diplodiol

ID: ALA470884

Cas Number: 69199-05-9

PubChem CID: 129639

Max Phase: Preclinical

Molecular Formula: C12H16O4

Molecular Weight: 224.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Diplodiol | Diplodiol|Diplosporin|69199-05-9|(5S,6R)-6-ethyl-5-hydroxy-3-(hydroxymethyl)-5,6,7,8-tetrahydrochromen-4-one|trans-6-ethyl-5-hydroxy-3-hydroxymethyl-5,6,7,8-tetrahydrochromone|CHEMBL470884|DTXSID90276313|CHEBI:172462|(E)-6-Ethyl-5-hydroxy-3-(hydroxymethyl)-5,6,7,8-tetrahydrochromone|Chromone, 5,6,7,8-tetrahydro-6-ethyl-5-hydroxy-3-(hydroxymethyl)-, (E)-|6-Ethyl-5,6,7,8-tetrahydro-5-hydroxy-3-(hydroxymethyl)-4H-1-benzopyran-4-one|4H-1-Benzopyran-4-one, 5,6,7,8-tetrahydro-6-ethyl-5-hydShow More⌵

Canonical SMILES:  CC[C@@H]1CCc2occ(CO)c(=O)c2[C@H]1O

Standard InChI:  InChI=1S/C12H16O4/c1-2-7-3-4-9-10(11(7)14)12(15)8(5-13)6-16-9/h6-7,11,13-14H,2-5H2,1H3/t7-,11+/m1/s1

Standard InChI Key:  BFQQKLXDPGTJKC-HQJQHLMTSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -0.4036  -21.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036  -22.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153  -22.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153  -23.4010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8311  -22.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5428  -22.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2587  -22.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2587  -21.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5428  -20.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8311  -21.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153  -20.9260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3123  -22.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282  -22.1635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5428  -23.4010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9745  -22.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6904  -22.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  5 10  2  0
 10 11  1  0
  1 11  1  0
 12 13  1  0
  2 12  1  0
  6 14  1  1
 15 16  1  0
  7 15  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA470884

   DIPLODIOL

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: 224.26

Molecular Weight (Monoisotopic): 224.1049

AlogP: 1.14

#Rotatable Bonds: 2

Polar Surface Area: 70.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.98

CX Basic pKa: ┄

CX LogP: 0.39

CX LogD: 0.39

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.79

Np Likeness Score: 2.08

References

1. Bryant FO, Cutler HG, Parker SR, Jacyno JM.  (1994)  Effect of Fungal Natural Products in an Agrobacterium tumefaciens Potato Disc Assay,  57  (5): [10.1021/np50107a012]

Source

Source(1):

• Scientific Literature