Category
page 1Pentacyclic compounds

cubane
Cubane is a synthetic hydrocarbon compound with the formula . It consists of eight carbon atoms arranged at the corners of a cube, with one hydrogen atom attached to each carbon atom. A solid crystalline substance, cubane is one of the Platonic hydrocarbons and a member of the prismanes. It was first synthesized in 1964 by Philip Eaton and Thomas Cole. Before this work, Eaton believed that cubane would be impossible to synthesize due to the "required 90 degree bond angles". The cubic shape requires the carbon atoms to adopt an unusually sharp 90° bonding angle, which would be highly strained a
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pentacene
Pentacene () is a polycyclic aromatic hydrocarbon consisting of five linearly-fused benzene () rings. This highly conjugated compound is an organic semiconductor. The compound generates excitons upon absorption of ultra-violet (UV) or visible light; this makes it very sensitive to oxidation. For this reason, this compound, which is a purple powder, slowly degrades upon exposure to air and light.
betulin
Betulin is an abundant, naturally occurring triterpene. It is commonly isolated from the bark of birch trees, hence its name, from betula. It forms up to 30% of the dry weight of silver birch bark. It is also found in birch sap. Inonotus obliquus contains betulin.
basketane
Basketane is a polycyclic alkane with the chemical formula C10H12. The name is taken from its structural similarity to a basket shape. Basketane was first synthesized in 1966, independently by Masamune and Dauben and Whalen.
cycloartenol
Cycloartenol is an important triterpenoid often found in plants. It belongs to the sterol class of steroids. It is the starting point for the synthesis of almost all plant steroids, making them chemically distinct from the steroids of fungi and animals, which are, instead, produced from lanosterol.
betulinic acid
chemical compound
olympicene
Olympicene is an organic carbon-based molecule formed of five rings, of which four are benzene rings, joined in the shape of the Olympic rings.
enoxolone
Enoxolone (INN, BAN; also known as glycyrrhetinic acid or glycyrrhetic acid) is a pentacyclic triterpenoid derivative of the beta-amyrin type obtained from the hydrolysis of glycyrrhizic acid, which was obtained from the herb liquorice.
carbenoxolone
Carbenoxolone (CBX) is a glycyrrhetinic acid derivative with a steroid-like structure, similar to substances found in the root of the licorice plant. Carbenoxolone is used for the treatment of peptic, esophageal and oral ulceration and inflammation. Electrolyte imbalance is a serious side effect of carbenoxolone when used systemically.

basketene
Basketene (IUPAC name: pentacyclo[4.4.0.02,5.03,8.04,7]dec-9-ene
maslinic acid
chemical compound
perfluoropentacene
Perfluoropentacene (PFP) is an n-type organic semiconductor, which is made by fluorination of the p-type semiconductor pentacene. It has a blueish-black color, and is used for molecular thin-film devices (like OLEDs or OFETs).
acetoxolone
Acetoxolone (also known as acetylglycyrrhetic acid, acetylglycyrrhetinic acid, glycyrrhetinyl acetate and glycyrrhetic acid acetate) is a drug used for peptic ulcer and gastroesophageal reflux disease. It is an acetyl derivative of glycyrrhetinic acid. It is found in Echinopora lamellosa.
hederagenin
Hederagenin is a triterpenoid which is a chemical constituent of the Hedera helix plant.
friedelin
Friedelin is a triterpenoid chemical compound found in Azima tetracantha, Orostachys japonica, and Quercus stenophylla. Friedelin is also found in the roots of the Cannabis plant. It is noted as having antimicrobial properties and has been recovered from the byproducts of corkboard manufacturing. The compound is also a biological precursor of celastrol. It is considered a friedelane-type compound, appearing structurally similar with the addition of a ketone group.
octafluorocubane
Octafluorocubane or perfluorocubane is an organofluorine compound with the formula , consisting of eight carbon atoms joined into a cube, with a fluorine bonded to each carbon corner. It is a colorless, sublimable solid at room temperature. It has been of longstanding theoretical interest, but was not synthesised until 2022, when it was prepared in several steps from the ester of carboxycubane, beginning with its heptafluorination. According to X-ray crystallography, the C–C distances (1.570 Å) in octafluorocubane are consistent in length with those in the parent cubane (1.572 Å).
(+)-butaclamol
Butaclamol (AY-23,028) is a type of antipsychotic which was never marketed. Sold as the hydrochloride salt for use in research, the compound acts as a dopamine receptor antagonist.
==Discussion==
pKa = 7.15 (uncorrected for ionic strength)