Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 04:46:36 UTC

Update Date

2021-09-24 04:46:36 UTC

HMDB ID

HMDB0303806

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Megastigmen-7-yne-3,9-diol

Description

5-megastigmen-7-yne-3,9-diol is a member of the class of compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). 5-megastigmen-7-yne-3,9-diol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5-megastigmen-7-yne-3,9-diol can be found in common grape, which makes 5-megastigmen-7-yne-3,9-diol a potential biomarker for the consumption of this food product.

Structure

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

HMDB0303806
     RDKit          3D
5-Megastigmen-7-yne-3,9-diol
 35 35  0  0  0  0  0  0  0  0999 V2000
    0.3616    2.6985   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6160    1.5990   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1788    0.3747   -0.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2151    0.0739   -0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3945   -0.1633    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8366   -0.4284    0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0389   -1.9088    0.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -0.0233    1.5205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640   -0.7277   -0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4952   -1.8984    0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5032   -1.2076   -1.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4341   -0.3602    0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310    1.1102    0.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0992    1.3648    0.5634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668    1.8453   -0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0664    3.5595    0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3270    2.4570   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5820    3.0109   -1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4405    0.1029   -0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1047   -2.1382    0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4450   -2.4919    0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850   -2.1505   -0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6894    0.7086    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4135   -1.5297    1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1549   -2.3505    1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1770   -2.6538   -0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834   -0.7398   -2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5305   -0.9640   -1.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3724   -2.3081   -1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3120   -0.6707    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3021   -0.9658    0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208    1.5744    1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5680    0.8080   -0.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3339    2.9095   -0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4618    1.4836   -1.5447 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  3  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15  2  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
M  END

  Mrv0541 02241221542D          

 15 15  0  0  0  0            999 V2000
    1.4851    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7427    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7427   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6594   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7420   -1.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2476   -2.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8246   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7420    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1449    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4851    2.0622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1449   -1.6497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  3  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303806

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)C#CC1=C(C)CC(O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h10-11,14-15H,7-8H2,1-4H3

> <INCHI_KEY>
PJYBCOAMCYWPHQ-UHFFFAOYSA-N

> <FORMULA>
C13H20O2

> <MOLECULAR_WEIGHT>
208.2967

> <EXACT_MASS>
208.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
24.700840741106937

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(3-hydroxybut-1-yn-1-yl)-3,5,5-trimethylcyclohex-3-en-1-ol

> <ALOGPS_LOGP>
1.79

> <JCHEM_LOGP>
1.6022084286666662

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.732192119212854

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.159727375317694

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1663391670562966

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
62.73669999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(3-hydroxybut-1-yn-1-yl)-3,5,5-trimethylcyclohex-3-en-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303806
     RDKit          3D
5-Megastigmen-7-yne-3,9-diol
 35 35  0  0  0  0  0  0  0  0999 V2000
    0.3616    2.6985   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6160    1.5990   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1788    0.3747   -0.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2151    0.0739   -0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3945   -0.1633    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8366   -0.4284    0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0389   -1.9088    0.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -0.0233    1.5205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640   -0.7277   -0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4952   -1.8984    0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5032   -1.2076   -1.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4341   -0.3602    0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310    1.1102    0.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0992    1.3648    0.5634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668    1.8453   -0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0664    3.5595    0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3270    2.4570   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5820    3.0109   -1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4405    0.1029   -0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1047   -2.1382    0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4450   -2.4919    0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850   -2.1505   -0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6894    0.7086    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4135   -1.5297    1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1549   -2.3505    1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1770   -2.6538   -0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834   -0.7398   -2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5305   -0.9640   -1.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3724   -2.3081   -1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3120   -0.6707    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3021   -0.9658    0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208    1.5744    1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5680    0.8080   -0.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3339    2.9095   -0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4618    1.4836   -1.5447 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  3  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15  2  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.772   2.309   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.386   1.539   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.386  -0.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.001  -0.769   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.231  -0.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.617  -0.769   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.617  -2.309   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.385  -2.927   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.001  -2.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.462  -3.849   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.539  -2.309   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.385   1.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.004   1.539   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.772   3.849   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -4.004  -3.079   0.000  0.00  0.00           O+0
CONECT    1    2   13   14                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    4    8   10   11                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    5                                                            
CONECT   13    1                                                            
CONECT   14    1                                                            
CONECT   15    7                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0303806
HETATM    1  C1  UNL     1       0.362   2.698  -0.502  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.616   1.599  -0.414  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.179   0.375  -0.194  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.215   0.074  -0.038  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.394  -0.163   0.102  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.837  -0.428   0.265  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.039  -1.909   0.037  1.00  0.00           C  
HETATM    8  O1  UNL     1       4.238  -0.023   1.521  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.164  -0.728  -0.110  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.495  -1.898   0.624  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.503  -1.208  -1.529  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.434  -0.360   0.596  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.731   1.110   0.591  1.00  0.00           C  
HETATM   14  O2  UNL     1      -4.099   1.365   0.563  1.00  0.00           O  
HETATM   15  C13 UNL     1      -2.067   1.845  -0.564  1.00  0.00           C  
HETATM   16  H1  UNL     1      -0.066   3.559   0.087  1.00  0.00           H  
HETATM   17  H2  UNL     1       1.327   2.457  -0.015  1.00  0.00           H  
HETATM   18  H3  UNL     1       0.582   3.011  -1.540  1.00  0.00           H  
HETATM   19  H4  UNL     1       4.441   0.103  -0.490  1.00  0.00           H  
HETATM   20  H5  UNL     1       5.105  -2.138   0.065  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.445  -2.492   0.786  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.585  -2.151  -0.952  1.00  0.00           H  
HETATM   23  H8  UNL     1       3.689   0.709   1.903  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.413  -1.530   1.175  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.155  -2.351   1.367  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.177  -2.654  -0.113  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.783  -0.740  -2.251  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.530  -0.964  -1.800  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.372  -2.308  -1.609  1.00  0.00           H  
HETATM   30  H15 UNL     1      -2.312  -0.671   1.675  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.302  -0.966   0.239  1.00  0.00           H  
HETATM   32  H17 UNL     1      -2.321   1.574   1.516  1.00  0.00           H  
HETATM   33  H18 UNL     1      -4.568   0.808  -0.094  1.00  0.00           H  
HETATM   34  H19 UNL     1      -2.334   2.909  -0.461  1.00  0.00           H  
HETATM   35  H20 UNL     1      -2.462   1.484  -1.545  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   15
CONECT    3    4    9
CONECT    4    5    5    5
CONECT    5    6
CONECT    6    7    8   19
CONECT    7   20   21   22
CONECT    8   23
CONECT    9   10   11   12
CONECT   10   24   25   26
CONECT   11   27   28   29
CONECT   12   13   30   31
CONECT   13   14   15   32
CONECT   14   33
CONECT   15   34   35
END

HMDB0303806
     RDKit          3D
5-Megastigmen-7-yne-3,9-diol
 35 35  0  0  0  0  0  0  0  0999 V2000
    0.3616    2.6985   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6160    1.5990   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1788    0.3747   -0.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2151    0.0739   -0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3945   -0.1633    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8366   -0.4284    0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0389   -1.9088    0.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -0.0233    1.5205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640   -0.7277   -0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4952   -1.8984    0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5032   -1.2076   -1.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4341   -0.3602    0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310    1.1102    0.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0992    1.3648    0.5634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668    1.8453   -0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0664    3.5595    0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3270    2.4570   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5820    3.0109   -1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4405    0.1029   -0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1047   -2.1382    0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4450   -2.4919    0.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850   -2.1505   -0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6894    0.7086    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4135   -1.5297    1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1549   -2.3505    1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1770   -2.6538   -0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834   -0.7398   -2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5305   -0.9640   -1.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3724   -2.3081   -1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3120   -0.6707    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3021   -0.9658    0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208    1.5744    1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5680    0.8080   -0.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3339    2.9095   -0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4618    1.4836   -1.5447 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  3  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15  2  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₂₀O₂

Average Molecular Weight

208.2967

Monoisotopic Molecular Weight

208.146329884

IUPAC Name

4-(3-hydroxybut-1-yn-1-yl)-3,5,5-trimethylcyclohex-3-en-1-ol

Traditional Name

4-(3-hydroxybut-1-yn-1-yl)-3,5,5-trimethylcyclohex-3-en-1-ol

CAS Registry Number

Not Available

SMILES

CC(O)C#CC1=C(C)CC(O)CC1(C)C

InChI Identifier

InChI=1S/C13H20O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h10-11,14-15H,7-8H2,1-4H3

InChI Key

PJYBCOAMCYWPHQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Secondary alcohols

Alternative Parents

Hydrocarbon derivatives

Substituents

Secondary alcohol
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303806)

Food

Fruit

Berry

Common grape (FooDB: FOOD00204)

Process

Not Available

Role

Not Available

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
logP	1.79	ALOGPS
logP	1.6	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	14.16	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	62.74 m³·mol⁻¹	ChemAxon
Polarizability	24.7 Å³	ChemAxon
Number of Rings	1	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
AllCCS	[M+H]+	150.096	32859911
AllCCS	[M+H-H2O]+	146.223	32859911
AllCCS	[M+Na]+	154.736	32859911
AllCCS	[M+NH4]+	153.698	32859911
AllCCS	[M-H]-	153.487	32859911
AllCCS	[M+Na-2H]-	154.361	32859911
AllCCS	[M+HCOO]-	155.42	32859911
DeepCCS	[M+H]+	152.672	30932474
DeepCCS	[M-H]-	150.314	30932474
DeepCCS	[M-2H]-	184.496	30932474
DeepCCS	[M+Na]+	159.283	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Megastigmen-7-yne-3,9-diol 10V, Positive-QTOF	splash10-0006-0920000000-81e7a8f9d2c1e7757c78	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Megastigmen-7-yne-3,9-diol 20V, Positive-QTOF	splash10-0596-3910000000-66e1d880cd9c647985af	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Megastigmen-7-yne-3,9-diol 40V, Positive-QTOF	splash10-066r-9600000000-91abdf78f718de6a3838	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Megastigmen-7-yne-3,9-diol 10V, Negative-QTOF	splash10-0a4i-0390000000-ccdde4932c834978123d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Megastigmen-7-yne-3,9-diol 20V, Negative-QTOF	splash10-0a4r-0960000000-680723b62d2a1b614832	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Megastigmen-7-yne-3,9-diol 40V, Negative-QTOF	splash10-03kd-2900000000-ea406dcc405ba7f309bc	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Megastigmen-7-yne-3,9-diol 10V, Positive-QTOF	splash10-052f-0930000000-9424d79324e05c7c0887	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Megastigmen-7-yne-3,9-diol 20V, Positive-QTOF	splash10-0ac0-2900000000-e6e12006a32b1dd03d3a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Megastigmen-7-yne-3,9-diol 40V, Positive-QTOF	splash10-00dj-6900000000-21cf6bdfe4ece1123665	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Megastigmen-7-yne-3,9-diol 10V, Negative-QTOF	splash10-0a4i-0190000000-9b470db71311a3eb0e64	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Megastigmen-7-yne-3,9-diol 20V, Negative-QTOF	splash10-06rj-0920000000-924e0baeddad2db0488e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Megastigmen-7-yne-3,9-diol 40V, Negative-QTOF	splash10-006t-1900000000-d19d41b9c8c6c438b565	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB021723

KNApSAcK ID

Not Available

Chemspider ID

2283666

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3015541

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for 5-Megastigmen-7-yne-3,9-diol (HMDB0303806)

MOL for HMDB0303806 (5-Megastigmen-7-yne-3,9-diol)

3D MOL for HMDB0303806 (5-Megastigmen-7-yne-3,9-diol)

3D SDF for HMDB0303806 (5-Megastigmen-7-yne-3,9-diol)

3D-SDF for HMDB0303806 (5-Megastigmen-7-yne-3,9-diol)

PDB for HMDB0303806 (5-Megastigmen-7-yne-3,9-diol)

3D PDB for HMDB0303806 (5-Megastigmen-7-yne-3,9-diol)

SMILES for HMDB0303806 (5-Megastigmen-7-yne-3,9-diol)

INCHI for HMDB0303806 (5-Megastigmen-7-yne-3,9-diol)

Structure for HMDB0303806 (5-Megastigmen-7-yne-3,9-diol)

3D Structure for HMDB0303806 (5-Megastigmen-7-yne-3,9-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra