18-Norabietane

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18-Norabietane
18-norabietane.svg
Names
Preferred IUPAC name
(1S,4aS,4bS,7S,8aS)-1,4a-Dimethyl-7-(propan-2-yl)tetradecahydrophenanthrene
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C19H34/c1-13(2)15-7-10-18-16(12-15)8-9-17-14(3)6-5-11-19(17,18)4/h13-18H,5-12H2,1-4H3/t14-,15-,16-,17-,18-,19-/m0/s1 Yes check.svgY
    Key: HTNCYKZTYXSRHL-DYKIIFRCSA-N Yes check.svgY
  • C3C[C@@H]([C@@H]2CC[C@@H]1[C@H](CC[C@H](C(C)C)C1)[C@@]2(C)C3)C
Properties
C19H34
Molar mass 262.481 g·mol−1
Density 0.883 g/ml
Related compounds
Related compounds
Abietane, Retene, Simonellite
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

18-Norabietane is a diterpene perhydrogenated phenanthrene derivative. It occurs in the mineral fichtelite. [1]

Related Research Articles

Anthracene Chemical compound

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Phenanthrene Polycyclic aromatic hydrocarbon composed of three fused benzene rings

Phenanthrene a polycyclic aromatic hydrocarbon (PAH) with formula C14H10, consisting of three fused benzene rings. It is a colorless, crystal-like solid, but can also appear yellow. Phenanthrene is used to make dyes, plastics and pesticides, explosives and drugs. It has also been used to make bile acids, cholesterol and steroids.

Fichtelite

Fichtelite is a rare white mineral found in fossilized wood from Bavaria. It crystallizes in the monoclinic crystal system. It is a cyclic hydrocarbon: dimethyl-isopropyl-perhydrophenanthrene, C19H34. It is very soft with a Mohs hardness of 1, the same as talc. Its specific gravity is very low at 1.032, just slightly denser than water.

Morphinan Chemical compound

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Phenanthrenoid

Phenanthrenoids are chemical compounds formed with a phenanthrene backbone. These compounds occur naturally in plants, although they can also be synthesized.

Chrysene Chemical compound

Chrysene is a polycyclic aromatic hydrocarbon (PAH) with the molecular formula C
18
H
12
that consists of four fused benzene rings. It is a natural constituent of coal tar, from which it was first isolated and characterized. It is also found in creosote at levels of 0.5-6 mg/kg.

<i>Coelogyne cristata</i> Species of orchid

Coelogyne cristata is an epiphytic orchid that comes from cool, moist areas of the eastern Himalayas and Vietnam. It blooms every spring, before the snow begins to melt. Its genus name Coelogyne originates from two Greek words, koilos (“hollow”) and gyne (“woman”), because of the orchid’s pistil. Cristata takes its species name from crista, the Latin word for “comb”, because of the look of the flower’s lip.

Benzo(<i>c</i>)phenanthrene Chemical compound

Benzo[c]phenanthrene is a polycyclic aromatic hydrocarbon with the chemical formula C18H12. It is a white solid that is soluble in nonpolar organic solvents. It is a nonplanar molecule consisting of the fusion of four fused benzene rings. The compound is of mainly theoretical interest but it is environmentally occurring and weakly carcinogenic.

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Gonane Chemical compound

Gonane is a chemical compound with formula C
17
H
28
, whose molecule can be described as three molecules of cyclohexane and one of cyclopentane, fused in a particular way. More specifically, the molecule can be described as that of cycloheptadecane (–CH2–)17 with three extra bonds connecting carbons 1 to 13, 4 to 12, and 5 to 9, replacing six hydrogen atoms. It can also be viewed as the result of fusing a cyclopentane molecule with a fully hydrogenated molecule of phenanthrene, hence the more descriptive name perhydrocyclopenta[a]phenanthrene.

Mallory reaction

In organic chemistry, the Mallory reaction is a photochemical-cyclization–elimination reaction of diaryl-ethylene structures to form phenanthrenes and other polycyclic form polycyclic aromatic hydrocarbons and heteroaromatics. This name reaction is named for Frank Mallory, who discovered it while a graduate student.

1-Hydroxyphenanthrene Chemical compound

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Coelogin Chemical compound

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Coeloginin Chemical compound

Coeloginin is a phenanthrenoid found in the high altitude Himalayan orchid Coelogyne cristata. This molecule has a phenanthro[4,5-bcd]pyrone structure.

Coeloginanthrin Chemical compound

Coeloginanthrin is a phenanthrenoid found in the orchid Coelogyne cristata.

Confusarin Chemical compound

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Triphenylethylene

Triphenylethylene (TPE) is a simple aromatic hydrocarbon that possesses weak estrogenic activity. Its estrogenic effects were discovered in 1937. TPE was derived from structural modification of the more potent estrogen diethylstilbestrol, which is a member of the stilbestrol group of nonsteroidal estrogens.

Phenanthrenequinone Chemical compound

Phenanthrenedione is a quinone derivative of a polycyclic aromatic hydrocarbon. It is an orange, water-insoluble solid.

References

  1. Ruzicka, L.; Balas, Fr.; Schinz, H. (1923). "Higher terpene compounds. XII. Fichtelite and the stereochemistry of hydrogenated phenanthrene derivatives". Helvetica Chimica Acta. 6: 692–697. doi:10.1002/hlca.19230060174.