Compound ID | 3510

Update compound information

(+)-Brazilin

Synonym(s): NSC 8661  |  NSC8661  |  NSC-8661

Class: Antibiofilm agent

Spectrum of activity: Gram-positive
Details of activity: Active against Streptococcus mutans; Streptococcus mutans diadenylate cyclase (DAC) enzyme non-competitive inhibitor
Description: Natural product from Caesalpinia sappan identified from screening the NCI compound library; shows no antibacterial activity at low concentration but able to prevent biofilm formation; shows cytotoxicity to periodontal ligament cells at 31.25 mg/ml (highest concentration tested)
Year first mentioned: 2018
Development status: Experimental
Chemical structure(s):
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Molecular weight: 286.28
Iso. SMILES: C1C2=CC(=C(C=C2[C@H]3[C@@]1(COC4=C3C=CC(=C4)O)O)O)O
InChI Key: UWHUTZOCTZJUKC-JKSUJKDBSA-N
Can. SMILES: C1=C(C=C2C(=C1)[C@H]3C4=C(C=C(C(=C4)O)O)C[C@]3(CO2)O)O
InChI: InChI=1S/C16H14O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,15,17-20H,6-7H2/t15-,16+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/73384
Citations:
  • https://www.jstage.jst.go.jp/article/ddt/12/4/12_2018.01035/_article
  • https://journals.asm.org/doi/10.1128/spectrum.02418-23

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