Indicine N-oxide
Basic information
- CAS
41708-76-3- Standard SMILES
CC(C)[C@](O)(C(=O)OCC1=CC[N+]2([O-])CC[C@@H](O)[C@@H]12)[C@H](C)O- InChIKey
DNAWGBOKUFFVMB-PZIGJSDBSA-N- Molecular formula
- C15H25NO6
- Average molar mass
- 315.36 g/mol
- Monoisotopic mass
- 315.16818752
Overview
Indicine N-oxide has been reported in Tournefortia argentea with data available.
Names & identifiers
- Preferred name
- Indicine N-oxide
- IUPAC
- [(7R,8R)-7-hydroxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
- English name
- indicine-N-oxide
- Molecular formula
- C15H25NO6
- Molecular weight
- 315.36
Names & synonyms
Indicine N-oxide41708-76-3[(7R,8R)-7-hydroxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoateNSC-132319Indicin-N-oxidIndicine N-oxide (7CI); (+)-Indicine N-oxideIndicine N-oxide, HPLC GradeCHEMBL512655orb1690535orb3139679SCHEMBL31362034DTXSID101315334
Show more names
NSC132319indicine-N-oxideIndicine N-oxide-RM(+)-Indicine N-oxideIndicine N-oxide (Standard)DNAWGBOKUFFVMB-PZIGJSDBSA-N(7R,8R)-7-hydroxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoateButanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, [(1R,7aS)-2,3,5,7a-tetrahydro-1-hydroxy-4-oxido-1H-pyrrolizin-7-yl]methyl ester, (2R,3S)-
MSK14184BDBM50480295MFCD00866484AKOS040758123DA-74474FI161708NCI60_000712HY-105529
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
- Melting point
- 130.5 °C · 130.5°C (rough estimate)
- Boiling point
- 454.91 °C · 454.91°C (rough estimate)
- Density
- 1.1359 · 1.1359 (rough estimate)
- refractive index
- 1.5 · 1.5000 (estimate)
- pka
- 12.54 · 12.54±0.29(Predicted)
- FDA UNII
- 69 L6IW0Y7P · 69L6IW0Y7P
- NCI Drug Dictionary
- indicine-N-oxide
- RIDADR
- 1544 · 1544
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
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
This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.
Not Classified
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesNot Classified
Safety data
- ridadr
- 1544
- hazard_class
- 6.1(b)
- packing_group
- III
Chemistry & industry
Applications
DescriptionHeliotropiurn indicurn also contains this base which has the structure given above based upon comparison with the preceding alkaloid. The base has proved to be highly active against transplanted neoplasts, Walker-256 carcinosarcoma, melanoma B-16, leukaemia L-12l 0, leukaemia P-388 and leukaemia P-1534 in mice and rats, giving up to 91 per cent inhibition of transplanted growth at a daily dosage of 200 mgm. per kilo.
UsesIndicine N-oxide is a pyrrolizidine alkaloid that is isolated from Heliotropium indicum, one of the most widely used herbs in India. Indicine N-oxide exhibits antitumour and antimitotic activity in humans, and has subsequently undergone Phase I & II trials in adults and children with leukemia and solid tumours.
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