Acylfulvene

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Acylfulvene
IUPAC name (5'R)-5'-hydroxy-2',5',7'-trimethyl-4'-spiro[cyclopropane-1,6'-indene]one
Identifiers
CAS number	125392-76-9
PubChem	365701
ChemSpider	324633 Y
ChEMBL	CHEMBL121987 Y
Jmol-3D images	Image 1 Image 2
SMILES CC1=CC2=C(C3(CC3)C(C(=O)C2=C1)(C)O)C O=C1C/3=C/C(=CC\3=C(/C2([C@]1(O)C)CC2)C)C
InChI InChI=1S/C14H16O2/c1-8-6-10-9(2)14(4-5-14)13(3,16)12(15)11(10)7-8/h6-7,16H,4-5H2,1-3H3/t13-/m0/s1 Y Key: HLAKJNQXUARACO-ZDUSSCGKSA-N Y InChI=1/C14H16O2/c1-8-6-10-9(2)14(4-5-14)13(3,16)12(15)11(10)7-8/h6-7,16H,4-5H2,1-3H3/t13-/m0/s1 Key: HLAKJNQXUARACO-ZDUSSCGKBE
Properties
Molecular formula	C14H16O2
Molar mass	216.28 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Acylfulvene is a cytotoxin that is related to illudin. Illudin itself can be extracted from the jack o'lantern mushroom (Omphalotus olearius). Acylfulvene is a compound that can be utilized towards the treatment of a wide assortment of cancers and tumors. It is thought that the acylfulvene compound cripples tumors by DNA alkylation (see DNA methylation), but the exact mechanism of action is not determined.

At present, paclitaxel (Taxol) is the drug of choice to treat certain tumors and cancers, but researchers claim^[who?] that the efficacy of acylfulvene to fight various tumors is many times that of paclitaxel. The production and thus the use of acylfulvene is hampered by the fact that the extraction of illudin from mushrooms is difficult and also, at the present moment, acylfulvene is difficult to synthesize.

References