Molecule

AI-77-B

AlkaPlorer ID: AK030008

Synonym: None

IUPAC Name: (3S,4S,5S)-3-amino-4,5-dihydroxy-6-[[(1S)-1-[(3S)-8-hydroxy-1-oxo-3,4-dihydroisochromen-3-yl]-3-methylbutyl]amino]-6-oxohexanoic acid

Structure

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

InChI: InChI=1S/C20H28N2O8/c1-9(2)6-12(22-19(28)18(27)17(26)11(21)8-15(24)25)14-7-10-4-3-5-13(23)16(10)20(29)30-14/h3-5,9,11-12,14,17-18,23,26-27H,6-8,21H2,1-2H3,(H,22,28)(H,24,25)/t11-,12-,14-,17-,18-/m0/s1

InChIKey: LOXFXXGTOVWWQV-YKRRISCLSA-N

Reference

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

PubChem CID: 197216

CAS: 77674-99-8

LOTUS: LTS0097766

SuperNatural Ⅲ: SN0211451-01

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NPAtlas: NPA009745

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Pumilus	Kraussinidae	Terebratulida	Rhynchonellata	Brachiopoda	Metazoa	Eukaryota

Properties Information

Molecule Weight: 424.45000000000016

TPSA？: 179.40999999999997

MolLogP？: -0.4715999999999979

Number of H-Donors: 6

Number of H-Acceptors: 8

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Mus musculus	Mus musculus	LD50	179.0	mg.kg-1	10.1021/jm00364a007
Rattus norvegicus	Rattus norvegicus	Activity	100.0	%	10.1016/j.ejmech.2016.03.025
Rattus norvegicus	Rattus norvegicus	Concentration	nan	None	10.1021/jm00379a002
Rattus norvegicus	Rattus norvegicus	Protection	0.0	%	10.1021/jm00379a002
Rattus norvegicus	Rattus norvegicus	Protection	17.0	%	10.1021/jm00379a002
Rattus norvegicus	Rattus norvegicus	Protection	56.0	%	10.1021/jm00364a007
Rattus norvegicus	Rattus norvegicus	Protection	76.0	%	10.1021/jm00364a007
Rattus norvegicus	Rattus norvegicus	Protection	78.0	%	10.1021/jm00379a002
Rattus norvegicus	Rattus norvegicus	Protection	94.0	%	10.1021/jm00379a002
Rattus norvegicus	Rattus norvegicus	Protection	100.0	%	10.1021/jm00364a007
Rattus norvegicus	Rattus norvegicus	Protection	100.0	%	10.1021/jm00379a002
Rattus norvegicus	Rattus norvegicus	Protection	nan	None	10.1021/jm00379a002
Rattus norvegicus	Rattus norvegicus	Recovery	50.0	%	10.1021/jm00379a002

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT005945	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>>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-20945
AKRT005946	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>>CC(C)C[C@H](NC(=O)[C@@H](OP(=O)(O)O)[C@@H](O)[C@@H](N)CC(=O)O)[C@@H]1Cc2cccc(O)c2C(=O)O1	RXN-20942
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