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hygrine

Structure via PubChem · Public domain (PubChem)

EntityQ2376404· pop 22· linked from 15 articles

Also known as (R)-1-(1-methyl-2-pyrrolidinyl)-2-propanone, 1-[(2R)-1-methylpyrrolidin-2-yl]acetone, (R)-hygrine, (+)-N-methyl-2-acetonylpyrrolidine, (R)-(+)-hygrine

Hygrine is a pyrrolidine alkaloid, found mainly in coca leaves (0.2%). It was first isolated by Carl Liebermann in 1889 (along with a related compound cuscohygrine) as an alkaloid accompanying cocaine in coca. Hygrine is extracted as a thick yellow oil, having a pungent taste and odor.

Chemical data

Formula
C8H15NO
Molecular weight
141.21 g/mol
IUPAC name
1-[(2R)-1-methylpyrrolidin-2-yl]propan-2-one
SMILES
CC(=O)C[C@H]1CCCN1C
InChIKey
ADKXZIOQKHHDNQ-MRVPVSSYSA-N
XLogP
0.5
Polar surface area
20.3 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Has part
oxygen
Mass
141.115364
Show 7 more facts
canonical SMILES
CC(=O)CC1CCCN1C
chemical formula
C₈H₁₅NO
isomeric SMILES
CC(=O)C[C@H]1CCCN1C
Commons category
Hygrine
density
0.935
boiling point
194
Sources (3)

via Wikidata · CC0

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Hygrine is a pyrrolidine alkaloid, found mainly in coca leaves (0.2%). It was first isolated by Carl Liebermann in 1889 (along with a related compound cuscohygrine) as an alkaloid accompanying cocaine in coca. Hygrine is extracted as a thick yellow oil, having a pungent taste and odor.

== See also == Coca alkaloids Pseudotropine Troparil

Excerpted from Wikipedia’s “hygrine” article, available under the CC BY-SA 4.0 licence.