Description Occurance
ChemicalBook > CAS DataBase List > Seneciphylline N-oxide

Seneciphylline N-oxide

Description Occurance
Product Name
Seneciphylline N-oxide
CAS No.
38710-26-8
Chemical Name
Seneciphylline N-oxide
Synonyms
Seneciphylline N-oxid;Seneciphylline N-oxide;Seneciphylline-N-oxide 100 μg/mL in Water;[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-methyl-5-methylene-, 12-oxide, (3Z,6R,14aR,14bR)-;(6R,9a1R,14aR,Z)-3-Ethylidene-6-hydroxy-6-methyl-5-methylene-2,7-dioxo-2,3,4,5,6,7,9,9a1,11,13,14,14a-dodecahydro-12H-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine 12-oxide
CBNumber
CB22519999
Molecular Formula
C18H23NO6
Formula Weight
349.38
MOL File
38710-26-8.mol
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Seneciphylline N-oxide Property

storage temp. 
2-8°C
pka
12.40±0.20(Predicted)
InChI
InChI=1S/C18H23NO6/c1-4-12-9-11(2)18(3,22)17(21)24-10-13-5-7-19(23)8-6-14(15(13)19)25-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15-,18-,19?/m1/s1
InChIKey
COHUFMBRBUPZPA-TUSLHEEYSA-N
SMILES
[N+]12([O-])CC=C3COC(=O)[C@@](O)(C)C(=C)C/C(=C/C)/C(=O)O[C@@]([H])([C@]13[H])CC2
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Safety

RIDADR 
UN 1544PSN1 6.1 / PGIII
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P262Do not get in eyes, on skin, or on clothing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL82632
Product name
Seneciphylline N-oxide
Purity
phyproof Reference Substance
Packaging
5mg
Price
$431
Updated
2025/07/31
TRC
Product number
S258705
Product name
Seneciphylline N-oxide
Packaging
1mg
Price
$185
Updated
2021/12/16
Biosynth Carbosynth
Product number
FS161631
Product name
Seneciphylline n-oxide
Packaging
5mg
Price
$450
Updated
2021/12/16
Biorbyt Ltd
Product number
orb594286
Product name
Seneciphylline N-Oxide
Packaging
5mg
Price
$591.6
Updated
2021/12/16
AK Scientific
Product number
W1082
Product name
Seneciphylline N-oxide
Packaging
5mg
Price
$657
Updated
2021/12/16
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Seneciphylline N-oxide Chemical Properties,Usage,Production

Description

Spartioidine N-oxide is a pyrrolizine alkaloid that is 13,19-didehydrosenecionane carrying a hydroxy substituent at position 12, two oxo substituents at positions 11 and 16 and an N-oxido substituent. It has a role as a Jacobaea metabolite. It is a macrocyclic lactone, an olefinic compound, an organic heterotricyclic compound, a pyrrolizine alkaloid, a tertiary alcohol and a tertiary amine oxide. It derives from a spartioidine.

Occurance

Seneciphylline N-oxide is a pyrrolizidine alkaloid that is naturally found in the extracts of Adenostyles alliariae, a plant that is native to the western Alps. Seneciphylline N-oxide is highly toxic to mammals and is also a suspected mutagen.

Uses

Seneciphylline N-oxide is a pyrrolizidine alkaloid that is naturally found in the extracts of Adenostyles alliariae, a plant that is native to the western Alps. Seneciphylline N-oxide is highly toxic to mammals and is also a suspected mutagen.

Definition

ChEBI: Spartioidine N-oxide is a pyrrolizine alkaloid that is 13,19-didehydrosenecionane carrying a hydroxy substituent at position 12, two oxo substituents at positions 11 and 16 and an N-oxido substituent. It has a role as a Jacobaea metabolite. It is a macrocyclic lactone, an olefinic compound, an organic heterotricyclic compound, a pyrrolizine alkaloid, a tertiary alcohol and a tertiary amine oxide. It is functionally related to a spartioidine.

General Description

Seneciphylline-N-oxide is a pyrrolizidine alkaloid isolated from Senecio vulgaris. Pyrrolizidine alkaloids are secondary metabolites, produced by several plant species as protection against insect herbivores. Approximately 6000 plant species worldwide may contain pyrrolizidine alkaloids. They are mainly found in the families of the Boraginaceae, Asteraceae and Fabaceae. The PA-content depends on several factors (species, plant organ, harvest, storage, extraction procedures). Contents vary from trace amounts up to 19 % based on dry weight. These alkaloids occur in two forms, as tertiary base PAs and their N-oxide (PANO).

Biological Activity

Seneciphylline N-Oxide is a dehydrogenation product of Senecionine N-oxide. Seneciphylline N-Oxide is a natural compound isolated from root cultures of Senecio erucifolius (Asteraceae).

Source

They are common food contaminants in herbs, tea, salad, leafy vegetables and honey. Feed can be contaminated so that the plant products find their way in the food chain indirectly also over meat, milk and eggs. Pyrrolizidine alkaloids have adverse health effects and were classified as genotoxic, carcinogen and hepatotoxic.

Seneciphylline N-oxide Preparation Products And Raw materials

Raw materials

Preparation Products

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38710-26-8, Seneciphylline N-oxideRelated Search:


  • Seneciphylline N-oxide
  • Seneciphylline N-oxid
  • [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-methyl-5-methylene-, 12-oxide, (3Z,6R,14aR,14bR)-
  • (6R,9a1R,14aR,Z)-3-Ethylidene-6-hydroxy-6-methyl-5-methylene-2,7-dioxo-2,3,4,5,6,7,9,9a1,11,13,14,14a-dodecahydro-12H-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine 12-oxide
  • Seneciphylline-N-oxide 100 μg/mL in Water
  • 38710-26-8
  • 38710-26-2