Auxarthrol C

ID: ALA3335037

PubChem CID: 118714199

Max Phase: Preclinical

Molecular Formula: C16H16O9

Molecular Weight: 352.30

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(c1)C(=O)[C@@]13O[C@]1(C2=O)[C@H](O)[C@@H](O)[C@@](C)(O)[C@@H]3O

Standard InChI:  InChI=1S/C16H16O9/c1-14(23)11(20)12(21)15-10(19)8-6(3-5(24-2)4-7(8)17)9(18)16(15,25-15)13(14)22/h3-4,11-13,17,20-23H,1-2H3/t11-,12-,13+,14-,15-,16+/m1/s1

Standard InChI Key:  IGQRNPSFVHAGKN-AQGHMYMLSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    3.7611   -2.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7600   -3.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4708   -3.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4690   -1.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1804   -2.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1838   -3.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8991   -3.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8922   -1.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3287   -3.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0476   -3.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0466   -2.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3265   -1.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6110   -2.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6131   -3.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3284   -2.6138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8893   -0.9650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9012   -4.2630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3232   -0.9603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3286   -4.2616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7581   -3.4377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4490   -1.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8634   -2.1961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0504   -1.7985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0502   -0.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694   -4.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 14  1  0
 13  8  1  0
 13 12  1  0
 14  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 14 13  1  0
 14 15  1  1
 13 15  1  1
  8 16  2  0
  7 17  2  0
 12 18  1  1
  9 19  1  1
 10 20  1  6
 11 21  1  1
 11 22  1  0
  1 23  1  0
 23 24  1  0
  3 25  1  0
M  END

Alternative Forms

  1. Parent:

    ALA3335037

    ---

Associated Targets(Human)

A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus (1598 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Micrococcus (119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus cereus (7522 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Kocuria rhizophila (337 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 352.30Molecular Weight (Monoisotopic): 352.0794AlogP: -1.87#Rotatable Bonds: 1
Polar Surface Area: 157.05Molecular Species: NEUTRALHBA: 9HBD: 5
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 7.94CX Basic pKa: CX LogP: -1.20CX LogD: -1.31
Aromatic Rings: 1Heavy Atoms: 25QED Weighted: 0.37Np Likeness Score: 1.79

References

1. Zhou XM, Zheng CJ, Chen GY, Song XP, Han CR, Li GN, Fu YH, Chen WH, Niu ZG..  (2014)  Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp. 33231.,  77  (9): [PMID:25136754] [10.1021/np500340y]

Source