4'-demethoxy-3',4'-methylenedioxyrocaglaol

ID: ALA2332223

PubChem CID: 10623340

Max Phase: Preclinical

Molecular Formula: C26H24O7

Molecular Weight: 448.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c2c(c1)O[C@@]1(c3ccc4c(c3)OCO4)[C@H](c3ccccc3)C[C@@H](O)[C@@]21O

Standard InChI:  InChI=1S/C26H24O7/c1-29-17-11-21(30-2)24-22(12-17)33-26(16-8-9-19-20(10-16)32-14-31-19)18(13-23(27)25(24,26)28)15-6-4-3-5-7-15/h3-12,18,23,27-28H,13-14H2,1-2H3/t18-,23+,25+,26-/m0/s1

Standard InChI Key:  ZPHNJERYFDKEMS-LHVBDCGNSA-N

Molfile:  

     RDKit          2D

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   10.4393  -10.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.3489  -11.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3440  -12.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5295  -12.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2730  -13.3585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9317  -13.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5925  -13.3617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3268   -8.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  9  2  0
  8  4  2  0
  4  1  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  8  9  1  0
  9 10  1  0
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 17 18  2  0
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 13 17  1  1
 16 23  2  0
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 26 24  1  0
 24 25  2  0
 25 16  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 26  1  0
  5 31  1  0
 11 32  1  1
 15 33  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2332223

   8bH-Cyclopenta[b]benzofuran-1,8b-diol, 3a-(1,3-benzodioxol-5-yl)-1,2,3,3a-tetrahydro-6,8-dimethoxy-3-phenyl-, (1R,3S,3aR,8bS)-

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: 448.47

Molecular Weight (Monoisotopic): 448.1522

AlogP: 3.46

#Rotatable Bonds: 4

Polar Surface Area: 86.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.65

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.63

Np Likeness Score: 1.54

References

1. Pan L, Acuña UM, Li J, Jena N, Ninh TN, Pannell CM, Chai H, Fuchs JR, Carcache de Blanco EJ, Soejarto DD, Kinghorn AD..  (2013)  Bioactive flavaglines and other constituents isolated from Aglaia perviridis.,  76  (3): [PMID:23301897] [10.1021/np3007588]

Source

Source(1):

• Scientific Literature