Molecule

Cytoglobosin D

AlkaPlorer ID: AK048717

Synonym: None

IUPAC Name: (1S,3E,5S,6R,7E,9S,11E,13S,16S,17R,18S)-5,6-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,15,16-tetramethyl-19-azatricyclo[11.7.0.01,17]icosa-3,7,11,14-tetraene-2,20-dione

Structure

SMILES: CC1=C[C@@H]2/C=C/C[C@H](C)/C=C(\C)[C@@H](O)[C@@H](O)/C=C/C(=O)[C@]23C(O)=N[C@@H](CC2=CNC4=CC=CC=C24)[C@@H]3[C@@H]1C

InChI: InChI=1S/C32H38N2O4/c1-18-8-7-9-23-15-19(2)21(4)29-26(16-22-17-33-25-11-6-5-10-24(22)25)34-31(38)32(23,29)28(36)13-12-27(35)30(37)20(3)14-18/h5-7,9-15,17-18,21,23,26-27,29-30,33,35,37H,8,16H2,1-4H3,(H,34,38)/b9-7+,13-12+,20-14+/t18-,21+,23-,26-,27-,29-,30+,32+/m0/s1

InChIKey: PSEVHIVYAHBJDR-HMIIDTQCSA-N

Reference

Cytoglobosins A−G, Cytochalasans from a Marine-Derived Endophytic Fungus, <i>Chaetomium globosum</i> QEN-14

PubChem CID: 46209919

LOTUS: LTS0128518

NPASS: NPC46225

{

NPAtlas: NPA003613

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Ulva pertusa	Ulva	Ulvaceae	Ulvales	Ulvophyceae	Chlorophyta	Viridiplantae	Eukaryota
Eschweilera coriacea	Eschweilera	Lecythidaceae	Ericales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Salvadora persica	Salvadora	Salvadoraceae	Brassicales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Eucalyptus cladocalyx	Eucalyptus	Myrtaceae	Myrtales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Aspergillus violaceus	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Chaetomium globosum	Chaetomium	Chaetomiaceae	Sordariales	Sordariomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 514.6660000000003

TPSA？: 105.91

MolLogP？: 5.253300000000005

Number of H-Donors: 4

Number of H-Acceptors: 4

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A549	IC50	2550.0	nM	10.1021/np900569t
Homo sapiens	KB	Activity	nan	None	10.1021/np900569t
Mus musculus	P388	Activity	nan	None	10.1021/np900569t

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT007005	CC1=C[C@@H]2/C=C/C[C@H](C)/C=C(\C)CC/C=C/C(=O)[C@]23C(=O)N[C@@H](Cc2c[nH]c4ccccc24)[C@@H]3[C@@H]1C>>CC1=C[C@@H]2/C=C/C[C@H](C)/C=C(\C)[C@@H](O)[C@@H](O)/C=C/C(=O)[C@]23C(=O)N[C@@H](Cc2c[nH]c4ccccc24)[C@@H]3[C@@H]1C	RXN-16182
AKRT007007	CC1=C[C@@H]2/C=C/C[C@H](C)/C=C(\C)[C@@H](O)[C@@H](O)/C=C/C(=O)[C@]23C(=O)N[C@@H](Cc2c[nH]c4ccccc24)[C@@H]3[C@@H]1C>>C/C1=C\[C@@H](C)C/C=C/[C@H]2[C@@H]3O[C@]3(C)[C@@H](C)[C@H]3[C@H](Cc4c[nH]c5ccccc45)NC(=O)[C@@]23C(=O)/C=C/[C@H](O)[C@@H]1O	RXN-16188
AKRT007008	CC1=C[C@@H]2/C=C/C[C@H](C)/C=C(\C)[C@@H](O)[C@@H](O)/C=C/C(=O)[C@]23C(=O)N[C@@H](Cc2c[nH]c4ccccc24)[C@@H]3[C@@H]1C>>CC1=C[C@@H]2/C=C/C[C@H](C)/C=C(\C)[C@@H](O)C(=O)/C=C/C(=O)[C@]23C(=O)N[C@@H](Cc2c[nH]c4ccccc24)[C@@H]3[C@@H]1C	RXN-16183