(Z)-6,6',7,3'alpha-Diligustilide

ID: ALA1765388

PubChem CID: 54582271

Max Phase: Preclinical

Molecular Formula: C24H28O4

Molecular Weight: 380.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (Z)-6,6',7,3'Alpha-Diligustilide | (Z)-6,6',7,3'Alpha-Diligustilide|CHEMBL1765388

Canonical SMILES:  CCC/C=C1\OC(=O)C2=C[C@H]3CC[C@]21C1C2=C(CC[C@H]13)/C(=C\CCC)OC2=O

Standard InChI:  InChI=1S/C24H28O4/c1-3-5-7-18-16-10-9-15-14-11-12-24(21(15)20(16)23(26)27-18)17(13-14)22(25)28-19(24)8-6-4-2/h7-8,13-15,21H,3-6,9-12H2,1-2H3/b18-7+,19-8-/t14-,15+,21?,24+/m1/s1

Standard InChI Key:  UBBRXVRQZJSDAK-FGUXGJARSA-N

Molfile:  

     RDKit          2D

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   12.1531   -9.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.8670   -8.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5771  -10.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8615  -10.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0286  -11.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8451  -11.4717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1857  -10.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4711  -11.9939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9937  -10.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.0635   -9.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3211   -8.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4437  -10.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1159  -10.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4536  -11.4646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2722  -11.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3087  -10.5429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8267  -11.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5755  -12.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1299  -13.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8746  -14.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8488   -9.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1324   -9.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1531   -8.5083    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4437   -8.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4437   -8.0938    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 16 26  1  1
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 29 27  1  0
  2 28  1  1
 29 30  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1765388

   (Z)-6,6',7,3'Alpha-Diligustilide

Molecule Features

Natural Product: No

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: 380.48

Molecular Weight (Monoisotopic): 380.1988

AlogP: 5.13

#Rotatable Bonds: 4

Polar Surface Area: 52.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.69

CX LogD: 4.69

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.63

Np Likeness Score: 3.57

References

1. Brindis F, Rodríguez R, Bye R, González-Andrade M, Mata R..  (2011)  (Z)-3-butylidenephthalide from Ligusticum porteri , an α-glucosidase inhibitor.,  74  (3): [PMID:20879744] [10.1021/np100447a]

Source

Source(1):

• Scientific Literature