(+/-)-MELLEIN
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(+/-)-MELLEIN
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CAS No:
1200-93-7
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Formula:
C10H10O3
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Chemical Name:
(+/-)-MELLEIN
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Synonyms:
(+/-)-MELLEIN;(±)-3,4-Dihydro-8-hydroxy-3-methyl-2-benzopyran-1-one;(S)-(+)-ochracin;ochracin, 10 mM in DMSO;(±)-Mellein;(+/-)-MELLEIN;1H-2-Benzopyran-1-one, 3,4-dihydro-8-hydroxy-3-methyl-
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CAS No:
Description
Mellein is an isochromane that is 3,4-dihydroisocoumarin bearing methyl and hydroxy substituents at positions 3 and 8 respectively. It derives from an isocoumarin.
Purify it by recrystallisation from H2O or aqueous EtOH. It has UV: at 247 and 314nm. [Arakawa et al. Justusmax Liebigs Ann Chem 728 152 1969, Blair & Newbold Chem Ind (London) 93 1955, J Chem Soc 2871 1955.] The methyl ether has m 66-67o and UV: 242nm ( 7,400) and 305nm ( 4,600). R(-)-Mellein has m56o(aqueous Me2CO), [] D -102.5o (c 1, CHCl3) and R(+)-mellein has m 56-57o(hexane), [] D +102o (c 1, CHCl3) or [] 25 +88o (c 1, MeOH). [Beilstein 18 III/IV 188, 18/1 V 274.]
Characteristics
46.5
2.4
1.252±0.06 g/cm3(Predicted)
37-39 °C
392.7±42.0 °C(Predicted)
9.86±0.40(Predicted)
2-8°C
(+/-)-MELLEIN Use and Manufacturing
(±)-Mellein, a marine-derived natural product, is known for its presence in Helicascus kanaloanus, exhibiting the chemical structure of 8-hydroxy-3-methyl-3,4-dihydroisochromen-1-one.
Computed Properties
Molecular Weight:178.18
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:178.062994177
Monoisotopic Mass:178.062994177
Topological Polar Surface Area:46.5
Heavy Atom Count:13
Complexity:214
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes