,10)/t5-,6+/m1/s1

InChIKey

OOJZCXFXPZGUBJ-RITPCOANSA-N

Smiles

N[C@@H](C[C@H]1CC1=C)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 40mg/kg (40mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 121, Pg. 272, 1957.
monkey LDLo intravenous 20mg/kg (20mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 121, Pg. 272, 1957.
mouse LDLo intravenous 62mg/kg (62mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
Journal of Pharmacology and Experimental Therapeutics. Vol. 121, Pg. 272, 1957.
pigeon LDLo intravenous 25mg/kg (25mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 121, Pg. 272, 1957.
rabbit LDLo intravenous 10mg/kg (10mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

ENDOCRINE: HYPOGLYCEMIA

BEHAVIORAL: ATAXIA
Journal of Pharmacology and Experimental Therapeutics. Vol. 121, Pg. 272, 1957.
rat LD50 intraperitoneal 97mg/kg (97mg/kg)   West Indian Medical Journal. Vol. 16, Pg. 193, 1967.
rat LD50 oral 98mg/kg (98mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: NAUSEA OR VOMITING
British Journal of Pharmacology and Chemotherapy. Vol. 13, Pg. 125, 1958.
rat LDLo intravenous 30mg/kg (30mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
Journal of Pharmacology and Experimental Therapeutics. Vol. 121, Pg. 272, 1957.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 282 deg C   EXP
log P (octanol-water) -1.290 (none)   EST
Atmospheric OH Rate Constant 9.11E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.