Rhytidenone H

ID: ALA4091255

PubChem CID: 132503163

Max Phase: Preclinical

Molecular Formula: C22H18O5

Molecular Weight: 362.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1C=CC(=O)C2=CCCC3(Oc4cccc5cccc(c45)O3)[C@@H]21

Standard InChI:  InChI=1S/C22H18O5/c1-13(23)25-19-11-10-16(24)15-7-4-12-22(21(15)19)26-17-8-2-5-14-6-3-9-18(27-22)20(14)17/h2-3,5-11,19,21H,4,12H2,1H3/t19-,21+/m1/s1

Standard InChI Key:  IXWSRRUXXCNCOB-CTNGQTDRSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    3.6211  -12.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6140  -10.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983  -11.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9027  -11.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300  -15.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516  -14.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0473  -14.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6151  -14.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1867  -14.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893  -14.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9019  -15.2569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9026  -13.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6128  -14.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3254  -13.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3331  -12.7887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9051  -12.7816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3298  -11.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3368  -11.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0474  -12.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0377  -10.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332   -9.8853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7552  -11.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7587  -11.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537  -13.1854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9229  -11.3633    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7712  -13.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7776  -14.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4826  -13.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0
  1  4  1  0
 17  2  2  0
  2  3  1  0
  3  4  1  0
  8  5  1  0
  5  6  2  0
  6  7  1  0
  7 14  2  0
  8 13  1  0
 12  9  1  0
  9 10  2  0
 10 11  1  0
 11  8  2  0
 12 13  2  0
 12 16  1  0
 13 14  1  0
 14 15  1  0
  1 15  1  0
  1 16  1  0
 17 18  1  0
 17 20  1  0
 18 19  1  0
 19 23  1  0
 22 20  1  0
 20 21  2  0
 23 22  2  0
 19 24  1  1
 18 25  1  6
 24 26  1  0
 26 27  1  0
 26 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4091255

   ---

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: 362.38

Molecular Weight (Monoisotopic): 362.1154

AlogP: 3.71

#Rotatable Bonds: 1

Polar Surface Area: 61.83

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.98

CX Basic pKa: ┄

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: 1.81

References

1. Siridechakorn I, Yue Z, Mittraphab Y, Lei X, Pudhom K..  (2017)  Identification of spirobisnaphthalene derivatives with anti-tumor activities from the endophytic fungus Rhytidhysteron rufulum AS21B.,  25  (11): [PMID:28274675] [10.1016/j.bmc.2017.02.054]

Source

Source(1):

• Scientific Literature