Dendrodochol D

ID: ALA3297835

PubChem CID: 90682797

Max Phase: Preclinical

Molecular Formula: C14H22O5

Molecular Weight: 270.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](O)/C=C/C=C/[C@H]1OC[C@H]2[C@@H](O)[C@@H](O)[C@H](O)C[C@@H]21

Standard InChI:  InChI=1S/C14H22O5/c1-8(15)4-2-3-5-12-9-6-11(16)14(18)13(17)10(9)7-19-12/h2-5,8-18H,6-7H2,1H3/b4-2+,5-3+/t8-,9+,10-,11-,12-,13-,14+/m1/s1

Standard InChI Key:  KBKBJVZZIPXQCD-HGQLRBIYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   11.9153   -6.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9153   -6.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6206   -7.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6206   -5.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2082   -7.3557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6206   -4.8990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2064   -5.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3259   -6.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3303   -6.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1055   -7.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5803   -6.5289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0983   -5.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3227   -7.7592    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3186   -5.3117    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5239   -7.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3410   -7.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7593   -8.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5764   -8.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9948   -9.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8119   -9.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5960   -9.9859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  9  1  0
  8  4  1  0
  2  5  1  1
  4  6  1  6
  1  7  1  6
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  9 13  1  6
  8 14  1  1
 10 15  1  6
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3297835

   Dendrodochol D

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: 270.32

Molecular Weight (Monoisotopic): 270.1467

AlogP: -0.40

#Rotatable Bonds: 3

Polar Surface Area: 90.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.08

CX Basic pKa: ┄

CX LogP: -0.97

CX LogD: -0.97

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.52

Np Likeness Score: 2.90

References

1. Xu DX, Sun P, Kurtán T, Mándi A, Tang H, Liu B, Gerwick WH, Wang ZW, Zhang W..  (2014)  Polyhydroxy cyclohexanols from a Dendrodochium sp. fungus associated with the sea cucumber Holothuria nobilis Selenka.,  77  (5): [PMID:24749951] [10.1021/np500024r]

Source

Source(1):

• Scientific Literature