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Compounds

ID	Spectrum Quality	Annotated Name
CCMSLIB00004688540	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004688541	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710327	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710328	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710329	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710330	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710331	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710332	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710333	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710334	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710335	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710336	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710337	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710338	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710339	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710340	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate
CCMSLIB00004710341	Bronze	[(2R)-2-[(E,2S,4R)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl]&(2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate

COMPOUND NPA009410

STRUCTURE

Image structure

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EXTERNAL LINKS

PROPERTIES

NPAID	NPA009410
CLUSTER ID	810
NODE ID	703
NAME	Rasfonin
FORMULA	C25H38O6
MOLECULAR WEIGHT (Da)	434.5730
ACCURATE MASS (Da)	434.2668
ORIGIN ORGANISM TYPE	Fungus
ORIGIN GENUS	Talaromyces
ORIGIN SPECIES	sp.
InChIKey	OHRGHFXATDKGOV-IOFWRBECSA-N
InChI	InChI=1S/C25H38O6/c1-6-17(2)13-19(4)14-20(5)25-22(8-10-24(29)31-25)30-23(28)9-7-18(3)15-21(16-27)11-12-26/h6-10,15,19-22,25-27H,11-14,16H2,1-5H3/b9-7+,17-6+,18-15+/t19-,20-,21-,22-,25-/m1/s1
SMILES	C/C=C(\C)C[C@@H](C)C[C@@H](C)[C@H]1OC(=O)C=C[C@H]1OC(=O)/C=C/C(C)=C/[C@H](CO)CCO

ORIGINAL ISOLATION REFERENCE

CITATION	Tomikawa, Taijiro; Shin-Ya, Kazuo; Furihata, Keiko; Kinoshita, Taisei; Miyajima, Atsushi; Seto, Haruo; Hayakawa, Yoichi Rasfonin, a New Apoptosis Inducer in ras-dependent Cells from Talaromyces sp Journal of Antibiotics 2000 53 (8) 848-850.
DOI	10.7164/antibiotics.53.848	PMID	11079809

ORIGINAL ISOLATION TAXONOMY

RANK	NAME	DB LINK	NCBI
Domain	Eukarya	-	2759
Kingdom	Fungi	MycoBank	4751
Phylum	Ascomycota	MycoBank	4890
Class	Eurotiomycetes	MycoBank	147545
Order	Eurotiales	MycoBank	5042
Family	Trichocomaceae	MycoBank	28568
Genus	Talaromyces	MycoBank	5094

SYNTHESES

CITATION 1	Huang Y; Minnaard AJ; Feringa BL A concise asymmetric synthesis of (-)-rasfonin. Organic & Biomolecular Chemistry 2012 10 (1) 29-31. DOI: 10.1039/c1ob06700a PMID: 22113704
CITATION 2	Boeckman RK; Pero JE; Boehmler DJ Toward the development of a general chiral auxiliary. Enantioselective alkylation and a new catalytic asymmetric addition of silyloxyfurans: application to a total synthesis of (-)-rasfonin. Journal of the American Chemical Society 2006 128 (34) 11032-11033. DOI: 10.1021/ja063532+ PMID: 16925414

REVISIONS

VERSION	SMILES	CITATION
Original Isolation	C/C=C(\C)/C[C@H](C)C[C@H](C)[C@@H]1[C@@H](C=CC(=O)O1)OC(=O)/C=C/C(=C/[C@H](CCO)CO)/C	Tomikawa, Taijiro; Shin-Ya, Kazuo; Furihata, Keiko; Kinoshita, Taisei; Miyajima, Atsushi; Seto, Haruo; Hayakawa, Yoichi Rasfonin, a New Apoptosis Inducer in ras-dependent Cells from Talaromyces sp Journal of Antibiotics 2000 53 (8) 848-850. DOI: 10.7164/antibiotics.53.848 PMID: 11079809
2	C/C=C(\C)C[C@@H](C)C[C@@H](C)[C@H]1OC(=O)C=C[C@H]1OC(=O)/C=C/C(C)=C/[C@H](CO)CCO	Akiyama, Kohki; Yamamoto, Shunsuke; Fujimoto, Haruhiro; Ishibashi, Masami Total synthesis of TT-1 (rasfonin), an α-pyrone-containing natural product from a fungus Trichurus terrophilus Tetrahedron 2005 61 (7) 1827-1833. DOI: 10.1016/j.tet.2004.12.013

CLASSYFIRE

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KINGDOM	[[ getValue('kingdom') ]]
SUPER CLASS	[[ getValue('superclass') ]]
CLASS	[[ getValue('class') ]]
SUB CLASS	[[ getValue('subclass') ]]
MOLECULAR FRAMEWORK	[[ getValue('molecular_framework') ]]

NP CLASSIFIER

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SUPER CLASS	[[ getValue('superclass_results') ]]
CLASS	[[ getValue('class_results') ]]
PATHWAY	[[ getValue('pathway_results') ]]
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