Clinopodiolide C

ID: ALA4472179

PubChem CID: 155535490

Max Phase: Preclinical

Molecular Formula: C20H26O4

Molecular Weight: 330.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cc2c(c(O)c1O)[C@]13CCC[C@](C)(COC1=O)[C@@H]3CC2

Standard InChI:  InChI=1S/C20H26O4/c1-11(2)13-9-12-5-6-14-19(3)7-4-8-20(14,18(23)24-10-19)15(12)17(22)16(13)21/h9,11,14,21-22H,4-8,10H2,1-3H3/t14-,19+,20+/m0/s1

Standard InChI Key:  NEJZCFPJTWECEJ-VHKYSDTDSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   40.6697   -3.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3301   -3.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6656   -3.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6738   -4.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9946   -3.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3301   -2.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6508   -2.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6425   -3.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9946   -2.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6090   -4.3212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0135   -5.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3342   -5.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6296   -5.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9946   -4.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3194   -2.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0176   -3.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9946   -1.7045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3449   -4.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3449   -3.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3235   -1.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9797   -2.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7234   -5.5222    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   39.9557   -2.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6679   -2.4676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.3932   -5.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  1
  4  1  1  0
  5  2  2  0
  6  2  1  0
  7  9  1  0
  8  5  1  0
  9  6  2  0
 10  3  1  0
 11  4  1  0
 12  4  1  0
 13 11  1  0
 14 12  1  0
 15  7  1  0
 16  1  1  0
 17  9  1  0
 18 19  1  0
 19 16  1  0
 20 15  1  0
 21 15  1  0
  4 22  1  6
 11 18  1  0
  5 14  1  0
 10 13  1  0
  8  7  2  0
  3 23  2  0
  6 24  1  0
 11 25  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4472179

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 330.42

Molecular Weight (Monoisotopic): 330.1831

AlogP: 3.77

#Rotatable Bonds: 1

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.46

CX Basic pKa: ┄

CX LogP: 4.53

CX LogD: 4.52

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: 2.44

References

1. Bustos-Brito C, Joseph-Nathan P, Burgueño-Tapia E, Martínez-Otero D, Nieto-Camacho A, Calzada F, Yépez-Mulia L, Esquivel B, Quijano L..  (2019)  Structure and Absolute Configuration of Abietane Diterpenoids from Salvia clinopodioides: Antioxidant, Antiprotozoal, and Antipropulsive Activities.,  82  (5): [PMID:31063376] [10.1021/acs.jnatprod.8b00952]

Source

Source(1):

• Scientific Literature