(5R,6R)-5-[9-(Furan-9-yl)ethyl]-5-methyl-1-methylidenecyclohexane-5-carboxylic acid; Elgonene J

ID: ALA4514394

PubChem CID: 155539245

Max Phase: Preclinical

Molecular Formula: C15H20O3

Molecular Weight: 248.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CCC[C@@](C)(C(=O)O)[C@@H]1CCc1ccoc1

Standard InChI:  InChI=1S/C15H20O3/c1-11-4-3-8-15(2,14(16)17)13(11)6-5-12-7-9-18-10-12/h7,9-10,13H,1,3-6,8H2,2H3,(H,16,17)/t13-,15-/m1/s1

Standard InChI Key:  YVAMNJAWJAORRC-UKRRQHHQSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   11.3292   -9.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3292  -10.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0386  -11.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7481  -10.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7481   -9.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0386   -9.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4611   -9.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1717   -9.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8806   -9.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6292   -9.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1820   -9.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7713   -8.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9674   -8.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0386   -8.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4548  -10.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4548  -11.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9554   -9.0097    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4522  -11.8575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1638  -10.6298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13  9  2  0
  6 14  2  0
  4 15  1  0
  4 16  1  6
  5 17  1  6
 16 18  2  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514394

   ---

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: 248.32

Molecular Weight (Monoisotopic): 248.1412

AlogP: 3.66

#Rotatable Bonds: 4

Polar Surface Area: 50.44

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.82

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 1.30

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: 2.29

References

1. Cheng T, Chepkirui C, Decock C, Matasyoh JC, Stadler M..  (2019)  Sesquiterpenes from an Eastern African Medicinal Mushroom Belonging to the Genus Sanghuangporus.,  82  (5): [PMID:31001977] [10.1021/acs.jnatprod.8b01086]

Source

Source(1):

• Scientific Literature