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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:15 UTC

Update Date

2022-03-07 02:53:26 UTC

HMDB ID

HMDB0032697

Secondary Accession Numbers

HMDB32697

Metabolite Identification

Common Name

1b-Furanoeudesm-4(15)-en-1-ol acetate

Description

1b-Furanoeudesm-4(15)-en-1-ol acetate 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 1b-Furanoeudesm-4(15)-en-1-ol acetate.

Structure

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

HMDB0032697
     RDKit          3D
1b-Furanoeudesm-4(15)-en-1-ol acetate
 42 44  0  0  0  0  0  0  0  0999 V2000
    1.1078   -3.5973   -0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791   -2.4954   -0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8067   -2.5099   -1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9145   -1.6201   -0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3422   -0.2812   -0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3769    0.5718    0.0980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6716    1.7955   -0.4832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7719    2.6435    0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9815    2.1543   -1.4637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4350   -0.5021    0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2556   -1.2965    1.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322    0.8153    1.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0168    1.4919    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985    2.7556    1.0014 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4715    2.9760    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8383    1.8130   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0218    1.6508   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8939    0.8774    0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7679   -0.5250   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -1.3058    0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9727   -3.6023    0.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8502   -4.5067   -0.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1964   -3.5483   -1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141   -2.2765   -2.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4335   -2.1089    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6197   -1.4732   -1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032    0.1413   -1.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1047    3.3205   -0.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4440    3.2926    0.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6194    1.9892    0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343   -0.9827    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9433   -0.9757    2.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1735   -2.3753    1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525    0.7285    2.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209    1.4999    1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0151    3.9021    0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9083    1.9265   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8721    2.3396   -2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    0.5882   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101   -0.6263   -1.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7799   -0.9984   -0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712   -1.6659    1.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20  2  1  0
 20 10  1  0
 18 13  2  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
M  END


  Mrv0541 05061306382D          

 20 22  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830    0.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    3.4130    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
    0.7145    1.2375    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
 10  1  2  0  0  0  0
 10  5  1  0  0  0  0
 11  2  1  0  0  0  0
 11  9  2  0  0  0  0
 12  3  1  0  0  0  0
 13  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 15 13  2  0  0  0  0
 16  6  1  0  0  0  0
 17  4  1  0  0  0  0
 17  8  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 12  2  0  0  0  0
 19  9  1  0  0  0  0
 19 15  1  0  0  0  0
 20 12  1  0  0  0  0
 20 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032697

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1CCC(=C)C2CC3=C(CC12C)OC=C3C

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O3/c1-10-5-6-16(20-12(3)18)17(4)8-15-13(7-14(10)17)11(2)9-19-15/h9,14,16H,1,5-8H2,2-4H3

> <INCHI_KEY>
RVODLNSWAHTRAO-UHFFFAOYSA-N

> <FORMULA>
C17H22O3

> <MOLECULAR_WEIGHT>
274.3548

> <EXACT_MASS>
274.15689457

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
30.816212593574054

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,8a-dimethyl-5-methylidene-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-8-yl acetate

> <ALOGPS_LOGP>
3.92

> <JCHEM_LOGP>
3.2924449640000004

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9904298003948786

> <JCHEM_POLAR_SURFACE_AREA>
39.44

> <JCHEM_REFRACTIVITY>
77.09150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,8a-dimethyl-5-methylidene-4H,4aH,6H,7H,8H,9H-naphtho[2,3-b]furan-8-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032697
     RDKit          3D
1b-Furanoeudesm-4(15)-en-1-ol acetate
 42 44  0  0  0  0  0  0  0  0999 V2000
    1.1078   -3.5973   -0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791   -2.4954   -0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8067   -2.5099   -1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9145   -1.6201   -0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3422   -0.2812   -0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3769    0.5718    0.0980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6716    1.7955   -0.4832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7719    2.6435    0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9815    2.1543   -1.4637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4350   -0.5021    0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2556   -1.2965    1.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322    0.8153    1.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0168    1.4919    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985    2.7556    1.0014 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4715    2.9760    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8383    1.8130   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0218    1.6508   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8939    0.8774    0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7679   -0.5250   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -1.3058    0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9727   -3.6023    0.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8502   -4.5067   -0.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1964   -3.5483   -1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141   -2.2765   -2.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4335   -2.1089    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6197   -1.4732   -1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032    0.1413   -1.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1047    3.3205   -0.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4440    3.2926    0.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6194    1.9892    0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343   -0.9827    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9433   -0.9757    2.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1735   -2.3753    1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525    0.7285    2.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209    1.4999    1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0151    3.9021    0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9083    1.9265   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8721    2.3396   -2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    0.5882   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101   -0.6263   -1.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7799   -0.9984   -0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712   -1.6659    1.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20  2  1  0
 20 10  1  0
 18 13  2  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 19 40  1  0
 19 41  1  0
 20 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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.942   0.369   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.371   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.466   1.834   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.466   4.326   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   17                                                            
CONECT    5    6   10                                                       
CONECT    6    5   16                                                       
CONECT    7   13   14                                                       
CONECT    8   15   17                                                       
CONECT    9   11   19                                                       
CONECT   10    1    5   14                                                  
CONECT   11    2    9   13                                                  
CONECT   12    3   18   20                                                  
CONECT   13    7   11   15                                                  
CONECT   14    7   10   17                                                  
CONECT   15    8   13   19                                                  
CONECT   16    6   17   20                                                  
CONECT   17    4    8   14   16                                             
CONECT   18   12                                                            
CONECT   19    9   15                                                       
CONECT   20   12   16                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0032697
HETATM    1  C1  UNL     1       1.108  -3.597  -0.241  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.379  -2.495  -0.331  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.807  -2.510  -1.229  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.915  -1.620  -0.780  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.342  -0.281  -0.362  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.377   0.572   0.098  1.00  0.00           O  
HETATM    7  C6  UNL     1      -2.672   1.795  -0.483  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.772   2.644   0.049  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.981   2.154  -1.464  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.435  -0.502   0.829  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.256  -1.297   1.847  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.132   0.815   1.444  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.017   1.492   0.856  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.399   2.756   1.001  1.00  0.00           O  
HETATM   15  C12 UNL     1       2.471   2.976   0.318  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.838   1.813  -0.322  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.022   1.651  -1.209  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.894   0.877   0.036  1.00  0.00           C  
HETATM   19  C16 UNL     1       1.768  -0.525  -0.336  1.00  0.00           C  
HETATM   20  C17 UNL     1       0.778  -1.306   0.464  1.00  0.00           C  
HETATM   21  H1  UNL     1       1.973  -3.602   0.408  1.00  0.00           H  
HETATM   22  H2  UNL     1       0.850  -4.507  -0.814  1.00  0.00           H  
HETATM   23  H3  UNL     1      -1.196  -3.548  -1.256  1.00  0.00           H  
HETATM   24  H4  UNL     1      -0.514  -2.277  -2.287  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.433  -2.109   0.067  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.620  -1.473  -1.607  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.803   0.141  -1.225  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.105   3.321  -0.768  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.444   3.293   0.881  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.619   1.989   0.405  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.334  -0.983   1.773  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.943  -0.976   2.882  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.173  -2.375   1.695  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.053   0.728   2.569  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.021   1.500   1.312  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.015   3.902   0.239  1.00  0.00           H  
HETATM   37  H17 UNL     1       4.908   1.927  -0.597  1.00  0.00           H  
HETATM   38  H18 UNL     1       3.872   2.340  -2.062  1.00  0.00           H  
HETATM   39  H19 UNL     1       4.094   0.588  -1.531  1.00  0.00           H  
HETATM   40  H20 UNL     1       1.510  -0.626  -1.422  1.00  0.00           H  
HETATM   41  H21 UNL     1       2.780  -0.998  -0.224  1.00  0.00           H  
HETATM   42  H22 UNL     1       1.271  -1.666   1.377  1.00  0.00           H  
CONECT    1    2    2   21   22
CONECT    2    3   20
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   10   27
CONECT    6    7
CONECT    7    8    9    9
CONECT    8   28   29   30
CONECT   10   11   12   20
CONECT   11   31   32   33
CONECT   12   13   34   35
CONECT   13   14   18   18
CONECT   14   15
CONECT   15   16   16   36
CONECT   16   17   18
CONECT   17   37   38   39
CONECT   18   19
CONECT   19   20   40   41
CONECT   20   42
END

HMDB0032697
     RDKit          3D
1b-Furanoeudesm-4(15)-en-1-ol acetate
 42 44  0  0  0  0  0  0  0  0999 V2000
    1.1078   -3.5973   -0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791   -2.4954   -0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8067   -2.5099   -1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9145   -1.6201   -0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3422   -0.2812   -0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3769    0.5718    0.0980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6716    1.7955   -0.4832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7719    2.6435    0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9815    2.1543   -1.4637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4350   -0.5021    0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2556   -1.2965    1.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322    0.8153    1.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0168    1.4919    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985    2.7556    1.0014 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4715    2.9760    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8383    1.8130   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0218    1.6508   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8939    0.8774    0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7679   -0.5250   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -1.3058    0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9727   -3.6023    0.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8502   -4.5067   -0.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1964   -3.5483   -1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141   -2.2765   -2.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4335   -2.1089    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6197   -1.4732   -1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032    0.1413   -1.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1047    3.3205   -0.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4440    3.2926    0.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6194    1.9892    0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343   -0.9827    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9433   -0.9757    2.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1735   -2.3753    1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525    0.7285    2.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209    1.4999    1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0151    3.9021    0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9083    1.9265   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8721    2.3396   -2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    0.5882   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101   -0.6263   -1.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7799   -0.9984   -0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712   -1.6659    1.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20  2  1  0
 20 10  1  0
 18 13  2  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 15 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1b-Furanoeudesm-4(15)-en-1-ol acetic acid	Generator
3,8a-Dimethyl-5-methylidene-4H,4ah,5H,6H,7H,8H,8ah,9H-naphtho[2,3-b]furan-8-yl acetic acid	HMDB

Chemical Formula

C₁₇H₂₂O₃

Average Molecular Weight

274.3548

Monoisotopic Molecular Weight

274.15689457

IUPAC Name

3,8a-dimethyl-5-methylidene-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-8-yl acetate

Traditional Name

3,8a-dimethyl-5-methylidene-4H,4aH,6H,7H,8H,9H-naphtho[2,3-b]furan-8-yl acetate

CAS Registry Number

97456-36-5

SMILES

CC(=O)OC1CCC(=C)C2CC3=C(CC12C)OC=C3C

InChI Identifier

InChI=1S/C17H22O3/c1-10-5-6-16(20-12(3)18)17(4)8-15-13(7-14(10)17)11(2)9-19-15/h9,14,16H,1,5-8H2,2-4H3

InChI Key

RVODLNSWAHTRAO-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
Furan
Heteroaromatic compound
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen 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: HMDB0032697)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032697)

Source

Endogenous

Endogenous (HMDB: HMDB0032697)

Plant

Plant (HMDB: HMDB0032697)

Animal

Animal (HMDB: HMDB0032697)

Exogenous

Food

Food (HMDB: HMDB0032697)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0032697)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0032697)

Cellular process

Cell signaling (HMDB: HMDB0032697)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0032697)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0032697)

Nutrient

Nutrient (HMDB: HMDB0032697)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.025 g/L	ALOGPS
logP	3.92	ALOGPS
logP	3.29	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.44 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.09 m³·mol⁻¹	ChemAxon
Polarizability	30.82 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]+	164.669	31661259
DarkChem	[M-H]-	162.95	31661259
DeepCCS	[M-2H]-	190.507	30932474
DeepCCS	[M+Na]+	165.625	30932474
AllCCS	[M+H]+	166.1	32859911
AllCCS	[M+H-H2O]+	162.6	32859911
AllCCS	[M+NH4]+	169.3	32859911
AllCCS	[M+Na]+	170.2	32859911
AllCCS	[M-H]-	172.7	32859911
AllCCS	[M+Na-2H]-	172.6	32859911
AllCCS	[M+HCOO]-	172.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1b-Furanoeudesm-4(15)-en-1-ol acetate	CC(=O)OC1CCC(=C)C2CC3=C(CC12C)OC=C3C	2680.1	Standard polar	33892256
1b-Furanoeudesm-4(15)-en-1-ol acetate	CC(=O)OC1CCC(=C)C2CC3=C(CC12C)OC=C3C	1978.1	Standard non polar	33892256
1b-Furanoeudesm-4(15)-en-1-ol acetate	CC(=O)OC1CCC(=C)C2CC3=C(CC12C)OC=C3C	2004.6	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 - 1b-Furanoeudesm-4(15)-en-1-ol acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-052o-5940000000-73394485f539adbab890	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1b-Furanoeudesm-4(15)-en-1-ol acetate 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 - 1b-Furanoeudesm-4(15)-en-1-ol acetate 10V, Positive-QTOF	splash10-004i-0090000000-0bdc68de3d288c89f75e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b-Furanoeudesm-4(15)-en-1-ol acetate 20V, Positive-QTOF	splash10-017i-2790000000-61db7d6a5a9d13c91054	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b-Furanoeudesm-4(15)-en-1-ol acetate 40V, Positive-QTOF	splash10-0uxv-9610000000-4bb7df0e97e4c9f66bae	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b-Furanoeudesm-4(15)-en-1-ol acetate 10V, Negative-QTOF	splash10-00e9-1090000000-f823f71f1245d1ac3c18	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b-Furanoeudesm-4(15)-en-1-ol acetate 20V, Negative-QTOF	splash10-0089-2090000000-d9651ce48fa9cff8f777	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b-Furanoeudesm-4(15)-en-1-ol acetate 40V, Negative-QTOF	splash10-0ku7-7590000000-28c3d9777b578c29a758	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b-Furanoeudesm-4(15)-en-1-ol acetate 10V, Negative-QTOF	splash10-00di-1090000000-43ba586c81a55f8436f3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b-Furanoeudesm-4(15)-en-1-ol acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b-Furanoeudesm-4(15)-en-1-ol acetate 40V, Negative-QTOF	splash10-0a4l-9010000000-e80d8c160e3a90c1d201	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b-Furanoeudesm-4(15)-en-1-ol acetate 10V, Positive-QTOF	splash10-004i-0090000000-8dcb876bd2956f6e0a27	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b-Furanoeudesm-4(15)-en-1-ol acetate 20V, Positive-QTOF	splash10-07vj-2950000000-7b4ad97e41fac34e569b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1b-Furanoeudesm-4(15)-en-1-ol acetate 40V, Positive-QTOF	splash10-052b-2910000000-85ba7d16f0e64e3edf3f	2021-09-23	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

FDB010654

KNApSAcK ID

Not Available

Chemspider ID

35013470

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751288

PDB ID

Not Available

ChEBI ID

172512

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 1b-Furanoeudesm-4(15)-en-1-ol acetate (HMDB0032697)

MOL for HMDB0032697 (1b-Furanoeudesm-4(15)-en-1-ol acetate)

3D MOL for HMDB0032697 (1b-Furanoeudesm-4(15)-en-1-ol acetate)

3D SDF for HMDB0032697 (1b-Furanoeudesm-4(15)-en-1-ol acetate)

3D-SDF for HMDB0032697 (1b-Furanoeudesm-4(15)-en-1-ol acetate)

PDB for HMDB0032697 (1b-Furanoeudesm-4(15)-en-1-ol acetate)

3D PDB for HMDB0032697 (1b-Furanoeudesm-4(15)-en-1-ol acetate)

SMILES for HMDB0032697 (1b-Furanoeudesm-4(15)-en-1-ol acetate)

INCHI for HMDB0032697 (1b-Furanoeudesm-4(15)-en-1-ol acetate)

Structure for HMDB0032697 (1b-Furanoeudesm-4(15)-en-1-ol acetate)

3D Structure for HMDB0032697 (1b-Furanoeudesm-4(15)-en-1-ol acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra