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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:46:45 UTC

Update Date

2022-03-07 02:55:22 UTC

HMDB ID

HMDB0037528

Secondary Accession Numbers

HMDB37528

Metabolite Identification

Common Name

Blennin B

Description

Blennin B belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review a small amount of articles have been published on Blennin B.

Structure

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

HMDB0037528
     RDKit          3D
Blennin B
 39 41  0  0  0  0  0  0  0  0999 V2000
    0.1728    2.7464    1.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000    1.6862    0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3522    0.8635    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7403    0.9343    0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -0.2456   -0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547   -1.1826    1.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7304    0.2231   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5628   -0.9574   -0.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2190   -0.2763   -0.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7620   -1.2422   -0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7646   -2.3774   -1.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539   -0.7441   -0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6448    0.4504   -0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0069    1.7419    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0489    0.3762   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8909    1.2806   -0.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3429   -0.9725   -0.8279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -1.7059   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7002   -1.9543    1.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3319    2.2841    2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365    3.4056    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947    3.3885    1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864    1.8772    0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8353    0.9462    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1560   -1.5088    1.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7519   -0.6792    1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4071   -2.0630    0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6026    0.1921   -0.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5771    1.2770   -1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9014   -0.4195   -1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733   -0.9725   -2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914   -2.0486   -0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0391    0.0404   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987   -1.5553    0.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695   -2.1700   -2.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0998    2.4017   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5823    2.2338    0.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0240   -2.6000   -0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2076   -2.6743    1.5425 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
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 14  2  1  0
  9  3  1  0
 18 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
 14 37  1  0
 18 38  1  0
 19 39  1  0
M  END


  Mrv0541 05061309502D          

 19 21  0  0  0  0            999 V2000
    2.1276   -0.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1505    1.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9048    2.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9446    0.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057    0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8086    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696    0.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4302    0.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2840    0.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004    1.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138    1.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3571    2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3914    0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0944    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4299    1.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3571    2.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146    0.2154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1683    3.0467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7157    1.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  4  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  8  2  0  0  0  0
 12 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  2  0  0  0  0
 18 14  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037528

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C2CC(C)(C)CC2C(O)C2=C(C1)C(=O)OC2O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O4/c1-7-4-8-11(14(18)19-13(8)17)12(16)10-6-15(2,3)5-9(7)10/h10,12,14,16,18H,4-6H2,1-3H3

> <INCHI_KEY>
SEYJJRRZTHFAPX-UHFFFAOYSA-N

> <FORMULA>
C15H20O4

> <MOLECULAR_WEIGHT>
264.3169

> <EXACT_MASS>
264.136159128

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.43063616921409

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4-dihydroxy-6,6,8-trimethyl-1H,3H,4H,4aH,5H,6H,7H,9H-azuleno[5,6-c]furan-1-one

> <ALOGPS_LOGP>
0.70

> <JCHEM_LOGP>
1.508155125

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.160894566119364

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.543540839262159

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2068065702079753

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
70.4074

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4-dihydroxy-6,6,8-trimethyl-3H,4H,4aH,5H,7H,9H-azuleno[5,6-c]furan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037528
     RDKit          3D
Blennin B
 39 41  0  0  0  0  0  0  0  0999 V2000
    0.1728    2.7464    1.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000    1.6862    0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3522    0.8635    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7403    0.9343    0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -0.2456   -0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547   -1.1826    1.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7304    0.2231   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5628   -0.9574   -0.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2190   -0.2763   -0.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7620   -1.2422   -0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7646   -2.3774   -1.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539   -0.7441   -0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6448    0.4504   -0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0069    1.7419    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0489    0.3762   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8909    1.2806   -0.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3429   -0.9725   -0.8279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -1.7059   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7002   -1.9543    1.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3319    2.2841    2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365    3.4056    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947    3.3885    1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864    1.8772    0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8353    0.9462    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1560   -1.5088    1.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7519   -0.6792    1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4071   -2.0630    0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6026    0.1921   -0.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5771    1.2770   -1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9014   -0.4195   -1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733   -0.9725   -2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914   -2.0486   -0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0391    0.0404   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987   -1.5553    0.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695   -2.1700   -2.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0998    2.4017   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5823    2.2338    0.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0240   -2.6000   -0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2076   -2.6743    1.5425 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
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 14  2  1  0
  9  3  1  0
 18 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
 14 37  1  0
 18 38  1  0
 19 39  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       3.972  -0.729   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.748   2.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.289   4.400   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.763   0.658   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.797   1.724   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.243   4.153   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.303   0.658   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.803   1.862   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.263   1.862   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.921   3.364   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.146   3.364   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.533   4.032   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.731   1.724   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.176   4.153   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.402   3.140   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.533   5.572   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.521   0.402   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.314   5.687   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.336   3.140   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4    7    8                                                       
CONECT    5    9   15                                                       
CONECT    6   10   15                                                       
CONECT    7    1    4    9                                                  
CONECT    8    4   11   13                                                  
CONECT    9    5    7   10                                                  
CONECT   10    6    9   12                                                  
CONECT   11    8   12   14                                                  
CONECT   12   10   11   16                                                  
CONECT   13    8   17   19                                                  
CONECT   14   11   18   19                                                  
CONECT   15    2    3    5    6                                             
CONECT   16   12                                                            
CONECT   17   13                                                            
CONECT   18   14                                                            
CONECT   19   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0037528
HETATM    1  C1  UNL     1       0.173   2.746   1.365  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.600   1.686   0.407  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.352   0.864   0.049  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.740   0.934   0.521  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.477  -0.246  -0.014  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.955  -1.183   1.067  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.730   0.223  -0.762  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.563  -0.957  -0.956  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.219  -0.276  -0.882  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.762  -1.242  -0.307  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.765  -2.377  -1.118  1.00  0.00           O  
HETATM   12  C11 UNL     1       2.154  -0.744  -0.261  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.645   0.450  -0.262  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.007   1.742   0.028  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.049   0.376  -0.619  1.00  0.00           C  
HETATM   16  O2  UNL     1       4.891   1.281  -0.737  1.00  0.00           O  
HETATM   17  O3  UNL     1       4.343  -0.973  -0.828  1.00  0.00           O  
HETATM   18  C15 UNL     1       3.284  -1.706  -0.200  1.00  0.00           C  
HETATM   19  O4  UNL     1       3.700  -1.954   1.099  1.00  0.00           O  
HETATM   20  H1  UNL     1      -0.332   2.284   2.243  1.00  0.00           H  
HETATM   21  H2  UNL     1      -0.537   3.406   0.790  1.00  0.00           H  
HETATM   22  H3  UNL     1       0.995   3.388   1.682  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.186   1.877   0.095  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.835   0.946   1.628  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.156  -1.509   1.744  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.752  -0.679   1.668  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.407  -2.063   0.567  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.603   0.192  -0.078  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.577   1.277  -1.074  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.901  -0.419  -1.661  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.973  -0.973  -2.000  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.491  -2.049  -0.673  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.039   0.040  -1.914  1.00  0.00           H  
HETATM   34  H15 UNL     1       0.399  -1.555   0.685  1.00  0.00           H  
HETATM   35  H16 UNL     1       1.069  -2.170  -2.038  1.00  0.00           H  
HETATM   36  H17 UNL     1       2.100   2.402  -0.868  1.00  0.00           H  
HETATM   37  H18 UNL     1       2.582   2.234   0.839  1.00  0.00           H  
HETATM   38  H19 UNL     1       3.024  -2.600  -0.768  1.00  0.00           H  
HETATM   39  H20 UNL     1       3.208  -2.674   1.543  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3   14
CONECT    3    4    9
CONECT    4    5   23   24
CONECT    5    6    7    8
CONECT    6   25   26   27
CONECT    7   28   29   30
CONECT    8    9   31   32
CONECT    9   10   33
CONECT   10   11   12   34
CONECT   11   35
CONECT   12   13   13   18
CONECT   13   14   15
CONECT   14   36   37
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   38
CONECT   19   39
END

HMDB0037528
     RDKit          3D
Blennin B
 39 41  0  0  0  0  0  0  0  0999 V2000
    0.1728    2.7464    1.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000    1.6862    0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3522    0.8635    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7403    0.9343    0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -0.2456   -0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547   -1.1826    1.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7304    0.2231   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5628   -0.9574   -0.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2190   -0.2763   -0.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7620   -1.2422   -0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7646   -2.3774   -1.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539   -0.7441   -0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6448    0.4504   -0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0069    1.7419    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0489    0.3762   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8909    1.2806   -0.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3429   -0.9725   -0.8279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -1.7059   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7002   -1.9543    1.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3319    2.2841    2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365    3.4056    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947    3.3885    1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864    1.8772    0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8353    0.9462    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1560   -1.5088    1.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7519   -0.6792    1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4071   -2.0630    0.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6026    0.1921   -0.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5771    1.2770   -1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9014   -0.4195   -1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733   -0.9725   -2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914   -2.0486   -0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0391    0.0404   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987   -1.5553    0.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695   -2.1700   -2.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0998    2.4017   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5823    2.2338    0.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0240   -2.6000   -0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2076   -2.6743    1.5425 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
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 14  2  1  0
  9  3  1  0
 18 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
 14 37  1  0
 18 38  1  0
 19 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₄

Average Molecular Weight

264.3169

Monoisotopic Molecular Weight

264.136159128

IUPAC Name

3,4-dihydroxy-6,6,8-trimethyl-1H,3H,4H,4aH,5H,6H,7H,9H-azuleno[5,6-c]furan-1-one

Traditional Name

3,4-dihydroxy-6,6,8-trimethyl-3H,4H,4aH,5H,7H,9H-azuleno[5,6-c]furan-1-one

CAS Registry Number

62824-37-7

SMILES

CC1=C2CC(C)(C)CC2C(O)C2=C(C1)C(=O)OC2O

InChI Identifier

InChI=1S/C15H20O4/c1-7-4-8-11(14(18)19-13(8)17)12(16)10-6-15(2,3)5-9(7)10/h10,12,14,16,18H,4-6H2,1-3H3

InChI Key

SEYJJRRZTHFAPX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Lactarane sesquiterpenoid
2-furanone
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Hemiacetal
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037528)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037528)

Source

Endogenous

Endogenous (HMDB: HMDB0037528)

Plant

Plant (HMDB: HMDB0037528)

Animal

Animal (HMDB: HMDB0037528)

Exogenous

Food

Food (HMDB: HMDB0037528)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037528)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037528)

Cellular process

Cell signaling (HMDB: HMDB0037528)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037528)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037528)

Nutrient

Nutrient (HMDB: HMDB0037528)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037528)

Emulsifier (HMDB: HMDB0037528)

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	103.3 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	1.51 g/L	ALOGPS
logP	0.7	ALOGPS
logP	1.51	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	11.54	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	70.41 m³·mol⁻¹	ChemAxon
Polarizability	28.43 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	164.529	31661259
DarkChem	[M-H]-	155.852	31661259
DeepCCS	[M+H]+	163.752	30932474
DeepCCS	[M-H]-	161.394	30932474
DeepCCS	[M-2H]-	194.281	30932474
DeepCCS	[M+Na]+	169.845	30932474
AllCCS	[M+H]+	161.4	32859911
AllCCS	[M+H-H2O]+	157.8	32859911
AllCCS	[M+NH4]+	164.7	32859911
AllCCS	[M+Na]+	165.6	32859911
AllCCS	[M-H]-	167.5	32859911
AllCCS	[M+Na-2H]-	167.4	32859911
AllCCS	[M+HCOO]-	167.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Blennin B	CC1=C2CC(C)(C)CC2C(O)C2=C(C1)C(=O)OC2O	3467.5	Standard polar	33892256
Blennin B	CC1=C2CC(C)(C)CC2C(O)C2=C(C1)C(=O)OC2O	2211.6	Standard non polar	33892256
Blennin B	CC1=C2CC(C)(C)CC2C(O)C2=C(C1)C(=O)OC2O	2254.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Blennin B,1TMS,isomer #1	CC1=C2CC(C)(C)CC2C(O[Si](C)(C)C)C2=C(C1)C(=O)OC2O	2233.3	Semi standard non polar	33892256
Blennin B,1TMS,isomer #2	CC1=C2CC(C)(C)CC2C(O)C2=C(C1)C(=O)OC2O[Si](C)(C)C	2256.2	Semi standard non polar	33892256
Blennin B,2TMS,isomer #1	CC1=C2CC(C)(C)CC2C(O[Si](C)(C)C)C2=C(C1)C(=O)OC2O[Si](C)(C)C	2307.9	Semi standard non polar	33892256
Blennin B,1TBDMS,isomer #1	CC1=C2CC(C)(C)CC2C(O[Si](C)(C)C(C)(C)C)C2=C(C1)C(=O)OC2O	2464.7	Semi standard non polar	33892256
Blennin B,1TBDMS,isomer #2	CC1=C2CC(C)(C)CC2C(O)C2=C(C1)C(=O)OC2O[Si](C)(C)C(C)(C)C	2509.7	Semi standard non polar	33892256
Blennin B,2TBDMS,isomer #1	CC1=C2CC(C)(C)CC2C(O[Si](C)(C)C(C)(C)C)C2=C(C1)C(=O)OC2O[Si](C)(C)C(C)(C)C	2768.5	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 - Blennin B GC-MS (Non-derivatized) - 70eV, Positive	splash10-00r2-3980000000-8d3e798fbc39461a96e7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Blennin B GC-MS (2 TMS) - 70eV, Positive	splash10-00dl-3619000000-d668145e582833a887cb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Blennin B 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 - Blennin B 10V, Positive-QTOF	splash10-014j-0190000000-dbf26e4114c3f9a382cf	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blennin B 20V, Positive-QTOF	splash10-00kb-0490000000-6881c8604cf4aac66dfa	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blennin B 40V, Positive-QTOF	splash10-0079-4920000000-6b769fb6e907b81b6cc0	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blennin B 10V, Negative-QTOF	splash10-03di-0090000000-dd82e34290e8da5d8fd7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blennin B 20V, Negative-QTOF	splash10-014i-0190000000-d0e897f924644996df92	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blennin B 40V, Negative-QTOF	splash10-014u-9730000000-81ac4b6f48dee622a005	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blennin B 10V, Negative-QTOF	splash10-03di-0090000000-16d43704d08f3756e03a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blennin B 20V, Negative-QTOF	splash10-03di-0490000000-9f0f2c5f0574fae880fe	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blennin B 40V, Negative-QTOF	splash10-02h4-1890000000-a20bb2821e6642ac4f78	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blennin B 10V, Positive-QTOF	splash10-014j-0090000000-352beb4da4eb28f5aab0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blennin B 20V, Positive-QTOF	splash10-000i-2890000000-f3fef35ee42f58a85b69	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blennin B 40V, Positive-QTOF	splash10-06r6-9550000000-b3551677f48a88c7ef2d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
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

FDB016609

KNApSAcK ID

C00021526

Chemspider ID

470570

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

540389

PDB ID

Not Available

ChEBI ID

174482

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1861761

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 Blennin B (HMDB0037528)

MOL for HMDB0037528 (Blennin B)

3D MOL for HMDB0037528 (Blennin B)

3D SDF for HMDB0037528 (Blennin B)

3D-SDF for HMDB0037528 (Blennin B)

PDB for HMDB0037528 (Blennin B)

3D PDB for HMDB0037528 (Blennin B)

SMILES for HMDB0037528 (Blennin B)

INCHI for HMDB0037528 (Blennin B)

Structure for HMDB0037528 (Blennin B)

3D Structure for HMDB0037528 (Blennin B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra