Names | |
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IUPAC name Dammarane [1] | |
Systematic IUPAC name (1R,3aR,3bR,5aS,9aS,9bR,11aR)-1-[(2R)-6-Methylheptan-2-yl]-3a,3b,6,6,9a-pentamethylhexadecahydro-1H-cyclopenta[a]phenanthrene | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChemSpider | |
KEGG | |
MeSH | C102963 |
PubChem CID | |
CompTox Dashboard (EPA) | |
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Properties | |
C30H54 | |
Molar mass | 414.75 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Dammarane is a tetracyclic triterpene found in sapogenins (forming triterpenoid saponins) like those of ginseng (ginsenosides: panaxatriol and protopanaxadiol). Compounds of the series were first isolated from and named after dammar resin, a natural resin from the tropical trees of the Dipterocarp family. [2] [3]
Pentaerythritol is an organic compound with the formula C(CH2OH)4. Classified as a polyol, it is a white solid. Pentaerythritol is a building block for the synthesis and production of explosives, plastics, paints, appliances, cosmetics, and many other commercial products.
In polymer chemistry and materials science, a resin is a solid or highly viscous substance of plant or synthetic origin that is typically convertible into polymers. Resins are usually mixtures of organic compounds. This article focuses mainly on naturally occurring resins.
Dammar, also called dammar gum, or damar gum, is a resin obtained from the tree family Dipterocarpaceae in India and Southeast Asia, principally those of the genera Shorea or Hopea. The resin of some species of Canarium may also called dammar. Most is produced by tapping trees; however, some is collected in fossilised form on the ground. The gum varies in colour from clear to pale yellow, while the fossilised form is grey-brown. Dammar gum is a triterpenoid resin, containing many triterpenes and their oxidation products. Many of them are low molecular weight compounds, but dammar also contains a polymeric fraction, composed of polycadinene. The name dammar is a Malay word meaning ‘resin’ or ‘torch made from resin’.
Resorcinol (or resorcin) is a phenolic compound. It is an organic compound with the formula C6H4(OH)2. It is one of three isomeric benzenediols, the 1,3-isomer (or meta-isomer). Resorcinol crystallizes from benzene as colorless needles that are readily soluble in water, alcohol, and ether, but insoluble in chloroform and carbon disulfide.
Formamide is an amide derived from formic acid. It is a colorless liquid which is miscible with water and has an ammonia-like odor. It is chemical feedstock for the manufacture of sulfa drugs and other pharmaceuticals, herbicides and pesticides, and in the manufacture of hydrocyanic acid. It has been used as a softener for paper and fiber. It is a solvent for many ionic compounds. It has also been used as a solvent for resins and plasticizers. Some astrobiologists suggest that it may be an alternative to water as the main solvent in other forms of life.
In organic chemistry, a carbodiimide is a functional group with the formula RN=C=NR. They are exclusively synthetic. A well known carbodiimide is dicyclohexylcarbodiimide, which is used in peptide synthesis. Dialkylcarbodiimides are stable. Some diaryl derivatives tend to convert to dimers and polymers upon standing at room temperature, though this mostly occurs with low melting point carbodiimides that are liquids at room temperature. Solid diaryl carbodiimides are more stable, but can slowly undergo hydrolysis in the presence of water over time.
Pentyl is a five-carbon alkyl group or substituent with chemical formula -C5H11. It is the substituent form of the alkane pentane.
But-1-ene (or 1-butylene) is the organic compound with the formula CH3CH2CH=CH2. It is a colorless gas that is easily condensed to give a colorless liquid. It is classified as a linear alpha-olefin. It is one of the isomers of butene (butylene). It is a precursor to diverse products.
Cholane is a triterpene which can exist as either of two stereoisomers, 5α-cholane and 5β-cholane. Its name is derived from Greek: χολή (chole) meaning 'bile' in reference to its original discovery from the bile of the American bullfrog. The compound itself has no known uses. However, various functionalized analogues are produced by plants and animals, typically in the form of sterols, steroids and bile acids.
Hopane is a natural chemical compound classified as a triterpene. It forms the central core of a variety of other chemical compounds which are collectively known as hopanoids. The first compound of the hopane family to be isolated and characterised was hydroxyhopanone, found in dammar resin. The name derives from Hopea, a tree genus from which dammar is obtained.
In chemical nomenclature, a preferred IUPAC name (PIN) is a unique name, assigned to a chemical substance and preferred among the possible names generated by IUPAC nomenclature. The "preferred IUPAC nomenclature" provides a set of rules for choosing between multiple possibilities in situations where it is important to decide on a unique name. It is intended for use in legal and regulatory situations.
Isobenzofuran is a bicyclic heterocycle consisting of fused cyclohexa-1,3-diene and furan rings. It is isomeric with benzofuran.
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (or DDQ) is the chemical reagent with formula C6Cl2(CN)2O2. This oxidant is useful for the dehydrogenation of alcohols, phenols, and steroid ketones. DDQ decomposes in water, but is stable in aqueous mineral acid.
Lanostane or 4,4,14α-trimethylcholestane is a tetracyclic chemical compound with formula C
30H
54. It is a polycyclic hydrocarbon, specifically a triterpene. It is an isomer of cucurbitane.
Stigmastane or 24R-ethylcholestane is a tetracyclic triterpene, along with cholestane and ergostane, this sterane is used as a biomarker for early eukaryotes.
Protostane is a tetracyclic triterpene, its natural distribution is primarily limited to the genus Alisma. It is so named because it is considered to be the "prototype" of steroids.
Campestane or 24R-methylcholestane is a tetracyclic triterpene. Its derivative campesterol (campest-5-en-3β-ol) was first isolated from the rapeseed, hence the name.
Poriferastane or 24S-ethylcholestane is a tetracyclic triterpene and the parent structure of a series of steroids, such as poriferastanol.
Euphane is a tetracyclic triterpene that is the 13α,14β-stereoisomer of lanostane. Its derivatives are widely distributed in many plants.
Gammacerane is a pentacyclic triterpene compound with the formula C30H52 and five six-membered rings. Its derivatives include tetrahymanol(Gammaceran-3β-ol)and so on. After millions of years of diagenesis, these derivatives became gammacerane can be used as biomarkers in petroleum to study the origin of petroleum.