8beta-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol

ID: ALA2332221

PubChem CID: 71658107

Max Phase: Preclinical

Molecular Formula: C27H26O7

Molecular Weight: 462.50

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@@]21OC

Standard InChI:  InChI=1S/C27H26O7/c1-29-18-12-22(30-2)25-23(13-18)34-26(17-9-10-20-21(11-17)33-15-32-20)19(16-7-5-4-6-8-16)14-24(28)27(25,26)31-3/h4-13,19,24,28H,14-15H2,1-3H3/t19-,24+,26-,27+/m0/s1

Standard InChI Key:  SKVASQVJEVFEOC-KTWRFPGGSA-N

Molfile:  

     RDKit          2D

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   32.5534   -5.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7388   -5.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4823   -6.6064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1410   -7.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8019   -6.6096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   30.3558   -1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5362   -1.5807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 26 24  1  0
 24 25  2  0
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 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 26  1  0
  5 31  1  0
 11 32  1  1
 32 33  1  0
 15 34  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2332221

   (1R,3S,3aR,8bS)-3a-(1,3-benzodioxol-5-yl)-6,8,8b-trimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-ol

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: 462.50

Molecular Weight (Monoisotopic): 462.1679

AlogP: 4.11

#Rotatable Bonds: 5

Polar Surface Area: 75.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.69

CX Basic pKa: ┄

CX LogP: 3.79

CX LogD: 3.79

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.61

Np Likeness Score: 1.53

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