CAS: 14375-45-2
SKU: S1315
2-Cis,4-Trans-abscisic acid, synthetic | SKU: S1315
Synonyms: (+/-)-Abscisic acid; ABA; Dormin; (2Z,4E)-5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid
2-Cis,4-Trans-Abscisic Acid is a synthetically produced version of abscisic acid (ABA), the naturally occurring plant hormone that regulates seed dormancy and stress response. Built to match the natural 2-cis,4-trans configuration, it gives researchers a consistent, lab-ready source of the compound without relying on plant extraction. Sarchem Labs supplies this material at 98% assay, supported by full documentation (COA, SDS) for research quality assurance. It is primarily used as a synthetic intermediate and chiral auxiliary in organic synthesis, as well as an analytical reference standard in plant-hormone research.

Specifications

Melting Point186–188 °C (lit.)
Physical FormPowder
Molecular Weight264.32 g/mol
SMILES StringCC(\C=C\C1(O)C(C)=CC(=O)CC1(C)C)=C\C(O)=O
Assay98%
CAS Number14375-45-2
Empirical FormulaC₁₅H₂₀O₄
Recommended Storage Temperature2–8 °C
Key Functional GroupsCarboxylic acid, hydroxyl, ketone
NACRESNA.22
PubChem Substance ID24888569
UNSPSC Code12352100
MDL NumberMFCD00075619
Quality Segment100
InChI1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7-
InChI KeyJLIDBLDQVAYHNE-LXGGSRJLSA-N

Applications

Building block / starting material for organic synthesis projects
Chiral auxiliary used in asymmetric synthesis to help direct the stereochemical outcome of a reaction
Reference standard for chiral HPLC method development (e.g., phenyl-column separations with a γ-cyclodextrin mobile phase) in plant-hormone analytical work
Cited in published research on xanthine oxidase inhibitory activity of abscisic acid derivatives
Used as a reference compound in academic studies of endophytic fungal/plant extracts investigated for cytotoxic and antidiabetic activity
Referenced in metabolic research examining how trace abscisic acid in fruit extracts affects glucose tolerance and insulin response

Product Description

5375199

What is 2-Cis,4-Trans-Abscisic Acid?

Abscisic acid is best known as a plant stress hormone — it is the natural signal that helps plants regulate seed dormancy, stomatal closure, and their response to drought and other environmental stress, which is why it also carries the older name “Dormin.” The material supplied here is a synthetically produced version of the compound built to match the naturally occurring 2-cis,4-trans (2Z,4E) geometry, giving researchers a consistent, lab-ready supply without relying on plant extraction.

Structurally, the molecule combines a cyclohexenone ring with a conjugated dienoic acid side chain, giving it a carboxylic acid, a ketone, and a hydroxyl group all in the same framework (C₁₅H₂₀O₄, MW 264.32). That mix of functional groups is what makes it useful well beyond plant physiology — it also gives synthetic chemists a rigid, chiral scaffold that behaves predictably in downstream reactions.

Uses of 2-Cis,4-Trans-Abscisic Acid

In the synthesis lab, chemists most often reach for this compound as a raw starting material or, together with its derivatives, as a chiral auxiliary in asymmetric synthesis — using it as a temporary, removable chiral control element that biases a reaction toward one specific stereochemical outcome. It is also used as an analytical reference standard, including in chiral HPLC methods designed to resolve and quantify abscisic acid isomers.

Beyond synthesis, it turns up frequently in academic literature as the target analyte or reference compound in studies looking at biological extracts — for example, work on endophytic fungal extracts screened for cytotoxic or antidiabetic activity, enzyme-inhibition studies involving ABA derivatives, and metabolic research examining how small amounts of abscisic acid in fruit extracts influence glucose tolerance. Sarchem Labs supplies this material for these kinds of synthetic and analytical research applications, not as a bulk industrial commodity.

Types of 2-Cis,4-Trans-Abscisic Acid

Naturally occurring abscisic acid in plants exists predominantly as a single enantiomer in the 2-cis,4-trans (S)-configuration. Because chemical synthesis does not automatically favor one mirror-image form over the other, commercially synthesized material is commonly supplied as the racemic (+/-) mixture, even while retaining the natural cis/trans double-bond geometry that defines this product.

Safety Information

  • Storage Class: 11 – Combustible Solids
  • Water Hazard Class (WGK): 3 (severely hazardous to water)
  • Recommended PPE: Chemical safety eyeshields/goggles, protective gloves, and an N95-type (or equivalent) particulate respirator
  • Storage Conditions: Keep refrigerated at 2–8 °C in a tightly sealed container, away from incompatible materials and ignition sources
  • Handling Precautions: Minimize dust generation, avoid skin/eye contact, handle in a well-ventilated area or fume hood

Related Products

FAQs: 2-Cis,4-Trans-abscisic acid, synthetic

It is primarily used as a synthetic intermediate and as a chiral auxiliary in asymmetric organic synthesis, where its rigid ring structure helps control the stereochemistry of a reaction. It also serves as an analytical reference standard in chiral HPLC methods.

Yes — this product is manufactured synthetically to match the natural 2-cis,4-trans configuration of abscisic acid, the plant hormone involved in stress response and seed dormancy. It is generally supplied as a racemic mixture rather than the single enantiomer found in plants.

Sarchem recommends storing it refrigerated at 2–8 °C in a tightly closed container, in a location appropriate for Storage Class 11 (combustible solids).

Standard recommended PPE includes chemical safety eyeshields or goggles, protective gloves, and an N95-type particulate respirator to avoid inhaling fine powder.

No — 2-cis,4-trans-abscisic acid is not an industrial polymer chain extender. It is a plant-hormone-related research chemical used in organic synthesis (as an intermediate and chiral auxiliary) and in analytical/biomedical research, not in polyester or polyurethane production.