1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-, methyl ester, [1R-(1α,4aβ,4bα,7α,10aα)]-

Formula: C₂₁H₃₂O₂
Molecular weight: 316.4776
IUPAC Standard InChI: InChI=1S/C21H32O2/c1-6-19(2)13-10-16-15(14-19)8-9-17-20(16,3)11-7-12-21(17,4)18(22)23-5/h6,14,16-17H,1,7-13H2,2-5H3/t16-,17+,19-,20+,21+/m1/s1
IUPAC Standard InChIKey: BGCXKCIPDDNDEV-RKNHFHLDSA-N
CAS Registry Number: 1686-54-0
Chemical structure:
This structure is also available as a 2d Mol file
Stereoisomers:
- 1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-, methyl ester, [1R-(1α,4aβ,4bα,7β,10aα)]-
Other names: Podocarp-8(14)-en-15-oic acid, 13β-methyl-13-vinyl-, methyl ester; Methyl sandaracopimarate; Isodextropimaric acid methyl ester; Methyl isodextropimarate; Methyl 8(14),15-Isopimaradien-18-oate
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Other data available:
- Mass spectrum (electron ionization)
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Gas Chromatography

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, isothermal

Column type	Active phase	Temperature (C)	I	Reference	Comment
Packed	OV-101	200.	2229.	Kosyukova and Khorguani, 1989	Chromaton N-AW-DMCS; Column length: 2.5 m
Packed	OV-101	210.	2245.	Kosyukova and Khorguani, 1989	Chromaton N-AW-DMCS; Column length: 2.5 m

Kovats' RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DB-5	2252.	Adams, 2000	30. m/0.26 mm/0.25 μm, He, 3. K/min; T_start: 60. C; T_end: 246. C

Kovats' RI, polar column, isothermal

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Column type	Active phase	Temperature (C)	I	Reference	Comment
Packed	Carbowax 20M	190.	2804.	Kosyukova and Khorguani, 1989	Chromaton N-AW-DMCS; Column length: 2.5 m
Packed	Carbowax 20M	200.	2796.	Kosyukova and Khorguani, 1989	Chromaton N-AW-DMCS; Column length: 2.5 m

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	CP Sil 5 CB	2260.	Pfeifhofer, 2000	50. m/0.22 mm/0.13 μm, H2, 4. K/min, 300. C @ 10. min; T_start: 40. C
Capillary	SE-30	2214.	Mayr, Lorbeer, et al., 1982	25. m/0.28 mm/0.15 μm, H2, 4. K/min; T_start: 140. C; T_end: 280. C

References

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Kosyukova and Khorguani, 1989
Kosyukova, L.V.; Khorguani, T.V., Retention indices of diterpenes isolated from resins of coniferous trees, Zh. Anal. Khim., 1989, 44, 9, 1309-1313. [all data]

Adams, 2000
Adams, R.P., The serrate leaf margined Juniperus (Section Sabina) of the western hemisphere: systematics and evolution based on leaf essential oils and Random Amplified Polymorphic DNAs (RAPDs), Biochem. Syst. Ecol., 2000, 28, 10, 975-989, https://doi.org/10.1016/S0305-1978(00)00022-3 . [all data]

Pfeifhofer, 2000
Pfeifhofer, H.W., Composition of the essential oil of Pinus canariensis Sweet ex Sprengel, Flavour Fragr. J., 2000, 15, 4, 266-270, https://doi.org/10.1002/1099-1026(200007/08)15:4<266::AID-FFJ908>3.0.CO;2-E . [all data]

Mayr, Lorbeer, et al., 1982
Mayr, M.; Lorbeer, E.; Kratzl, K., Gas chromatographic separation of diterpene acids on glass capillary columns of different polarity, J. Amer. Oil Chem. Soc., 1982, 59, 1, 52-57, https://doi.org/10.1007/BF02670069 . [all data]

Notes

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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