CAS 15503-86-3: Retrorsine, N-oxide
Description:Retrorsine N-oxide is a chemical compound classified as a pyrrolizidine alkaloid N-oxide. It is derived from retrorsine, which is known for its potential toxicity and hepatotoxic effects. The N-oxide form is characterized by the presence of an oxygen atom bonded to the nitrogen atom in the pyrrolizidine structure, which can influence its biological activity and toxicity. Retrorsine N-oxide is typically found in certain plant species, particularly those in the family Asteraceae. Its structural features include a bicyclic framework, which is common among pyrrolizidine alkaloids, and it may exhibit various pharmacological properties. However, like many alkaloids, it can pose health risks, including liver damage and carcinogenic effects, particularly with prolonged exposure or ingestion. Due to these potential hazards, the study of retrorsine N-oxide is significant in toxicology and pharmacology, especially concerning its implications in herbal medicine and food safety. Proper handling and awareness of its toxicological profile are essential in research and applications involving this compound.
Formula:C18H25NO7
InChI:InChI=1S/C18H25NO7/c1-3-12-8-11(2)18(23,10-20)17(22)25-9-13-4-6-19(24)7-5-14(15(13)19)26-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-,19?/m1/s1
InChI key:InChIKey=IDIMIWQPUHURPV-WTWIWYCDSA-N
SMILES:O=C1OC2CCN3(=O)CC=C(COC(=O)C(O)(CO)C(C)CC1=CC)C23
- Synonyms:
- (1,6)Dioxacyclododecino(2,3,4-gh)pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-(hydroxymethyl)-5-methyl-, 14-oxide, (3Z,5R,6S,14aR,14bR)-
- (5R,6S,14aR)-3-ethylidene-6-hydroxy-6-(hydroxymethyl)-5-methyl-3,4,5,6,9,11,13,14,14a,14b-decahydro[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione 12-oxide
- (5R,6S,14aR,14bR)-3-ethylidene-6-hydroxy-6-(hydroxymethyl)-5-methyl-3,4,5,6,9,11,13,14,14a,14b-decahydro[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione 12-oxide
- 12,18-Dihydroxysenecionan-11,16-dione 4-oxide
- Brn 0058804
- Ccris 4339
- Hsdb 3499
- Isatidine
- Retrorsine N-oxide
- Retrorsine oxide
- See more synonyms
- Senecionan-11,16-dione, 12,18-dihydroxy-, 4-oxide
- Senecionan-11,16-dione, 12,18-dihydroxy-, 4-oxide (9CI)
- [1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-(hydroxymethyl)-5-methyl-, 12-oxide, (3Z,5R,6S,14aR,14bR)-
- cis-Retronecic acid ester of retronecine-N-oxide
- trans-15-Ethylidene-12beta-hydroxy-12alpha-hydroxymethyl-13beta-methylsenec-1-enine-4-oxide
- 4-27-00-06664 (Beilstein Handbook Reference)