multiferone B

ID: ALA4878891

PubChem CID: 164627325

Max Phase: Preclinical

Molecular Formula: C20H20O8

Molecular Weight: 388.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(c(O)c1C)C(=O)[C@@]1(O)c3cccc(OC)c3O[C@@H](OC)[C@@H]1O2

Standard InChI:  InChI=1S/C20H20O8/c1-9-12(25-3)8-13-14(15(9)21)17(22)20(23)10-6-5-7-11(24-2)16(10)28-19(26-4)18(20)27-13/h5-8,18-19,21,23H,1-4H3/t18-,19+,20-/m0/s1

Standard InChI Key:  ZVKWZTDJXWTOTD-ZCNNSNEGSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   14.5182  -10.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5170  -11.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2251  -12.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2233  -10.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9319  -10.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9307  -11.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6369  -12.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6393  -10.5095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3500  -10.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3466  -11.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7646  -10.9291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0568  -10.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7612  -11.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0505  -12.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0418  -12.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7430  -13.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4544  -12.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4596  -12.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2267  -12.9704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8090  -12.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8104  -10.5163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8102   -9.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6361  -12.9680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3385  -12.5550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3426  -10.1035    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.1704  -11.7558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0590   -9.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7679   -9.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8750  -12.1697    0.0000 C   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 10  1  0
  9  8  1  0
  9 10  1  0
  9 12  1  0
 10 14  1  0
 13 11  1  0
 11 12  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  3 19  1  0
  2 20  1  0
  1 21  1  0
 21 22  1  0
  7 23  2  0
 10 24  1  1
  9 25  1  6
 18 26  1  0
 12 27  1  6
 27 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878891

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 388.37

Molecular Weight (Monoisotopic): 388.1158

AlogP: 1.91

#Rotatable Bonds: 3

Polar Surface Area: 103.68

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 2.95

CX LogD: 2.94

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.82

Np Likeness Score: 1.87

References

1. Sharma VK, Srivedavyasasri R, Ali Z, Zjawiony JK, Ross SA, Ferreira D, Ashpole N, Khan IA..  (2021)  Rotenoids and Other Specialized Metabolites from the Roots of Mirabilis multiflora: Opioid and Cannabinoid Receptor Radioligand Binding Affinities.,  84  (4.0): [PMID:33734684] [10.1021/acs.jnatprod.0c00939]

Source

Source(1):

• Scientific Literature