(Z)-Abienol | CAS#17990-16-8 | labdanoid

MedKoo Cat#: 598178 | Name: (Z)-Abienol

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

(Z)-Abienol is a bicyclic diterpene, and is the major labdanoid present in some oriental tobacco cultivars, where it constitutes a precursor of important flavours and aromas.

Chemical Structure

(Z)-Abienol

CAS#17990-16-8

Theoretical Analysis

MedKoo Cat#: 598178

Name: (Z)-Abienol

CAS#: 17990-16-8

Chemical Formula: C20H34O

Exact Mass: 290.2610

Molecular Weight: 290.49

Elemental Analysis: C, 82.69; H, 11.80; O, 5.51

Price and Availability

Size	Price	Availability	Quantity
100mg	USD 450.00
1g	USD 1,550.00

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Related CAS #

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Synonym

(Z)-Abienol; (12Z)-Abienol; Labda-12,14-dien-8-ol, (Z)-;

IUPAC/Chemical Name

(1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-((Z)-3-methylpenta-2,4-dien-1-yl)decahydronaphthalen-2-ol

InChi Key

ZAZVCYBIABTSJR-SZAPHMHZSA-N

InChi Code

InChI=1S/C20H34O/c1-7-15(2)9-10-17-19(5)13-8-12-18(3,4)16(19)11-14-20(17,6)21/h7,9,16-17,21H,1,8,10-14H2,2-6H3/b15-9-/t16-,17+,19-,20+/m0/s1

SMILES Code

O[C@@]1(C)[C@H](C/C=C(C)\C=C)[C@@]2(C)CCCC(C)(C)[C@]2([H])CC1

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 290.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Xu M, Du Y, Hou X, Zhang Z, Yan N. Chemical structures, biosynthesis, bioactivities, and utilisation values for the diterpenes produced in tobacco trichomes. Phytochemistry. 2024 Jul;223:114117. doi: 10.1016/j.phytochem.2024.114117. Epub 2024 May 1. PMID: 38697243. 2: Tian M, Jin B, Chen L, Ma R, Ma Q, Li X, Chen T, Guo J, Ge H, Zhao X, Lai C, Tang J, Cui G, Huang L. Functional diversity of diterpene synthases in Aconitum plants. Plant Physiol Biochem. 2023 Sep;202:107968. doi: 10.1016/j.plaphy.2023.107968. Epub 2023 Aug 19. PMID: 37619270. 3: Zhang J, Zhang L, Zhang C, Yang Y, Liu H, Li L, Zhang S, Li X, Liu X, Liu Y, Wang J, Yang G, Xia Q, Wang W, Yang J. Developing an efficient and visible prime editing system to restore tobacco 8-hydroxy-copalyl diphosphate gene for labdane diterpene Z-abienol biosynthesis. Sci China Life Sci. 2023 Dec;66(12):2910-2921. doi: 10.1007/s11427-022-2396-x. Epub 2023 Jul 14. PMID: 37460713. 4: Steede WT, Ma JM, Eickholt DP, Drake-Stowe KE, Kernodle SP, Shew HD, Danehower DA, Lewis RS. The Tobacco Trichome Exudate Z-abienol and Its Relationship With Plant Resistance to Phytophthora nicotianae. Plant Dis. 2017 Jul;101(7):1214-1221. doi: 10.1094/PDIS-10-16-1512-RE. Epub 2017 Apr 21. PMID: 30682971. 5: Matsuba Y, Nguyen TT, Wiegert K, Falara V, Gonzales-Vigil E, Leong B, Schäfer P, Kudrna D, Wing RA, Bolger AM, Usadel B, Tissier A, Fernie AR, Barry CS, Pichersky E. Evolution of a complex locus for terpene biosynthesis in solanum. Plant Cell. 2013 Jun;25(6):2022-36. doi: 10.1105/tpc.113.111013. Epub 2013 Jun 11. PMID: 23757397; PMCID: PMC3723610. 6: Sallaud C, Giacalone C, Töpfer R, Goepfert S, Bakaher N, Rösti S, Tissier A. Characterization of two genes for the biosynthesis of the labdane diterpene Z-abienol in tobacco (Nicotiana tabacum) glandular trichomes. Plant J. 2012 Oct;72(1):1-17. doi: 10.1111/j.1365-313X.2012.05068.x. Epub 2012 Jul 17. Erratum in: Plant J. 2013 May;74(4):713. PMID: 22672125.