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

2012-09-12 01:09:46 UTC

Update Date

2022-03-07 02:56:17 UTC

HMDB ID

HMDB0039635

Secondary Accession Numbers

HMDB39635

Metabolite Identification

Common Name

Abscisic alcohol

Description

Abscisic alcohol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on Abscisic alcohol.

Structure

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

HMDB0039635
     RDKit          3D
Abscisic alcohol
 40 40  0  0  0  0  0  0  0  0999 V2000
   -0.5662    1.8297    1.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5061    1.3603    0.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7009    1.9090    0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5684    1.4063   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4364    2.1428   -1.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519    0.0048   -1.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2681   -0.6960   -0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7189   -1.1450    0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9618   -1.9220   -1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1597    0.2740   -0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9921    0.8638   -1.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1468   -0.3035   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2402    0.3283   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5837   -0.1302   -0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059   -1.3295    0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    0.5772   -0.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0268    0.2299   -0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6076    0.0455   -1.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1614    2.8394    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0949    1.9173    2.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309    1.0606    1.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9772    2.7076    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2650    0.0309   -2.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3512   -0.5938   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2376   -2.1243    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8576   -1.2506    1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4205   -0.4001    1.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7624   -2.6823   -1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0591   -1.6648   -2.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692   -2.3629   -1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1003    0.1904   -2.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462   -1.1949    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1096    1.2433   -0.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6288   -1.1017    1.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4596   -2.0406    0.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -1.8516    1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4222    1.4798   -1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1719   -0.6906    0.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362    1.0773    0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5864   -0.0335   -1.4702 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 10  2  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
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
M  END


  Mrv0541 05061311172D          

 18 18  0  0  0  0            999 V2000
   -0.8764    3.1335    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
   -0.8125    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2182    4.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121    4.6840    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0640    3.2767    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
    0.7145   -0.4125    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299    5.4592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0  0  0  0
  8  6  1  0  0  0  0
 11  1  1  0  0  0  0
 11  5  1  0  0  0  0
 11  6  2  0  0  0  0
 12  2  1  0  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 10  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16  8  1  0  0  0  0
 17 13  2  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039635

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(=C/CO)\C=C\C1(O)C(C)=CC(=O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O3/c1-11(6-8-16)5-7-15(18)12(2)9-13(17)10-14(15,3)4/h5-7,9,16,18H,8,10H2,1-4H3/b7-5+,11-6+

> <INCHI_KEY>
GRJFTUSJGMRSSJ-YXJPLFFZSA-N

> <FORMULA>
C15H22O3

> <MOLECULAR_WEIGHT>
250.3334

> <EXACT_MASS>
250.15689457

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.3407511415989

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-4-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]-3,5,5-trimethylcyclohex-2-en-1-one

> <ALOGPS_LOGP>
1.82

> <JCHEM_LOGP>
1.7730009553333335

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.435603330325726

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.402826533280443

> <JCHEM_PKA_STRONGEST_BASIC>
-2.170791846954903

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
75.109

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-4-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]-3,5,5-trimethylcyclohex-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039635
     RDKit          3D
Abscisic alcohol
 40 40  0  0  0  0  0  0  0  0999 V2000
   -0.5662    1.8297    1.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5061    1.3603    0.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7009    1.9090    0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5684    1.4063   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4364    2.1428   -1.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519    0.0048   -1.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2681   -0.6960   -0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7189   -1.1450    0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9618   -1.9220   -1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1597    0.2740   -0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9921    0.8638   -1.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1468   -0.3035   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2402    0.3283   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5837   -0.1302   -0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059   -1.3295    0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    0.5772   -0.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0268    0.2299   -0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6076    0.0455   -1.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1614    2.8394    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0949    1.9173    2.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309    1.0606    1.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9772    2.7076    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2650    0.0309   -2.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3512   -0.5938   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2376   -2.1243    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8576   -1.2506    1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4205   -0.4001    1.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7624   -2.6823   -1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0591   -1.6648   -2.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692   -2.3629   -1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1003    0.1904   -2.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462   -1.1949    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1096    1.2433   -0.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6288   -1.1017    1.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4596   -2.0406    0.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -1.8516    1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4222    1.4798   -1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1719   -0.6906    0.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362    1.0773    0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5864   -0.0335   -1.4702 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 10  2  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
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  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      -1.636   5.849   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.517   1.273   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.527   2.987   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.870   4.937   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.407   7.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.583   8.743   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.119   6.117   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.056  10.191   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.324   3.490   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5    7   11                                                       
CONECT    6    8   11                                                       
CONECT    7    5   15                                                       
CONECT    8    6   16                                                       
CONECT    9   12   13                                                       
CONECT   10   13   14                                                       
CONECT   11    1    5    6                                                  
CONECT   12    2    9   15                                                  
CONECT   13    9   10   17                                                  
CONECT   14    3    4   10   15                                             
CONECT   15    7   12   14   18                                             
CONECT   16    8                                                            
CONECT   17   13                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0039635
HETATM    1  C1  UNL     1      -0.566   1.830   1.606  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.506   1.360   0.551  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.701   1.909   0.417  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.568   1.406  -0.629  1.00  0.00           C  
HETATM    5  O1  UNL     1      -4.436   2.143  -1.133  1.00  0.00           O  
HETATM    6  C5  UNL     1      -3.452   0.005  -1.132  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.268  -0.696  -0.477  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.719  -1.145   0.903  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.962  -1.922  -1.280  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.160   0.274  -0.395  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.992   0.864  -1.665  1.00  0.00           O  
HETATM   12  C10 UNL     1       0.147  -0.304  -0.008  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.240   0.328  -0.405  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.584  -0.130  -0.095  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.906  -1.330   0.686  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.611   0.577  -0.542  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.027   0.230  -0.303  1.00  0.00           C  
HETATM   18  O3  UNL     1       5.608   0.045  -1.580  1.00  0.00           O  
HETATM   19  H1  UNL     1      -0.161   2.839   1.390  1.00  0.00           H  
HETATM   20  H2  UNL     1      -1.095   1.917   2.598  1.00  0.00           H  
HETATM   21  H3  UNL     1       0.231   1.061   1.721  1.00  0.00           H  
HETATM   22  H4  UNL     1      -2.977   2.708   1.093  1.00  0.00           H  
HETATM   23  H5  UNL     1      -3.265   0.031  -2.223  1.00  0.00           H  
HETATM   24  H6  UNL     1      -4.351  -0.594  -0.943  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.238  -2.124   0.878  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.858  -1.251   1.597  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.420  -0.400   1.294  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.762  -2.682  -1.079  1.00  0.00           H  
HETATM   29  H11 UNL     1      -2.059  -1.665  -2.360  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.969  -2.363  -1.060  1.00  0.00           H  
HETATM   31  H13 UNL     1      -1.100   0.190  -2.383  1.00  0.00           H  
HETATM   32  H14 UNL     1       0.246  -1.195   0.570  1.00  0.00           H  
HETATM   33  H15 UNL     1       1.110   1.243  -0.999  1.00  0.00           H  
HETATM   34  H16 UNL     1       3.629  -1.102   1.523  1.00  0.00           H  
HETATM   35  H17 UNL     1       3.460  -2.041   0.024  1.00  0.00           H  
HETATM   36  H18 UNL     1       2.073  -1.852   1.146  1.00  0.00           H  
HETATM   37  H19 UNL     1       3.422   1.480  -1.129  1.00  0.00           H  
HETATM   38  H20 UNL     1       5.172  -0.691   0.257  1.00  0.00           H  
HETATM   39  H21 UNL     1       5.536   1.077   0.200  1.00  0.00           H  
HETATM   40  H22 UNL     1       6.586  -0.033  -1.470  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3   10
CONECT    3    4   22
CONECT    4    5    5    6
CONECT    6    7   23   24
CONECT    7    8    9   10
CONECT    8   25   26   27
CONECT    9   28   29   30
CONECT   10   11   12
CONECT   11   31
CONECT   12   13   13   32
CONECT   13   14   33
CONECT   14   15   16   16
CONECT   15   34   35   36
CONECT   16   17   37
CONECT   17   18   38   39
CONECT   18   40
END

HMDB0039635
     RDKit          3D
Abscisic alcohol
 40 40  0  0  0  0  0  0  0  0999 V2000
   -0.5662    1.8297    1.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5061    1.3603    0.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7009    1.9090    0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5684    1.4063   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4364    2.1428   -1.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519    0.0048   -1.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2681   -0.6960   -0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7189   -1.1450    0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9618   -1.9220   -1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1597    0.2740   -0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9921    0.8638   -1.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1468   -0.3035   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2402    0.3283   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5837   -0.1302   -0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059   -1.3295    0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    0.5772   -0.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0268    0.2299   -0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6076    0.0455   -1.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1614    2.8394    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0949    1.9173    2.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2309    1.0606    1.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9772    2.7076    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2650    0.0309   -2.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3512   -0.5938   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2376   -2.1243    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8576   -1.2506    1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4205   -0.4001    1.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7624   -2.6823   -1.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0591   -1.6648   -2.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692   -2.3629   -1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1003    0.1904   -2.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462   -1.1949    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1096    1.2433   -0.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6288   -1.1017    1.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4596   -2.0406    0.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -1.8516    1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4222    1.4798   -1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1719   -0.6906    0.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362    1.0773    0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5864   -0.0335   -1.4702 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 10  2  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
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₃

Average Molecular Weight

250.3334

Monoisotopic Molecular Weight

250.15689457

IUPAC Name

4-hydroxy-4-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]-3,5,5-trimethylcyclohex-2-en-1-one

Traditional Name

4-hydroxy-4-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl]-3,5,5-trimethylcyclohex-2-en-1-one

CAS Registry Number

113472-20-1

SMILES

C\C(=C/CO)\C=C\C1(O)C(C)=CC(=O)CC1(C)C

InChI Identifier

InChI=1S/C15H22O3/c1-11(6-8-16)5-7-15(18)12(2)9-13(17)10-14(15,3)4/h5-7,9,16,18H,8,10H2,1-4H3/b7-5+,11-6+

InChI Key

GRJFTUSJGMRSSJ-YXJPLFFZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Cyclofarsesane sesquiterpenoid
Fatty alcohol
Cyclohexenone
Fatty acyl
Tertiary alcohol
Ketone
Cyclic ketone
Organic oxide
Primary alcohol
Organooxygen compound
Alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039635)

Source

Endogenous

Endogenous (HMDB: HMDB0039635)

Plant

Plant (HMDB: HMDB0039635)

Animal

Animal (HMDB: HMDB0039635)

Exogenous

Food

Food (HMDB: HMDB0039635)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0039635)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0039635)

Cellular process

Cell signaling (HMDB: HMDB0039635)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0039635)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0039635)

Nutrient

Nutrient (HMDB: HMDB0039635)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039635)

Emulsifier (HMDB: HMDB0039635)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	154.5 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	0.4 g/L	ALOGPS
logP	1.82	ALOGPS
logP	1.77	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	13.4	ChemAxon
pKa (Strongest Basic)	-2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	75.11 m³·mol⁻¹	ChemAxon
Polarizability	28.34 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
DarkChem	[M+H]+	162.478	31661259
DarkChem	[M-H]-	158.042	31661259
DeepCCS	[M+H]+	171.925	30932474
DeepCCS	[M-H]-	169.567	30932474
DeepCCS	[M-2H]-	202.453	30932474
DeepCCS	[M+Na]+	178.019	30932474
AllCCS	[M+H]+	159.2	32859911
AllCCS	[M+H-H2O]+	155.7	32859911
AllCCS	[M+NH4]+	162.6	32859911
AllCCS	[M+Na]+	163.5	32859911
AllCCS	[M-H]-	164.3	32859911
AllCCS	[M+Na-2H]-	164.9	32859911
AllCCS	[M+HCOO]-	165.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Abscisic alcohol	C\C(=C/CO)\C=C\C1(O)C(C)=CC(=O)CC1(C)C	3530.1	Standard polar	33892256
Abscisic alcohol	C\C(=C/CO)\C=C\C1(O)C(C)=CC(=O)CC1(C)C	2072.2	Standard non polar	33892256
Abscisic alcohol	C\C(=C/CO)\C=C\C1(O)C(C)=CC(=O)CC1(C)C	2135.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Abscisic alcohol,1TMS,isomer #1	CC1=CC(=O)CC(C)(C)C1(O)/C=C/C(C)=C/CO[Si](C)(C)C	2223.1	Semi standard non polar	33892256
Abscisic alcohol,1TMS,isomer #2	CC1=CC(=O)CC(C)(C)C1(/C=C/C(C)=C/CO)O[Si](C)(C)C	2221.8	Semi standard non polar	33892256
Abscisic alcohol,1TMS,isomer #3	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(O)/C=C/C(C)=C/CO	2175.9	Semi standard non polar	33892256
Abscisic alcohol,2TMS,isomer #1	CC1=CC(=O)CC(C)(C)C1(/C=C/C(C)=C/CO[Si](C)(C)C)O[Si](C)(C)C	2292.9	Semi standard non polar	33892256
Abscisic alcohol,2TMS,isomer #2	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(O)/C=C/C(C)=C/CO[Si](C)(C)C	2204.3	Semi standard non polar	33892256
Abscisic alcohol,2TMS,isomer #3	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(/C=C/C(C)=C/CO)O[Si](C)(C)C	2194.5	Semi standard non polar	33892256
Abscisic alcohol,3TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(/C=C/C(C)=C/CO[Si](C)(C)C)O[Si](C)(C)C	2226.3	Semi standard non polar	33892256
Abscisic alcohol,3TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=CC(C)(C)C1(/C=C/C(C)=C/CO[Si](C)(C)C)O[Si](C)(C)C	2189.8	Standard non polar	33892256
Abscisic alcohol,1TBDMS,isomer #1	CC1=CC(=O)CC(C)(C)C1(O)/C=C/C(C)=C/CO[Si](C)(C)C(C)(C)C	2467.1	Semi standard non polar	33892256
Abscisic alcohol,1TBDMS,isomer #2	CC1=CC(=O)CC(C)(C)C1(/C=C/C(C)=C/CO)O[Si](C)(C)C(C)(C)C	2461.9	Semi standard non polar	33892256
Abscisic alcohol,1TBDMS,isomer #3	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(O)/C=C/C(C)=C/CO	2422.7	Semi standard non polar	33892256
Abscisic alcohol,2TBDMS,isomer #1	CC1=CC(=O)CC(C)(C)C1(/C=C/C(C)=C/CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2754.0	Semi standard non polar	33892256
Abscisic alcohol,2TBDMS,isomer #2	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(O)/C=C/C(C)=C/CO[Si](C)(C)C(C)(C)C	2690.2	Semi standard non polar	33892256
Abscisic alcohol,2TBDMS,isomer #3	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(/C=C/C(C)=C/CO)O[Si](C)(C)C(C)(C)C	2669.2	Semi standard non polar	33892256
Abscisic alcohol,3TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(/C=C/C(C)=C/CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2941.1	Semi standard non polar	33892256
Abscisic alcohol,3TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C)(C)C1(/C=C/C(C)=C/CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2823.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Abscisic alcohol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00m0-9560000000-7e221b464f3cf4a9b9a7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Abscisic alcohol GC-MS (2 TMS) - 70eV, Positive	splash10-00b9-9228000000-6155fe0421bf80c6f738	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Abscisic alcohol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Abscisic alcohol 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 - Abscisic alcohol 10V, Positive-QTOF	splash10-0f89-2090000000-343fca3ac53a4b384f47	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic alcohol 20V, Positive-QTOF	splash10-001i-8590000000-802988a41429360f5f5b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic alcohol 40V, Positive-QTOF	splash10-0pwc-9200000000-d71767554b39e37f8f3c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic alcohol 10V, Negative-QTOF	splash10-0002-0190000000-3d457cd84eb9c583bd17	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic alcohol 20V, Negative-QTOF	splash10-00kb-2190000000-111ec2a9bcfcb05fabf1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic alcohol 40V, Negative-QTOF	splash10-0uei-9750000000-af5bd482999b4a127ba2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic alcohol 10V, Negative-QTOF	splash10-0f6t-0590000000-d810265744f221e13bcd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic alcohol 20V, Negative-QTOF	splash10-0udi-0910000000-1f92155933975182e3c3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic alcohol 40V, Negative-QTOF	splash10-0udi-2890000000-a9cce8472acd1411a124	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic alcohol 10V, Positive-QTOF	splash10-001i-0290000000-9796084bfcdd155619c7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic alcohol 20V, Positive-QTOF	splash10-00lu-9880000000-e58a1292d915d1914141	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Abscisic alcohol 40V, Positive-QTOF	splash10-0536-9300000000-458cb3ad3eea20fe04b0	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

FDB019263

KNApSAcK ID

C00054891

Chemspider ID

14797235

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13629031

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1878971

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 Abscisic alcohol (HMDB0039635)

MOL for HMDB0039635 (Abscisic alcohol)

3D MOL for HMDB0039635 (Abscisic alcohol)

3D SDF for HMDB0039635 (Abscisic alcohol)

3D-SDF for HMDB0039635 (Abscisic alcohol)

PDB for HMDB0039635 (Abscisic alcohol)

3D PDB for HMDB0039635 (Abscisic alcohol)

SMILES for HMDB0039635 (Abscisic alcohol)

INCHI for HMDB0039635 (Abscisic alcohol)

Structure for HMDB0039635 (Abscisic alcohol)

3D Structure for HMDB0039635 (Abscisic alcohol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra