Echinatine, N-oxide
Basic information
- CAS
20267-93-0- Standard SMILES
CC(C)C(O)(C(=O)OCC1=CC[N+]2([O-])CCC(O)C12)C(C)O- InChIKey
DNAWGBOKUFFVMB-UHFFFAOYSA-N- Molecular formula
- C15H25NO6
- Average molar mass
- 315.36 g/mol
- Monoisotopic mass
- 315.16818752
Overview
Heliotridine viridiflorate N-oxide is a citraconoyl group.
Names & identifiers
- Preferred name
- Echinatine, N-oxide
- IUPAC
- (7-hydroxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl)methyl 2-hydroxy-2-(1-hydroxyethyl)-3-methylbutanoate
- English name
- Echinatine N-oxide
- Molecular formula
- C15H25NO6
- Molecular weight
- 315.36
Names & synonyms
Echinatine, N-oxide20267-93-0Echinatine oxide(7-hydroxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl)methyl 2-hydroxy-2-(1-hydroxyethyl)-3-methylbutanoateNSC 136053Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1-hydroxy-4-oxido-1H-pyrrolizin-7-yl)methyl esterRefChem:339565ECHINATINE N-OXIDEINDINSC136053NSC-132,319SCHEMBL167911
Show more names
Echitine N-oxideEchinatine N-oxide-RMEchinatine N-oxide (Standard)Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, [(1S,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-4-oxido-1H-pyrrolizin-7-yl]methyl ester, (2S,3S)-
CHEBI:229136DNAWGBOKUFFVMB-UHFFFAOYSA-NHeliotridine viridiflorate N-oxideMSK170858NSC-136053DA-72997XE180164XR180166
Database identifiers
Properties
Computed structural properties
- XLogP
- -1
- Topological polar surface area
- 105 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 479
Physicochemical properties
- pka
- 12.54 · 12.54±0.29(Predicted)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H300+H310+H330 (100%): Fatal if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 2 (100%)
Chemistry & industry
Applications
DescriptionThe N-oxide of echinatine has been obtained from both Cygnoglossum pictum Ait. and Lindelofia stylosa (K. et K.) Brand. The structure has been confirmed by comparison with that of echinatine and comparison with a specimen prepared from this alkaloid by oxidation.
UsesEchinatine Oxide is a pyrrolizidine alkaloid which is a genotoxic plant metabolite.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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