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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:48:12 UTC

Update Date

2022-03-07 02:55:00 UTC

HMDB ID

HMDB0036640

Secondary Accession Numbers

HMDB36640

Metabolite Identification

Common Name

Furanofukinin

Description

Furanofukinin belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Based on a literature review a small amount of articles have been published on Furanofukinin.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0036640
     RDKit          3D
Furanofukinin
 42 44  0  0  0  0  0  0  0  0999 V2000
    0.9814    2.1868   -1.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6295    0.8856   -1.3370 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7604    0.4729   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7739   -0.6151    0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1356   -0.5183    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0497    0.6243   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303   -1.8168    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5995   -2.5808    0.3777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4631   -1.9192    0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0972   -2.4205    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662   -1.3563    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2670   -1.8397    0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1862   -0.9051   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0504    0.4325    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501    0.9533    0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6002    2.2718    0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5759    0.0084    0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4729    0.0231    2.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379    2.4207   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4471    2.9603   -1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0985    2.2721   -1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240    1.3316    0.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2740    0.7169   -1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6502    1.5695    0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0252    0.4540    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631   -2.1394    0.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0975   -3.2957   -0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1381   -2.8382    1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8138   -1.2772   -1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649   -2.8501   -0.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5128   -1.7947    1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2082   -1.2667   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224   -0.7868   -1.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3853    0.3380    1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7181    1.1623   -0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678    1.1204   -1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8438    3.0621    0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5970    2.4379    1.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4036    2.3421    1.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.3744    2.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2033   -0.9550    2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136    0.7547    2.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17  3  1  0
  9  4  2  0
 17 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
M  END


  Mrv0541 05061309152D          

 18 20  0  0  0  0            999 V2000
    4.6119   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2907   -3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
 10  1  1  0  0  0  0
 10  9  2  0  0  0  0
 11  2  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  2  0  0  0  0
 15 14  1  0  0  0  0
 16  3  1  0  0  0  0
 16 11  1  0  0  0  0
 16 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17  4  1  0  0  0  0
 17 15  1  0  0  0  0
 18  9  1  0  0  0  0
 18 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036640

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1C2=C(CC3CCCC(C)C13C)OC=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C16H24O2/c1-10-9-18-13-8-12-7-5-6-11(2)16(12,3)15(17-4)14(10)13/h9,11-12,15H,5-8H2,1-4H3

> <INCHI_KEY>
JRLLKNNCOWNIBL-UHFFFAOYSA-N

> <FORMULA>
C16H24O2

> <MOLECULAR_WEIGHT>
248.3606

> <EXACT_MASS>
248.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.085341783307545

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methoxy-3,4a,5-trimethyl-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan

> <ALOGPS_LOGP>
4.70

> <JCHEM_LOGP>
3.997999328333335

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0738420171551857

> <JCHEM_POLAR_SURFACE_AREA>
22.37

> <JCHEM_REFRACTIVITY>
72.75970000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methoxy-3,4a,5-trimethyl-4H,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036640
     RDKit          3D
Furanofukinin
 42 44  0  0  0  0  0  0  0  0999 V2000
    0.9814    2.1868   -1.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6295    0.8856   -1.3370 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7604    0.4729   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7739   -0.6151    0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1356   -0.5183    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0497    0.6243   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303   -1.8168    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5995   -2.5808    0.3777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4631   -1.9192    0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0972   -2.4205    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662   -1.3563    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2670   -1.8397    0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1862   -0.9051   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0504    0.4325    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501    0.9533    0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6002    2.2718    0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5759    0.0084    0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4729    0.0231    2.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379    2.4207   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4471    2.9603   -1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0985    2.2721   -1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240    1.3316    0.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2740    0.7169   -1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6502    1.5695    0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0252    0.4540    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631   -2.1394    0.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0975   -3.2957   -0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1381   -2.8382    1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8138   -1.2772   -1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649   -2.8501   -0.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5128   -1.7947    1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2082   -1.2667   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224   -0.7868   -1.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3853    0.3380    1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7181    1.1623   -0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678    1.1204   -1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8438    3.0621    0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5970    2.4379    1.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4036    2.3421    1.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.3744    2.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2033   -0.9550    2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136    0.7547    2.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17  3  1  0
  9  4  2  0
 17 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.609  -4.251   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.276  -5.610   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.038  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.133  -2.786   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.133  -0.294   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   16                                                            
CONECT    4   17                                                            
CONECT    5    6    7                                                       
CONECT    6    5   11                                                       
CONECT    7    5   12                                                       
CONECT    8   12   13                                                       
CONECT    9   10   18                                                       
CONECT   10    1    9   14                                                  
CONECT   11    2    6   16                                                  
CONECT   12    7    8   16                                                  
CONECT   13    8   14   18                                                  
CONECT   14   10   13   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16    3   11   12   15                                             
CONECT   17    4   15                                                       
CONECT   18    9   13                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0036640
HETATM    1  C1  UNL     1       0.981   2.187  -1.586  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.630   0.886  -1.337  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.760   0.473  -0.019  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.774  -0.615   0.114  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.136  -0.518   0.067  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.050   0.624  -0.119  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.630  -1.817   0.242  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.599  -2.581   0.378  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.463  -1.919   0.311  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.097  -2.420   0.418  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.866  -1.356   0.011  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.267  -1.840   0.316  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.186  -0.905  -0.483  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.050   0.432   0.208  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.650   0.953   0.086  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.600   2.272   0.844  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.576   0.008   0.548  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.473   0.023   2.062  1.00  0.00           C  
HETATM   19  H1  UNL     1       0.838   2.421  -2.676  1.00  0.00           H  
HETATM   20  H2  UNL     1       0.447   2.960  -1.042  1.00  0.00           H  
HETATM   21  H3  UNL     1       2.098   2.272  -1.452  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.124   1.332   0.565  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.274   0.717  -1.216  1.00  0.00           H  
HETATM   24  H6  UNL     1       3.650   1.569   0.299  1.00  0.00           H  
HETATM   25  H7  UNL     1       5.025   0.454   0.384  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.663  -2.139   0.263  1.00  0.00           H  
HETATM   27  H9  UNL     1      -0.098  -3.296  -0.272  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.138  -2.838   1.428  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.814  -1.277  -1.105  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.365  -2.850  -0.123  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.513  -1.795   1.389  1.00  0.00           H  
HETATM   32  H14 UNL     1      -4.208  -1.267  -0.534  1.00  0.00           H  
HETATM   33  H15 UNL     1      -2.722  -0.787  -1.493  1.00  0.00           H  
HETATM   34  H16 UNL     1      -3.385   0.338   1.261  1.00  0.00           H  
HETATM   35  H17 UNL     1      -3.718   1.162  -0.271  1.00  0.00           H  
HETATM   36  H18 UNL     1      -1.468   1.120  -1.014  1.00  0.00           H  
HETATM   37  H19 UNL     1      -1.844   3.062   0.077  1.00  0.00           H  
HETATM   38  H20 UNL     1      -0.597   2.438   1.284  1.00  0.00           H  
HETATM   39  H21 UNL     1      -2.404   2.342   1.605  1.00  0.00           H  
HETATM   40  H22 UNL     1      -1.409   0.374   2.537  1.00  0.00           H  
HETATM   41  H23 UNL     1      -0.203  -0.955   2.482  1.00  0.00           H  
HETATM   42  H24 UNL     1       0.314   0.755   2.345  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4   17   22
CONECT    4    5    9    9
CONECT    5    6    7    7
CONECT    6   23   24   25
CONECT    7    8   26
CONECT    8    9
CONECT    9   10
CONECT   10   11   27   28
CONECT   11   12   17   29
CONECT   12   13   30   31
CONECT   13   14   32   33
CONECT   14   15   34   35
CONECT   15   16   17   36
CONECT   16   37   38   39
CONECT   17   18
CONECT   18   40   41   42
END

HMDB0036640
     RDKit          3D
Furanofukinin
 42 44  0  0  0  0  0  0  0  0999 V2000
    0.9814    2.1868   -1.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6295    0.8856   -1.3370 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7604    0.4729   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7739   -0.6151    0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1356   -0.5183    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0497    0.6243   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303   -1.8168    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5995   -2.5808    0.3777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4631   -1.9192    0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0972   -2.4205    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662   -1.3563    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2670   -1.8397    0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1862   -0.9051   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0504    0.4325    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501    0.9533    0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6002    2.2718    0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5759    0.0084    0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4729    0.0231    2.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379    2.4207   -2.6759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4471    2.9603   -1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0985    2.2721   -1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240    1.3316    0.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2740    0.7169   -1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6502    1.5695    0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0252    0.4540    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631   -2.1394    0.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0975   -3.2957   -0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1381   -2.8382    1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8138   -1.2772   -1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649   -2.8501   -0.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5128   -1.7947    1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2082   -1.2667   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224   -0.7868   -1.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3853    0.3380    1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7181    1.1623   -0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678    1.1204   -1.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8438    3.0621    0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5970    2.4379    1.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4036    2.3421    1.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.3744    2.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2033   -0.9550    2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136    0.7547    2.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17  3  1  0
  9  4  2  0
 17 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6b-Methoxyfuranoeremophilane	HMDB
6beta-Methoxyfuranoeremophilane	HMDB
Petasalbin methyl ether	HMDB

Chemical Formula

C₁₆H₂₄O₂

Average Molecular Weight

248.3606

Monoisotopic Molecular Weight

248.177630012

IUPAC Name

4-methoxy-3,4a,5-trimethyl-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan

Traditional Name

4-methoxy-3,4a,5-trimethyl-4H,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan

CAS Registry Number

34335-93-8

SMILES

COC1C2=C(CC3CCCC(C)C13C)OC=C2C

InChI Identifier

InChI=1S/C16H24O2/c1-10-9-18-13-8-12-7-5-6-11(2)16(12,3)15(17-4)14(10)13/h9,11-12,15H,5-8H2,1-4H3

InChI Key

JRLLKNNCOWNIBL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids

Alternative Parents

Substituents

Furoeremophilane sesquiterpenoid
Naphthofuran
Benzofuran
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0036640)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036640)

Source

Endogenous

Endogenous (HMDB: HMDB0036640)

Plant

Plant (HMDB: HMDB0036640)

Animal

Animal (HMDB: HMDB0036640)

Exogenous

Food

Food (HMDB: HMDB0036640)

Vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036640)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036640)

Cellular process

Cell signaling (HMDB: HMDB0036640)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036640)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036640)

Nutrient

Nutrient (HMDB: HMDB0036640)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.5 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	4.7	ALOGPS
logP	4	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	22.37 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.76 m³·mol⁻¹	ChemAxon
Polarizability	29.09 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	156.513	31661259
DarkChem	[M-H]-	153.948	31661259
DeepCCS	[M-2H]-	195.013	30932474
DeepCCS	[M+Na]+	170.127	30932474
AllCCS	[M+H]+	159.0	32859911
AllCCS	[M+H-H2O]+	155.3	32859911
AllCCS	[M+NH4]+	162.5	32859911
AllCCS	[M+Na]+	163.4	32859911
AllCCS	[M-H]-	168.0	32859911
AllCCS	[M+Na-2H]-	168.2	32859911
AllCCS	[M+HCOO]-	168.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Furanofukinin	COC1C2=C(CC3CCCC(C)C13C)OC=C2C	2228.2	Standard polar	33892256
Furanofukinin	COC1C2=C(CC3CCCC(C)C13C)OC=C2C	1702.1	Standard non polar	33892256
Furanofukinin	COC1C2=C(CC3CCCC(C)C13C)OC=C2C	1790.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Furanofukinin GC-MS (Non-derivatized) - 70eV, Positive	splash10-05o0-2390000000-e1dfa66e24b593c7990f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Furanofukinin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanofukinin 10V, Positive-QTOF	splash10-0002-0090000000-b127a46b3ae53aa9de38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanofukinin 20V, Positive-QTOF	splash10-00r2-3490000000-4e6d1b166e07e3d2aca7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanofukinin 40V, Positive-QTOF	splash10-0gbc-9310000000-e5cd56e200170ab66737	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanofukinin 10V, Negative-QTOF	splash10-0002-0090000000-0d95bd14aca56b2622aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanofukinin 20V, Negative-QTOF	splash10-0002-0090000000-9e2dffa207fbb394051f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanofukinin 40V, Negative-QTOF	splash10-0uyi-1980000000-06e09aa335cd04fc1d1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanofukinin 10V, Negative-QTOF	splash10-0002-0090000000-2ee4b8ddcdaa7b3755dc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanofukinin 20V, Negative-QTOF	splash10-0002-0090000000-3bb81aed3f9a7fc6b757	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanofukinin 40V, Negative-QTOF	splash10-0lmj-3940000000-c040ca173f64a00c9032	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanofukinin 10V, Positive-QTOF	splash10-0002-0090000000-d470e68b398edadf6917	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanofukinin 20V, Positive-QTOF	splash10-014i-0490000000-3bb74306ed0852d1c737	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furanofukinin 40V, Positive-QTOF	splash10-0002-6940000000-75d86a1892ed5c28fc65	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015560

KNApSAcK ID

C00017371

Chemspider ID

35014176

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78385403

PDB ID

Not Available

ChEBI ID

168175

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1856171

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Furanofukinin (HMDB0036640)

MOL for HMDB0036640 (Furanofukinin)

3D MOL for HMDB0036640 (Furanofukinin)

3D SDF for HMDB0036640 (Furanofukinin)

3D-SDF for HMDB0036640 (Furanofukinin)

PDB for HMDB0036640 (Furanofukinin)

3D PDB for HMDB0036640 (Furanofukinin)

SMILES for HMDB0036640 (Furanofukinin)

INCHI for HMDB0036640 (Furanofukinin)

Structure for HMDB0036640 (Furanofukinin)

3D Structure for HMDB0036640 (Furanofukinin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra