Molecule

Mycosporine Serinol

AlkaPlorer ID: AK045623

Synonym: None

IUPAC Name: (5S)-3-(1,3-dihydroxypropan-2-ylamino)-5-hydroxy-5-(hydroxymethyl)-2-methoxycyclohex-2-en-1-one

Structure

SMILES: COC1=C(NC(CO)CO)C[C@@](O)(CO)CC1=O

InChI: InChI=1S/C11H19NO6/c1-18-10-8(12-7(4-13)5-14)2-11(17,6-15)3-9(10)16/h7,12-15,17H,2-6H2,1H3/t11-/m0/s1

InChIKey: VVTDHOIRNPCGTH-NSHDSACASA-N

Reference

The isolation of four aminocyclohexenimines (mycosporines) and a structurally related derivative of cyclohexane-1:3-dione (gadusol) from the brine shrimp, Artemia

PubChem CID: 442866

CAS: 59719-29-8

LOTUS: LTS0075176

SuperNatural Ⅲ: SN0401431-02

NPASS: NPC251884

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Pachysandra procumbens	Pachysandra	Buxaceae	Buxales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Zephyranthes candida	Zephyranthes	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Azolla filiculoides	Azolla	Salviniaceae	Salviniales	Polypodiopsida	Streptophyta	Viridiplantae	Eukaryota
Polypodium glycyrrhiza	Polypodium	Polypodiaceae	Polypodiales	Polypodiopsida	Streptophyta	Viridiplantae	Eukaryota
Cyclamen repandum	Cyclamen	Primulaceae	Ericales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Burasaia madagascariensis	Burasaia	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Aspergillus brunneus	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Cussonia arborea	Cussonia	Araliaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Helicobasidium mompa	Helicobasidium	Helicobasidiaceae	Helicobasidiales	Pucciniomycetes	Basidiomycota	Fungi	Eukaryota
Neolitsea konishii	Neolitsea	Lauraceae	Laurales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lichina pygmaea	Lichina	Lichinaceae	Lichinales	Lichinomycetes	Ascomycota	Fungi	Eukaryota
Andryala pinnatifida	Andryala	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Plectranthus ecklonii	Plectranthus	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Hypoxylon fragiforme	Hypoxylon	Hypoxylaceae	Xylariales	Sordariomycetes	Ascomycota	Fungi	Eukaryota
Hericium erinaceus	Hericium	Hericiaceae	Russulales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Plantago subulata	Plantago	Plantaginaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ormosia sumatrana	Ormosia	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stereum hirsutum	Stereum	Stereaceae	Russulales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Thymus marschallianus	Thymus	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 261.27399999999994

TPSA？: 119.25

MolLogP？: -2.1265

Number of H-Donors: 5

Number of H-Acceptors: 7

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A-375	IC50	50000.0	nM	10.1016/j.bmcl.2010.06.013
Homo sapiens	A-375	Inhibition	11.0	%	10.1016/j.bmcl.2010.06.013
Homo sapiens	A-375	Inhibition	20.0	%	10.1016/j.bmcl.2010.06.013
Mus musculus	B16	IC50	27000.0	nM	10.1016/j.bmcl.2010.06.013
Mus musculus	B16	IC50	50000.0	nM	10.1016/j.bmcl.2010.06.013
Mus musculus	B16	Inhibition	34.0	%	10.1016/j.bmcl.2010.06.013
Mus musculus	B16	Inhibition	85.0	%	10.1016/j.bmcl.2010.06.013