Secodehydroabietic acid

Secodehydroabietic acid
Names
	IUPAC name (1R)-1,3-dimethyl-2-[2-(3-propan-2-ylphenyl)ethyl]cyclohexane-1-carboxylic acid
	Other names seco-dehydroabietic acid;
Identifiers
CAS Number	117536-59-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	95636432;
PubChem CID	133065648;
	InChI InChI=1S/C20H30O2/c1-14(2)17-9-5-8-16(13-17)10-11-18-15(3)7-6-12-20(18,4)19(21)22/h5,8-9,13-15,18H,6-7,10-12H2,1-4H3,(H,21,22)/t15?,18?,20-/m1/s1 Key: UXBFAGQTUAMQSX-PKUWUEBNSA-N;
	SMILES CC1CCC[C@@](C1CCC2=CC(=CC=C2)C(C)C)(C)C(=O)O;
Properties
Chemical formula	C20H30O2
Molar mass	302.458 g·mol−1
Density	g/cm3
Solubility in water	Practically insoluble
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Secodehydroabietic acid is a naturally occurring organic compound classified as a diterpenoid with the molecular formula C₂₀H₃₀O₂.^[1]^[2]

Structure

Secodehydroabietic acid is an abietane-type diterpenoid resin acid derivative. The compound features a modified structure compared to dehydroabietic acid, often arising from oxidation or degradation processes in coniferous tree resins.^[3]

Natural occurrence

The acid appears in environmental analyses of sediments and bile from aquatic organisms exposed to resin acids from pulp mill effluents, alongside dehydroabietic acid.^[4]^[5] It forms as a degradation product of abietane diterpenoids in coniferous resins during oxidation or microbial breakdown.^[6]

References

^ Servos, Mark R. (3 February 2020). Environmental Fate and Effects of Pulp and Paper: Mill Effluents. CRC Press. p. 630. ISBN 978-1-000-71731-0. Retrieved 24 February 2026.
^ Llewellyn, Gerald C.; Dashek, William V.; O'Rear, Charles E. (29 June 2013). Mycotoxins, Wood Decay, Plant Stress, Biocorrosion, and General Biodeterioration. Springer Science & Business Media. p. 323. ISBN 978-1-4757-9450-2. Retrieved 24 February 2026.
^ Bhatnagar, M. S. (2004). A Textbook of Polymer Chemistry. S. Chand Publishing. p. 440. ISBN 978-81-219-4112-9. Retrieved 24 February 2026.
^ Rowe, John W. (6 December 2012). Natural Products of Woody Plants: Chemicals Extraneous to the Lignocellulosic Cell Wall. Springer Science & Business Media. p. 969. ISBN 978-3-642-74075-6. Retrieved 25 February 2026.
^ Sjostrom, Eero (22 October 2013). Wood Chemistry: Fundamentals and Applications. Elsevier. p. 100. ISBN 978-0-08-092589-9. Retrieved 24 February 2026.
^ "Dehydroabietic acid (DHAA) and related organic components in sediments from the Matata Lagoon and Tauranga Harbour, Bay of Plenty, New Zealand" (PDF). boprc.govt.nz. Retrieved 24 February 2026.

[1] Servos, Mark R. (3 February 2020). Environmental Fate and Effects of Pulp and Paper: Mill Effluents. CRC Press. p. 630. ISBN 978-1-000-71731-0. Retrieved 24 February 2026.

[2] Llewellyn, Gerald C.; Dashek, William V.; O'Rear, Charles E. (29 June 2013). Mycotoxins, Wood Decay, Plant Stress, Biocorrosion, and General Biodeterioration. Springer Science & Business Media. p. 323. ISBN 978-1-4757-9450-2. Retrieved 24 February 2026.

[3] Bhatnagar, M. S. (2004). A Textbook of Polymer Chemistry. S. Chand Publishing. p. 440. ISBN 978-81-219-4112-9. Retrieved 24 February 2026.

[4] Rowe, John W. (6 December 2012). Natural Products of Woody Plants: Chemicals Extraneous to the Lignocellulosic Cell Wall. Springer Science & Business Media. p. 969. ISBN 978-3-642-74075-6. Retrieved 25 February 2026.

[5] Sjostrom, Eero (22 October 2013). Wood Chemistry: Fundamentals and Applications. Elsevier. p. 100. ISBN 978-0-08-092589-9. Retrieved 24 February 2026.

[6] "Dehydroabietic acid (DHAA) and related organic components in sediments from the Matata Lagoon and Tauranga Harbour, Bay of Plenty, New Zealand" (PDF). boprc.govt.nz. Retrieved 24 February 2026.

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