(6R)-3,7-dimethyl-7-hydroxy-2-octen-6-olide

ID: ALA2271745

PubChem CID: 76319759

Max Phase: Preclinical

Molecular Formula: C10H16O3

Molecular Weight: 184.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)O[C@@H](C(C)(C)O)CC1

Standard InChI:  InChI=1S/C10H16O3/c1-7-4-5-8(10(2,3)12)13-9(11)6-7/h6,8,12H,4-5H2,1-3H3/t8-/m1/s1

Standard InChI Key:  ICSVRXLISHBJRU-MRVPVSSYSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    9.9312   -1.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1852   -2.2548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0414   -3.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6735   -2.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8508   -3.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3211   -3.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5404   -3.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6467   -3.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9155   -1.0533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2490   -3.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6800   -2.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0255   -4.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4538   -3.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  5  6  1  0
  6  7  1  0
  7  3  1  0
  4  5  2  0
  5  8  1  0
  1  9  2  0
  3 10  1  6
 10 11  1  0
 10 12  1  0
 10 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271745

   (2R)-2-(2-hydroxypropan-2-yl)-5-methyl-3,4-dihydro-2H-oxepin-7-one

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: 184.24

Molecular Weight (Monoisotopic): 184.1099

AlogP: 1.41

#Rotatable Bonds: 1

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.58

CX LogD: 1.58

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.63

Np Likeness Score: 2.84

References

1. Yang Y, Jiang J, Qimei L, Yan X, Zhao J, Yuan H, Qin Z, Wang M..  (2010)  The fungicidal terpenoids and essential oil from Litsea cubeba in Tibet.,  15  (10): [PMID:20944522] [10.3390/molecules15107075]

Source

Source(1):

• Scientific Literature