5-Hydroxy-(6)-gingerol

ID: ALA4089801

PubChem CID: 137641908

Max Phase: Preclinical

Molecular Formula: C17H26O5

Molecular Weight: 310.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC[C@H](O)CC(=O)CCc1cc(O)c(O)c(OC)c1

Standard InChI:  InChI=1S/C17H26O5/c1-3-4-5-6-13(18)11-14(19)8-7-12-9-15(20)17(21)16(10-12)22-2/h9-10,13,18,20-21H,3-8,11H2,1-2H3/t13-/m0/s1

Standard InChI Key:  LLELTCZDTNTCBQ-ZDUSSCGKSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    1.4110  -22.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4099  -23.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1246  -24.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8411  -23.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8381  -22.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228  -22.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6965  -22.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6963  -21.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6950  -24.1006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5511  -22.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2671  -22.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9799  -22.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6960  -22.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9768  -21.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4088  -22.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1248  -22.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8376  -22.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5537  -22.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1244  -24.9266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4056  -21.6070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2665  -22.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9825  -22.8309    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
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  2  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  3 19  1  0
 15 20  1  1
 18 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4089801

   ---

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: 310.39

Molecular Weight (Monoisotopic): 310.1780

AlogP: 2.94

#Rotatable Bonds: 10

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: 3.31

CX LogD: 3.31

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.46

Np Likeness Score: 1.72

References

1. Romero-Benavides JC, Ruano AL, Silva-Rivas R, Castillo-Veintimilla P, Vivanco-Jaramillo S, Bailon-Moscoso N..  (2017)  Medicinal plants used as anthelmintics: Ethnomedical, pharmacological, and phytochemical studies.,  129  [PMID:28231520] [10.1016/j.ejmech.2017.02.005]

Source

Source(1):

• Scientific Literature