Retronecine

Modify Date: 2025-08-26 14:00:39

Retronecine Structure
Retronecine structure
Common Name Retronecine
CAS Number 480-85-3 Molecular Weight 155.19400
Density 1.29g/cm3 Boiling Point 291.3ºC at 760mmHg
Molecular Formula C8H13NO2 Melting Point 119-120°
MSDS Chinese USA Flash Point 161.4ºC

 Use of Retronecine


Retronecine ((+)-Retronecine) is a pyrrolizidine alkaloid found in a variety of plants. Retronecine is the most common central core for other pyrrolizidine alkaloids[1].

 Names

Name (1R,7aR)-7-(Hydroxymethyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-ol
Synonym More Synonyms

 Retronecine Biological Activity

Description Retronecine ((+)-Retronecine) is a pyrrolizidine alkaloid found in a variety of plants. Retronecine is the most common central core for other pyrrolizidine alkaloids[1].
Related Catalog
References

[1]. Joshua C. Smith, et al. Studies Towards the Total Synthesis of (+)- Retronecine and Anthracimycin. September 2016.

 Chemical & Physical Properties

Density 1.29g/cm3
Boiling Point 291.3ºC at 760mmHg
Melting Point 119-120°
Molecular Formula C8H13NO2
Molecular Weight 155.19400
Flash Point 161.4ºC
Exact Mass 155.09500
PSA 43.70000
Vapour Pressure 0.000211mmHg at 25°C
Index of Refraction 1.611
InChIKey HJSJELVDQOXCHO-HTQZYQBOSA-N
SMILES OCC1=CCN2CCC(O)C12

 Safety Information

RIDADR UN 1544
RTECS VH7175000
Packaging Group III
Hazard Class 6.1(b)

 Articles26

More Articles
Diversity of pyrrolizidine alkaloids in native and invasive Senecio pterophorus (Asteraceae): implications for toxicity.

Phytochemistry 108 , 137-46, (2014)

Changes in plant chemical defenses after invasion could have consequences on the invaded ecosystems by modifying the interactions between plants and herbivores and facilitating invasion success. Howev...

Transfer of [3H]pyrrolizidine alkaloids from Senecio vulgaris L. and metabolites into rat milk and tissues.

Toxicol. Lett. 17(3-4) , 283-8, (1983)

[3H]Retronecine and [3H]necic acid-labelled senecionine and seneciphylline were prepared biosynthetically with seedlings of Senecio vulgaris L. using [2,3-3H]putrescine and [4,5-3H]isoleucine, respect...

In vivo covalent binding of retronecine-labelled [3H]seneciphylline and [3H]senecionine to DNA of rat liver, lung and kidney.

Chem. Biol. Interact. 54(1) , 57-69, (1985)

Retronecine-labelled [3H]seneciphylline ([3H]SPH) and [3H]senecionine ([3H]SON) of high specific radioactivity (22 and 49 mCi/mmol, respectively) were prepared biosynthetically with seedlings of Senec...

 Synonyms

(1R,7aR)-7-hydroxymethyl-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-ol
Hopeaphenol
(1R-trans)-2,3,5,7a-Tetrahydro-1-hydroxy-1H-pyrrolizine-7-methanol
Retronecine
(1R,6S,7R,11bR)-1-(3,4-dihydroxyphenyl)-1,6,7,11b-tetrahydro-6-[(1R,6S,7R,11bR)-1,6,7,11b-tetrahydro-4,8,10-trihydroxy-1,7-bis(4-hydroxyphenyl)benzo[6,7]cyclohepta[1,2,3-cd]benzofuran-6-yl]-7-(4-hydroxyphenyl)benzo[6,7]cyclohepta[1,2,3-cd]benzofuran-4,8,10-triol
(7aR)-7-Hydroxymethyl-(7ar)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1t-ol
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