Cas no 23246-96-0 (Riddelliine)

Riddelliine is a pyrrolizidine alkaloid naturally occurring in certain plants of the Senecio genus. It is primarily studied for its hepatotoxic and carcinogenic properties, making it a significant compound in toxicological research. Riddelliine is known to induce hepatic veno-occlusive disease and has been classified as a Group 2B carcinogen by the IARC due to its potential to cause liver tumors in rodents. Its mechanism involves metabolic activation to reactive intermediates that form DNA adducts, leading to mutagenic effects. This compound serves as a critical reference standard in analytical chemistry and toxicology for studying pyrrolizidine alkaloid toxicity, ensuring accurate risk assessment and regulatory compliance.
Riddelliine structure
Riddelliine structure
Product Name:Riddelliine
CAS No:23246-96-0
MF:C18H23NO6
MW:349.37832570076
CID:265779
PubChem ID:5281744
Update Time:2025-10-29

Riddelliine Chemical and Physical Properties

Names and Identifiers

    • [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-methylene-,(3Z,6S,14aR,14bR)-
    • Riddelliine
    • Riddelline
    • Riddelline DISCONTINUED
    • (15Z)-12,18-dihydroxy-13,19-didehydrosenecionan-11,16-dione
    • 12,18-dihydroxy-senecion-13(19)-ene-11,16-dione
    • 13,19-Didehydro-12,18-dihydroxysenecionan-11,16-dione
    • Riddeliin
    • Riddeliine
    • Riddeline
    • 18-Hydroxyseneciphylline
    • 81YO8GX9J8
    • C10375
    • Q3935171
    • (Z)-eth
    • 1ST164452
    • HY-122099
    • CS-0081774
    • SCHEMBL20771236
    • FS-6752
    • [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-methylene-, (3Z,6S,14aR,14bR)-
    • (1R, 4Z, 7S, 17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methylidene-2, 9-dioxa-14-azatricyclo[9.5.1.014, 17]heptadec-11-ene-3, 8-dione
    • CHEBI:63924
    • UNII-81YO8GX9J8
    • NS00094708
    • DTXSID4026006
    • Senecionan-11,16-dione, 13,19-didehydro-12,18-dihydroxy-
    • AKOS040762283
    • (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-METHYLENE-, (3Z,6S,14AR,14BR)-
    • (6S,9a1R,14aR,Z)-3-ethylidene-6-hydroxy-6-(hydroxymethyl)-5-methylene-3,4,5,6,9,9a1,11,13,14,14a-decahydro-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione
    • 23246-96-0
    • (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-METHYLENE-, (6S-(3Z,6R*,14AS*,14BS*))-
    • (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-methylene-, (3Z,6S,14aR,14bR)-
    • (1R,4Z,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
    • RIDDELLINE [HSDB]
    • (Z)-ethylidene-hydroxy-(hydroxymethyl)-methylene-[?]dione
    • CCRIS 4712
    • HSDB 7147
    • Inchi: 1S/C18H23NO6/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/h3-4,14-15,20,23H,2,5-10H2,1H3/b12-3-/t14-,15-,18-/m1/s1
    • InChI Key: SVCNNZDUGWLODJ-RAYFHMIRSA-N
    • SMILES: O1C(/C(=C\C)/CC(=C)[C@](CO)(C(=O)OCC2=CCN3CC[C@@H]1[C@H]32)O)=O

Computed Properties

  • Exact Mass: 349.15300
  • Monoisotopic Mass: 349.15253745 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 25
  • Rotatable Bond Count: 1
  • Complexity: 667
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 3
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.2
  • Topological Polar Surface Area: 96.3
  • Molecular Weight: 349.4

Experimental Properties

  • Color/Form: Powder
  • Density: 1.2966 (rough estimate)
  • Melting Point: 197.5°C (rough estimate)
  • Boiling Point: 483.56°C (rough estimate)
  • Refractive Index: 1.5740 (estimate)
  • Solubility: less than 1 mg/mL at 77° F (NTP, 1992)
  • PSA: 96.30000
  • LogP: 0.02320

Riddelliine Security Information

  • Hazardous Material transportation number:UN 1544
  • HazardClass:6.1(b)
  • PackingGroup:III
  • Safety Term:6.1(b)
  • Packing Group:III

Riddelliine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
A2B Chem LLC
AB22463-5mg
[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-methylene-, (3Z,6S,14aR,14bR)-
23246-96-0 98%
5mg
$1620.00 2024-04-20
PhytoLab
84102-50mg
Riddelliine
23246-96-0 ≥ 90.0 %
50mg
€1597.5 2023-10-25
PhytoLab
84102-250mg
Riddelliine
23246-96-0 ≥ 90.0 %
250mg
€7543.75 2023-10-25
PhytoLab
84102-500mg
Riddelliine
23246-96-0 ≥ 90.0 %
500mg
€14200 2023-10-25
PhytoLab
84102-1000mg
Riddelliine
23246-96-0 ≥ 90.0 %
1000mg
€26625 2023-10-25

Riddelliine Related Literature

Additional information on Riddelliine

Riddelliine: A Comprehensive Overview

Riddelliine, also known by its CAS number 23246-96-0, is a naturally occurring alkaloid that has garnered significant attention in the scientific community due to its unique properties and potential applications. This compound is primarily found in certain species of plants, particularly those belonging to the Ranunculaceae family. Riddelliine has been extensively studied for its pharmacological effects, and recent research has shed light on its mechanisms of action and therapeutic potential.

The chemical structure of riddelliine is characterized by a complex arrangement of nitrogen atoms and hydroxyl groups, which contribute to its biological activity. Researchers have identified that the compound exhibits potent anti-inflammatory and antioxidant properties, making it a promising candidate for the development of novel therapeutic agents. Recent studies have also highlighted its potential role in modulating cellular signaling pathways, particularly those involved in inflammatory responses and oxidative stress.

In terms of synthesis, riddelliine can be isolated from plant sources or synthesized through chemical methods. The isolation process typically involves chromatographic techniques, while synthetic approaches often rely on multi-step reactions involving precursor compounds. These methods have been optimized in recent years to improve yield and purity, enabling researchers to conduct more detailed studies on the compound's properties.

One of the most exciting areas of research involving riddelliine is its potential application in the field of neuroprotection. Studies have shown that riddelliine can protect neurons from damage caused by oxidative stress and inflammation, which are key contributors to neurodegenerative diseases such as Alzheimer's and Parkinson's. This neuroprotective effect is attributed to the compound's ability to inhibit pro-inflammatory cytokines and scavenge reactive oxygen species (ROS). Recent advancements in this area have led to the development of riddelliine derivatives with enhanced bioavailability and efficacy.

Beyond its neuroprotective properties, riddelliine has also been investigated for its anti-cancer potential. Preclinical studies have demonstrated that riddelliine can induce apoptosis in cancer cells while sparing normal cells, suggesting its potential as a targeted therapy for various types of cancer. The compound's ability to modulate key oncogenic pathways, such as the PI3K/AKT/mTOR pathway, has been a focal point of recent research efforts.

In addition to its pharmacological applications, riddelliine has also been explored for its role in traditional medicine. Many cultures have utilized plants containing riddelliine for their medicinal properties, particularly for treating inflammatory conditions and neurological disorders. Modern pharmacological studies are now validating these traditional uses through rigorous scientific investigation.

Despite the promising findings surrounding riddelliine, further research is needed to fully understand its mechanisms of action and optimize its therapeutic potential. Ongoing studies are focusing on improving the bioavailability of riddelliine through drug delivery systems and exploring its combination with other compounds to enhance efficacy. The integration of advanced technologies such as CRISPR-Cas9 and machine learning is expected to accelerate progress in this field.

In conclusion, Riddelliine (CAS 23246-96-0) represents a valuable natural compound with diverse biological activities and therapeutic potential. Its anti-inflammatory, antioxidant, neuroprotective, and anti-cancer properties make it a subject of intense scientific interest. As research continues to uncover new insights into its mechanisms and applications, Riddelliine holds promise as a novel agent in the development of innovative treatments for various diseases.

Recommended suppliers
Hunan Well Medicine Synthesis Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Hunan Well Medicine Synthesis Technology Co., Ltd.
Shanghai Bent Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Changzhou Guanjia Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Changzhou Guanjia Chemical Co., Ltd
Shenzhen Yaoyuan R&D Center Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shenzhen Yaoyuan R&D Center Co.,Ltd
Yunnanjiuzhen
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Yunnanjiuzhen