6-deoxy-7-O-demethyl-3,4-anhydrofusarubin

ID: ALA479229

Cas Number: 132899-04-8

PubChem CID: 125571

Max Phase: Preclinical

Molecular Formula: C14H10O5

Molecular Weight: 258.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC2=C(CO1)C(=O)c1c(O)cc(O)cc1C2=O

Standard InChI:  InChI=1S/C14H10O5/c1-6-2-8-10(5-19-6)14(18)12-9(13(8)17)3-7(15)4-11(12)16/h2-4,15-16H,5H2,1H3

Standard InChI Key:  ATLURBSTOUCQEI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    8.3919   -0.5028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042    0.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -0.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1162   -0.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1162    1.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8282    0.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8247   -0.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5335   -0.4841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5405    1.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2538    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500   -0.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9607   -0.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6799   -0.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6837    0.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9684    1.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5428    1.9909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5278   -1.3090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6903   -0.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9710    1.9858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
 10 11  2  0
  4  7  1  0
  6  5  1  0
  6  7  2  0
  2  3  1  0
  2  5  1  0
 10 15  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  3  4  2  0
  9 16  2  0
  6  9  1  0
  8 17  2  0
  7  8  1  0
  3 18  1  0
  8 11  1  0
 15 19  1  0
 13  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA479229

   6-O-Demethyl-5-deoxyanhydrofusarubin

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 258.23

Molecular Weight (Monoisotopic): 258.0528

AlogP: 1.71

#Rotatable Bonds: ┄

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.35

CX Basic pKa: ┄

CX LogP: 1.30

CX LogD: 0.97

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.74

Np Likeness Score: 2.44

References

1. Thines E, Anke H, Sterner O..  (1998)  Trichoflectin, a bioactive azaphilone from the ascomycete Trichopezizella nidulus.,  61  (2): [PMID:9548866] [10.1021/np970469g]

2. Zhou YH, Zhang M, Zhu RX, Zhang JZ, Xie F, Li XB, Chang WQ, Wang XN, Zhao ZT, Lou HX..  (2016)  Heptaketides from an Endolichenic Fungus Biatriospora sp. and Their Antifungal Activity.,  79  (9): [PMID:27556953] [10.1021/acs.jnatprod.5b00998]

Source

Source(1):

• Scientific Literature