Molecule

fumitremorgin b

AlkaPlorer ID: AK010063

Synonym: None

IUPAC Name: (1R,2S,12S,15S)-1,2-dihydroxy-7-methoxy-10-(3-methylbut-2-enyl)-12-(2-methylprop-1-enyl)-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4(9),5,7-tetraene-14,20-dione

Structure

SMILES: COC1=CC=C2C3=C([C@H](C=C(C)C)N4C(=O)[C@@H]5CCCN5C(=O)[C@]4(O)[C@H]3O)N(CC=C(C)C)C2=C1

InChI: InChI=1S/C27H33N3O5/c1-15(2)10-12-28-20-14-17(35-5)8-9-18(20)22-23(28)21(13-16(3)4)30-25(32)19-7-6-11-29(19)26(33)27(30,34)24(22)31/h8-10,13-14,19,21,24,31,34H,6-7,11-12H2,1-5H3/t19-,21-,24-,27+/m0/s1

InChIKey: WEIYXEFMCIRZHC-MWGWWEMPSA-N

Reference

Metabolites from <i>Aspergillus fumigatus</i>, an Endophytic Fungus Associated with <i>Melia azedarach</i>, and Their Antifungal, Antifeedant, and Toxic Activities

PubChem CID: 105113

CAS: 12626-17-4

LOTUS: LTS0044010

SuperNatural Ⅲ: SN0408004-02

NPASS: NPC70192

{

NPAtlas: NPA020345

data_source: manually

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Aspergillus fumigatus	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 479.5770000000003

TPSA？: 95.24

MolLogP？: 3.192200000000001

Number of H-Donors: 2

Number of H-Acceptors: 6

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	ATP-binding cassette sub-family G member 2	Inhibition	nan	%	10.1016/j.bmcl.2016.11.013
None	NON-PROTEIN TARGET	IC50	5000.0	nM	10.1016/j.bmcl.2016.11.013

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT005207	CC(C)=CCOP(=O)(O)OP(=O)(O)O.COc1ccc2c3c([nH]c2c1)[C@H](C=C(C)C)N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3O>>COc1ccc2c3c(n(CC=C(C)C)c2c1)[C@H](C=C(C)C)N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3O	RXN-14420
AKRT011906	COc1ccc2c3c([nH]c2c1)[C@H](C=C(C)C)N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3O.CC(C)=CCOP(=O)(O)OP(=O)(O)O>>COc1ccc2c3c(n(CC=C(C)C)c2c1)[C@H](C=C(C)C)N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3O	enzymemap_39884
AKRT011907	COc1ccc2c3c(n(CC=C(C)C)c2c1)[C@H](C=C(C)C)N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3O>>COc1ccc2c3c4n(c2c1)[C@@H](C=C(C)C)OOC(C)(C)C[C@@H]4N1C(=O)[C@@H]2CCCN2C(=O)[C@]1(O)[C@H]3O	RXN-14407