Molecule

Amicoumacin A

AlkaPlorer ID: AK055046

Synonym: None

IUPAC Name: (2S,3S,4S)-4-amino-2,3-dihydroxy-N-[(1S)-1-[(3S)-8-hydroxy-1-oxo-3,4-dihydroisochromen-3-yl]-3-methylbutyl]hexanediamide

Structure

SMILES: CC(C)C[C@H](NC(=O)[C@@H](O)[C@@H](O)[C@@H](N)CC(N)=O)[C@@H]1CC2=CC=CC(O)=C2C(=O)O1

InChI: InChI=1S/C20H29N3O7/c1-9(2)6-12(23-19(28)18(27)17(26)11(21)8-15(22)25)14-7-10-4-3-5-13(24)16(10)20(29)30-14/h3-5,9,11-12,14,17-18,24,26-27H,6-8,21H2,1-2H3,(H2,22,25)(H,23,28)/t11-,12-,14-,17-,18-/m0/s1

InChIKey: DCPWYLSPIAHJFU-YKRRISCLSA-N

Reference

Bacilosarcins A and B, novel bioactive isocoumarins with unusual heterocyclic cores from the marine-derived bacterium Bacillus subtilis

PubChem CID: 25223631

CAS: 78654-44-1

LOTUS: LTS0051831

NPASS: NPC191906

{

NPAtlas: NPA012992

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Bacillus subtilis	Bacillus	Bacillaceae	Bacillales	Bacilli	Bacillota	None	Bacteria
None	Pumilus	Kraussinidae	Terebratulida	Rhynchonellata	Brachiopoda	Metazoa	Eukaryota

Properties Information

Molecule Weight: 423.4660000000002

TPSA？: 185.2

MolLogP？: -1.0708999999999975

Number of H-Donors: 6

Number of H-Acceptors: 8

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Rattus norvegicus	Rattus norvegicus	Activity	72.0	%	10.1016/j.ejmech.2016.03.025
Staphylococcus aureus	Staphylococcus aureus	MIC	1.0	ug.mL-1	10.1021/acs.jnatprod.9b00110

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT005947	CC(C)C[C@H](NC(=O)[C@@H](O)[C@@H](O)[C@@H](N)CC(N)=O)[C@@H]1Cc2cccc(O)c2C(=O)O1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>CC(C)C[C@H](NC(=O)[C@@H](OP(=O)(O)O)[C@@H](O)[C@@H](N)CC(N)=O)[C@@H]1Cc2cccc(O)c2C(=O)O1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O	None
AKRT005948	CC(C)C[C@H](NC(=O)[C@@H](O)[C@@H](O)[C@@H](N)CC(N)=O)[C@@H]1Cc2cccc(O)c2C(=O)O1>>CC(C)C[C@H](NC(=O)[C@@H](O)[C@@H](O)[C@@H](N)CC(=O)O)[C@@H]1Cc2cccc(O)c2C(=O)O1	RXN-20944
AKRT005949	CC(C)C[C@H](NC(=O)[C@@H](O)[C@@H](O)[C@@H](N)CC(N)=O)[C@@H]1Cc2cccc(O)c2C(=O)O1>>CC(C)C[C@H](NC(=O)[C@@H](O)[C@H]1OC(=O)C[C@@H]1N)[C@@H]1Cc2cccc(O)c2C(=O)O1	RXN-20943
AKRT005950	CC(C)C[C@H](NC(=O)[C@@H](O)[C@@H](O)[C@@H](N)CC(N)=O)[C@@H]1Cc2cccc(O)c2C(=O)O1>>CC(C)C[C@H](NC(=O)[C@@H](OP(=O)(O)O)[C@@H](O)[C@@H](N)CC(N)=O)[C@@H]1Cc2cccc(O)c2C(=O)O1	RXN-20941
AKRT005951	CC(C)C[C@H](NC(=O)[C@@H](OP(=O)(O)O)[C@@H](O)[C@@H](N)CC(N)=O)[C@@H]1Cc2cccc(O)c2C(=O)O1>>CC(C)C[C@H](NC(=O)[C@@H](O)[C@@H](O)[C@@H](N)CC(N)=O)[C@@H]1Cc2cccc(O)c2C(=O)O1	RXN-20946