16377-00-7

Basic information

• Product Name: indospicine
• Synonyms: indospicine;(2S)-2,7-Diamino-7-iminoheptanoic acid;(S)-2,7-Diamino-7-iminoheptanoic acid;L-indospicine
• CAS NO: 16377-00-7
• Molecular Formula: C7H15N3O2
• Molecular Weight: 173.21
• Mol File: 16377-00-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 350.1°Cat760mmHg
• Flash Point: 165.5°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 7.77E-06mmHg at 25°C
• Refractive Index: 1.562
• PKA: 2.52±0.24(Predicted)
• CAS DataBase Reference: indospicine(CAS DataBase Reference)
• NIST Chemistry Reference: indospicine(16377-00-7)
• EPA Substance Registry System: indospicine(16377-00-7)

Safety Data

• Hazardous Substances Data: 16377-00-7(Hazardous Substances Data)

Usage

Uses

Indospicine combined with arginine deprivation triggers cancer cell death via caspase-dependent apoptosis.

Definition

ChEBI: An alpha-amino acid that is 2,7-diaminoheptanoic acid substituted by a imino group at position 7 (the 2S stereoisomer).

InChI:InChI=1/C7H15N3O2/c8-5(7(11)12)3-1-2-4-6(9)10/h5H,1-4,8H2,(H3,9,10)(H,11,12)/t5-/m0/s1

Upstream product

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• 475603-50-0 ethyl (S)-2-(((benzyloxy)carbonyl)amino)-6-cyanohexanoate 
• 475603-48-6 (S)-2-benzyloxycarbonylamino-6-hydroxyhexanoic acid ethyl ester 
• 102922-72-5 (S)-2-(((benzyloxy)carbonyl)amino)-6-hydroxyhexanoic acid 
• 657-27-2 L-Lysine hydrochloride 
• 14511-39-8 2(S)-2-amino-6-(benzylideneamino)hexanoic acid 
• 2212-75-1 N₂-[(benzyloxy)carbonyl]-L-lysine 
• 475603-51-1 ethyl 2(S)-2-(benzyloxycarbonylamino)-7-amino-7-iminoheptanoate 
• 735271-73-5 methyl 2(S)-2-(benzyloxycarbonylamino)-7-amino-7-iminoheptanoate 
• 32245-65-1 (D,L)-Cbz-ε-hydroxynorleucine 
• 32097-48-6 Aethyl 2-Benzyloxycarbonylamino-6-hydroxyhexanoat 
• 5462-80-6 rac-6-hydroxynorleucine 
• 28484-49-3 DL-5-(δ-bromobutyl)hydantoin 
• 5458-06-0 5-(4-hydroxybutyl)hydantoin 

Related news

The effects of indospicine (cas 16377-00-7) on bone marrow cells in liquid culture08/06/2019

SummaryIn vitro studies with both liver homogenates and actively growing cells in culture have shown that indospicine, a structural analogue of arginine, can competitively inhibit arginine metabolism. In this report a further example of such an action is presented. Mouse bone marrow cells were c...detailed

Assessing the risk of residues of the toxin indospicine (cas 16377-00-7) in bovine muscle and liver from north-west Australia08/05/2019

Indospicine is a natural toxin occurring only in Indigofera plant species, including the Australian native species I. linnaei. These perennial legumes are resistant to drought and palatable to grazing livestock including cattle. Indospicine accumulates in the tissues (including muscle) of animal...detailed

indospicine (cas 16377-00-7) cytotoxicity and transport in human cell lines08/04/2019

Indospicine, a non-proteinogenic analogue of arginine, occurs only in Indigofera plant species and accumulates in the tissues of animals grazing on Indigofera. Canine deaths have resulted from the consumption of indospicine-contaminated meat but only limited information is available regarding in...detailed

Relevant articles and documents

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THE BIOCHEMICAL BASIS FOR THE DELETERIOUS EFFECTS OF L-CANAVANINE

L-Cavanine, L-2-amino-4-(guanidinooxy)butyric acid, is a potentially toxic analogue of L-arginine.Canavanine-sensitive organism activate and aminoacylate this non-protein amino acid and thereby create structurally aberrant, canavanine-containing proteins.Incorporation of canavanine into protein can alter the conformation and disrupt the function of the native macromolecule.Production of functionally impaired, canavanyl proteins affects developmental processes and contributes significantly to the expression of canavanine's potent antimetabolic properties in insects.Key Word Index: Canavalia ensiformis; Leguminosae; L-canavanine; non-protein amino acid; toxicity; canavanyl proteins; insects.