Isogosferol

ID: ALA5267763

Max Phase: Preclinical

Molecular Formula: C16H14O5

Molecular Weight: 286.28

Names and Identifiers

Canonical SMILES:  C=C(C)C(O)COc1c2occc2cc2ccc(=O)oc12

Standard InChI:  InChI=1S/C16H14O5/c1-9(2)12(17)8-20-16-14-11(5-6-19-14)7-10-3-4-13(18)21-15(10)16/h3-7,12,17H,1,8H2,2H3

Standard InChI Key:  RTUPRHIHXSAWDP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -1.1478    2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4332    2.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2787    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2787    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4313    0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1478    1.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9356    0.9777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4226    1.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9356    2.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933    0.8247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7079    1.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7079    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4226    0.8247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4313    0.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832   -1.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9978   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4313   -1.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7125   -1.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9978   -2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  1  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
  3 13  1  0
 11 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 18 20  2  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5267763

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 286.28

Molecular Weight (Monoisotopic): 286.0841

AlogP: 2.86

#Rotatable Bonds: 4

Polar Surface Area: 72.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.84

CX Basic pKa: ┄

CX LogP: 2.13

CX LogD: 2.13

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: 1.88

References

1. Nhoek P, Ahn S, Pel P, Kim YM, Huh J, Kim HW, Noh M, Chin YW..  (2023)  Alkaloids and Coumarins with Adiponectin-Secretion-Promoting Activities from the Leaves of Orixa japonica.,  86  (1.0): [PMID:36529937] [10.1021/acs.jnatprod.2c00844]

Source

Source(1):

• Scientific Literature