20070-61-5

Basic information

• Product Name: DACRENE
• Synonyms: PHYLLOCLADENE;SCIADOPITENE;DACRENE;[8R,13S,(-)]-Kaura-16-ene;8beta,13beta-Kaur-16-ene
• CAS NO: 20070-61-5
• Molecular Formula: C₂₀H₃₂
• Molecular Weight: 272.47
• Product Categories: Miscellaneous Natural Products
• Mol File: 20070-61-5.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: DACRENE(CAS DataBase Reference)
• NIST Chemistry Reference: DACRENE(20070-61-5)
• EPA Substance Registry System: DACRENE(20070-61-5)

Safety Data

• Hazardous Substances Data: 20070-61-5(Hazardous Substances Data)

Usage

General Description

Dacrene is a chemical compound that is potentially hazardous and is used in the production of certain pesticides and insecticides. It is classified as an organophosphate compound, which makes it highly toxic to humans and animals. Dacrene is known to have neurotoxic effects and can cause a range of symptoms including nausea, vomiting, dizziness, and muscle twitches. Prolonged or high-level exposure to Dacrene can lead to more severe health effects, including respiratory distress, seizures, and even death. Due to its toxicity, Dacrene is subject to strict regulations and safety measures in its handling and use.

Upstream product

• 150-97-0 D,L-mevalonic acid 
• 21561-90-0 C₂₀H₃₆O₇P₂ 
• 90457-97-9 ent-kauran-17-ol 
• 112609-07-1 ent-17-iodokaurane 
• 36146-33-5 ent-15-Kauren-6-on-20-al 
• 28235-66-7 ent-15-Kauren-6α,20-diol 

Downstream Products

• 64-18-6 formic acid 
• 10179-10-9 (-)-Kauren-(16)-ol-(15α) 
• 10438-44-5 (-)-kaur-16-en-19-ol 
• 5282-24-6 ent-kaur-16-en-19-al 
• 5095-09-0 kaurenoic acid 
• 42753-28-6 ent-kauran-16β,17-epoxide 
• 40140-48-5 C₂₆H₃₈N₂O₂S 
• 4608-45-1 C₂₀H₃₁Br 
• 4733-53-3 (+)-β-Dihydrophyllocladen 
• 483-87-4 1,7-dimethylphenanthrene 
• 483-65-8 Retene 
• 4627-79-6 C₂₀H₃₂O 
• 16836-31-0 16α,17-ent-kauranediol 
• 14696-33-4 ent-kaur-15-en-17-ol 

Relevant articles and documents

Functional characterization of wheat ent-kaurene(-like) synthases indicates continuing evolution of labdane-related diterpenoid metabolism in the cereals

Wheat (Triticum aestivum) and rice (Oryza sativa) are two of the most agriculturally important cereal crop plants. Rice is known to produce numerous diterpenoid natural products that serve as phytoalexins and/or allelochemicals. Specifically, these are labdane-related diterpenoids, derived from a characteristic labdadienyl/copalyl diphosphate (CPP), whose biosynthetic relationship to gibberellin biosynthesis is evident from the relevant expanded and functionally diverse family of ent-kaurene synthase-like (KSL) genes found in rice the (OsKSLs). Herein reported is the biochemical characterization of a similarly expansive family of KSL from wheat (the TaKSLs). In particular, beyond ent-kaurene synthases (KS), wheat also contains several biochemically diversified KSLs. These react either with the ent-CPP intermediate common to gibberellin biosynthesis or with the normal stereoisomer of CPP that also is found in wheat (as demonstrated by the accompanying paper describing the wheat CPP synthases). Comparison with a barley (Hordeum vulgare) KS indicates conservation of monocot KS, with early and continued expansion and functional diversification of KSLs in at least the small grain cereals. In addition, some of the TaKSLs that utilize normal CPP also will react with syn-CPP, echoing previous findings with the OsKSL family, with such enzymatic promiscuity/elasticity providing insight into the continuing evolution of diterpenoid metabolism in the cereal crop plant family, as well as more generally, which is discussed here.

Synthesis of ent-Kaurene from a Naturally Occurring Precursor

ent-Kaurene (1) has been synthesized from a naturally occurring precursor, ent-kaurane-17,19-diol (3a).Selective deoxygenation at C19 of the diol was achieved after the C17 hydroxyl was protected as the triphenylmethyl ether. ent-Kaurene was then prepared by way of an elimination sequence at C17.