2-Butenoic acid, 2-methyl-, 2,3,5,7a-tetrahydro-7-(hydroxymethyl)-1H-pyrrolizin-1-yl ester, [1S-[1α(Z),7aα]]-
- Formula: C13H19NO3
- Molecular weight: 237.2949
- IUPAC Standard InChI: InChI=1S/C13H19NO3/c1-3-9(2)13(16)17-11-5-7-14-6-4-10(8-15)12(11)14/h3-4,11-12,15H,5-8H2,1-2H3/b9-3+/t11-,12?/m1/s1
- IUPAC Standard InChIKey: TYGYPIIOOQNWBU-YKSZOPSQSA-N
- CAS Registry Number: 723-78-4
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Stereoisomers:
- Other names: Heliotridine, 7-(2-methylcrotonate), (Z)-; Heliotridine, 7-angelate (ester); Rivularine; Heliotridine, 7-angelyl-; 7-Angeloylheliotridine; 7-Angelylheliotridine; 7-(Hydroxymethyl)-(1S,7aR)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (2Z)-2-methyl-2-butenoate; Heliotridine, 7-angelate; 7-Angeloylretronecine
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Mass spectrum (electron ionization)
Go To: Top, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| NIST MS number | 11412 |
Gas Chromatography
Go To: Top, Mass spectrum (electron ionization), References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | OV-1 | 1820. | El-Shazly, El-Domiaty, et al., 1998 | He, 6. K/min; Column length: 30. m; Tstart: 150. C; Tend: 300. C |
| Capillary | DB-1 | 1820. | El-Shazly, Sarg, et al., 1996 | He, 170. C @ 5. min, 10. K/min, 300. C @ 15. min; Column length: 30. m; Column diameter: 0.317 mm |
| Capillary | DB-1 | 1820. | El-Shazly, Sarg, et al., 1996, 2 | He, 170. C @ 5. min, 10. K/min, 300. C @ 15. min; Column length: 30. m |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-1 | 1820. | Weber, Eisenreich, et al., 1999 | He, 6. K/min; Column length: 30. m; Column diameter: 0.32 mm; Tstart: 150. C; Tend: 300. C |
| Capillary | DB-1 | 1820. | Witte, Rubiolo, et al., 1992 | He, 6. K/min; Column length: 30. m; Column diameter: 0.32 mm; Tstart: 150. C; Tend: 300. C |
| Capillary | OV-1 | 1821. | Witte, Rubiolo, et al., 1992 | 25. m/0.25 mm/0.5 μm, H2, 6. K/min; Tstart: 150. C; Tend: 300. C |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5 MS | 1818. | Christov and Evstatieva, 2003 | 30. m/0.25 mm/0.25 μm, Helium, 100. C @ 2. min, 5. K/min, 280. C @ 20. min |
| Capillary | HP-5 MS | 1820. | Christov and Evstatieva, 2003 | 30. m/0.25 mm/0.25 μm, Helium, 100. C @ 2. min, 5. K/min, 280. C @ 20. min |
References
Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
El-Shazly, El-Domiaty, et al., 1998
El-Shazly, A.; El-Domiaty, M.; Witte, L.; Wink, M.,
Pyrrolizidine alkaloids in members of the boraginaceae from Sinai (Egypt),
Biochem. Syst. Ecol., 1998, 26, 6, 619-636, https://doi.org/10.1016/S0305-1978(98)00028-3
. [all data]
El-Shazly, Sarg, et al., 1996
El-Shazly, A.; Sarg, T.; Witte, L.; Wink, M.,
Pyrrolizidine alkaloids from Cynoglossum creticum,
Phytochemistry, 1996, 42, 4, 1217-1221, https://doi.org/10.1016/0031-9422(96)00112-4
. [all data]
El-Shazly, Sarg, et al., 1996, 2
El-Shazly, A.; Sarg, T.; Ateya, A.; Abdel Aziz, E.; Witte, L.; Wink, M.,
Pyrrolizidine alkaloids of cynoglossum officinale and Cynoglossum amabile (family boraginaceae),
Biochem. Syst. Ecol., 1996, 24, 5, 415-421, https://doi.org/10.1016/0305-1978(96)00035-X
. [all data]
Weber, Eisenreich, et al., 1999
Weber, S.; Eisenreich, W.; Bacher, A.; Hartmann, T.,
Pyrrolizidine alkaloids of the lycopsamine type: biosynthesis of thracelanthic acid,
Phytochemistry, 1999, 50, 6, 1005-1014, https://doi.org/10.1016/S0031-9422(98)00203-9
. [all data]
Witte, Rubiolo, et al., 1992
Witte, L.; Rubiolo, P.; Bicchi, C.; Hartmann, T.,
Comparative analysis of pyrrolizidine alkaloids from natural sources by gas chromatography-mass spectrometry,
Phytochemistry, 1992, 32, 1, 187-196, https://doi.org/10.1016/0031-9422(92)80130-7
. [all data]
Christov and Evstatieva, 2003
Christov, V.; Evstatieva, L.,
Alkaloid profile of Bulgarian species from genus Senecio L.,
Z. Naturforsch., 2003, 58c, 300-302. [all data]
Notes
Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, References
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