Indospicin

Structural formula
General
Surname	Indospicin
other names	L -2-amino-6-amidinocaproic acid
Molecular formula	C 7 H 15 N 3 O 2
External identifiers / databases
CAS number 16377-00-7 PubChem 108010 ChemSpider 97122 Wikidata Q1661793
properties
Molar mass	173.21 g mol −1
Physical state	firmly
safety instructions
GHS hazard labeling no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

L- Indospicin [Synonym: ( S ) -Indospicin] is a toxic , non- proteinogenic amino acid from the legume Indigofera endecaphylla . There it occurs in amounts of up to 0.15% in the herb and up to 2.0% in the seeds.

This plant is used as a forage plant in tropical areas. The offspring of pregnant animals who eat the plant suffer an embryopathic syndrome, which is characterized by cleft palates , dwarfism and acute liver damage . Furthermore, were also liver cirrhosis observed. However, no poisoning has been reported in humans.

The toxic effects (eg it for certain equine diseases blamed.) Are based on the action than L - arginine - antimetabolite and consequent impairment of protein biosynthesis. It also inhibits the constitutive and inducible NO synthases and is teratogenic .

L- indospicin is also found in other Indigofera species such as Indigofera mucronata and is suspected in some others. Since these also contain the poisons canavanine and hiptagenic acid in addition to indospicin , there are sometimes contradicting statements in the literature about the nature and strength of the toxicity of plants.

literature

• Eberhard Teuscher and Ulrike Lindequist: Biogenic poisons . 3rd edition, Wissenschaftliche Verlagsgesellschaft Stuttgart.

Individual evidence

1. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
2. ^ Robert Hegnauer, Minie Hegnauer: Chemotaxonomy of plants ; ISBN 978-3-7643-6269-0 .