CAS 480-54-6: Retrorsine

Description: Retrorsine is a naturally occurring alkaloid primarily found in certain plants, particularly those in the Senecio genus. It is classified as a pyrrolizidine alkaloid, which is known for its potential hepatotoxicity and carcinogenic properties. Retrorsine has a complex bicyclic structure that includes a pyrrolizidine ring, contributing to its biological activity. The substance is often studied for its effects on liver function and its role in plant defense mechanisms. Retrorsine can be toxic to livestock and humans if ingested in significant amounts, leading to conditions such as veno-occlusive disease. Due to its toxicological profile, it is important to handle retrorsine with caution in laboratory settings. Additionally, its presence in herbal remedies and traditional medicines raises concerns regarding safety and regulation. Overall, retrorsine serves as an important subject of research in toxicology and pharmacology, highlighting the need for awareness regarding the consumption of plants containing this alkaloid.

Formula: C₁₈H₂₅NO₆

InChI: InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-/m1/s1

InChI key: InChIKey=BCJMNZRQJAVDLD-CQRYIUNCSA-N

SMILES: O=C1OC2CCN3CC=C(COC(=O)C(O)(CO)C(C)CC1=CC)C32

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-, (3Z,5R,6S,14aR,14bR)-
• (15Z)-12,18-dihydroxysenecionan-11,16-dione
• (3Z,5R,6S,14aR,14bR)-3-Ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-(hydroxymethyl)-5-methyl[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione
• 12,18-Dihydroxy-senecionan-11,16-dione
• 3-Ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-hydroxymethyl-5-methyl(1,6)dioxacyclododeca(2,3,4-gh)pyrrolizidine-2,7-dione
• Ccris 4338
• Hsdb 3530
• Nsc 107659
• Retrorsin
• Senecionan-11,16-dione, 12,18-dihydroxy-
• Senecionan-11,16-dione, 12,18-dihydroxy- (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-, [5R-(3Z,5R*,6S*,14aR*,14bR*)]-
• beta-Longilobine
• cis-Retronecic acid ester of retronecine
• trans-15-Ethylidene-12beta-hydroxy-12alpha-hydroxymethyl-13beta-methylsenec-1-enine
• β-Longilobine
• Retrorsine

Retrorsine

CAS: 480-54-6

• Formula: C₁₈H₂₅NO₆
• Purity: 95%~99%
• Molecular weight: 351.399

Pyrrolizidine alkaloids Mixture 661 100 µg/mL in Methanol

CAS: 101687-28-9 10285-06-0 10285-07-1 127-30-0 130-01-8 13268-67-2 15503-86-3 2318-18-5 303-33-3 303-34-4 38710-26-8 41093-89-4 480-54-6480-81-9 520-68-3 570-19-4 6209-65-0 65582-53-8 72755-25-0 95462-14-9 95462-15-0

• Color and Shape: Mixture

Retrorsine 100 µg/mL in Water

CAS: 480-54-6

• Formula: C₁₈H₂₅NO₆
• Color and Shape: Single Solution
• Molecular weight: 351.39

Retrorsine

CAS: 480-54-6

Retrorsine hinders liver cell growth and aids research on liver damage by eliciting progenitor cells.

• Formula: C₁₈H₂₅NO₆
• Purity: 97.73%
• Color and Shape: Solid
• Molecular weight: 351.39

Retrorsine

CAS: 480-54-6

• Formula: C₁₈H₂₅NO₆
• Molecular weight: 351.40

Retrorsine-d3

CAS: 480-54-6

• Formula: C₁₈H₂₂D₃NO₆
• Molecular weight: 354.42

Retrorsine

CAS: 480-54-6

Natural alkaloid

• Formula: C₁₈H₂₅NO₆
• Purity: ≥ 98.0 % (HPLC)
• Color and Shape: Crystals
• Molecular weight: 351.4

Retrorsine

CAS: 480-54-6

Pyrrolizidine alkaloid

• Formula: C₁₈H₂₅NO₆
• Purity: Min. 95%
• Color and Shape: Powder
• Molecular weight: 351.39 g/mol