(4aR,8aR)-3-(hydroxymethyl)-5,8a-dimethyl-4,4a,7,8-tetrahydrobenzo[f]benzofuran-2-one

ID: ALA5198639

PubChem CID: 139589461

Max Phase: Preclinical

Molecular Formula: C15H18O3

Molecular Weight: 246.31

Names and Identifiers

Canonical SMILES:  CC1=CCC[C@@]2(C)C=C3OC(=O)C(CO)=C3C[C@H]12

Standard InChI:  InChI=1S/C15H18O3/c1-9-4-3-5-15(2)7-13-10(6-12(9)15)11(8-16)14(17)18-13/h4,7,12,16H,3,5-6,8H2,1-2H3/t12-,15+/m1/s1

Standard InChI Key:  YGAZFGCBVZLCRF-DOMZBBRYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -1.7619   -1.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7619   -0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4765    0.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4765    0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7619    1.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0472    0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0472    0.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3327   -0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817    0.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664   -0.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6515    0.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4765    0.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664    1.0813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817    0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3327    1.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4215   -1.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8693   -1.6515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0472    1.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0472   -0.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  6  5  1  0
  6  7  1  0
  7  2  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  9 14  1  0
 14 15  2  0
  6 15  1  0
 10 16  1  0
 16 17  1  0
  6 18  1  6
  7 19  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA5198639

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 246.31

Molecular Weight (Monoisotopic): 246.1256

AlogP: 2.48

#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: 1.66

CX LogD: 1.66

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.57

Np Likeness Score: 3.22

References

1. Li K, Chen S, Pang X, Cai J, Zhang X, Liu Y, Zhu Y, Zhou X..  (2022)  Natural products from mangrove sediments-derived microbes: Structural diversity, bioactivities, biosynthesis, and total synthesis.,  230  [PMID:35063731] [10.1016/j.ejmech.2022.114117]

Source

Source(1):

• Scientific Literature