Hmdb loader

Showing metabocard for (+)-alpha-Pinene (HMDB0006525)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2007-05-23 14:25:36 UTC
Update Date2022-03-07 02:49:32 UTC
HMDB IDHMDB0006525
Secondary Accession Numbers
  • HMDB06525
Metabolite Identification
Common Name(+)-alpha-Pinene
Descriptionalpha-Pinene (CAS: 80-56-8) is an organic compound of the terpene class and is one of two isomers of pinene. It is found in the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis). Both enantiomers are known in nature. 1S,5S- or (-)-alpha-pinene is more common in European pines, whereas the 1R,5R- or (+)-alpha-isomer is more common in North America. The racemic mixture is present in some oils such as eucalyptus oil (Wikipedia ).
Structure
Data?1582752389
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0006525 ((+)-alpha-Pinene)


  Mrv1652309272007362D          

 10 11  0  0  0  0            999 V2000
 9998.177710000.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6495 9999.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1756 9999.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1756 9997.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1741 9999.8457    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.4597 9999.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4597 9998.6082    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.1741 9998.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8885 9998.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8885 9999.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  1  6  1  0  0  0  0
  6  2  1  0  0  0  0
  8  4  1  0  0  0  0
  7  3  1  1  0  0  0
  5  3  1  1  0  0  0
M  END
Download

3D MOL for HMDB0006525 ((+)-alpha-Pinene)

HMDB0006525
     RDKit          3D
(+)-alpha-Pinene
 26 27  0  0  0  0  0  0  0  0999 V2000
    2.4625   -0.9060    0.9523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3716   -0.0822    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5785    0.7464   -0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124    1.5605   -1.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8476    1.1564   -0.3770 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6050    1.2165    1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0161   -0.1810    0.9588 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9611   -0.3615   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2969   -0.7727    0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4918   -1.1453   -1.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1379   -1.2854    0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0925   -0.2902    1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1130   -1.7879    1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    0.8744   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6424    2.6155   -0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3119    1.6151   -2.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7534    1.6274   -0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5187    1.1269    1.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1053    1.9847    1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1176   -0.8259    1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959   -0.6998    1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1410   -0.2160   -0.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4264   -1.8661    0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2199   -1.9583   -1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -0.5080   -2.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3732   -1.6374   -1.8238 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  7  2  1  0
  8  5  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  1
  6 18  1  0
  6 19  1  0
  7 20  1  1
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
M  END
Download

3D SDF for HMDB0006525 ((+)-alpha-Pinene)


  Mrv1652309272007362D          

 10 11  0  0  0  0            999 V2000
 9998.177710000.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6495 9999.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1756 9999.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1756 9997.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1741 9999.8457    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.4597 9999.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4597 9998.6082    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.1741 9998.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8885 9998.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8885 9999.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  1  6  1  0  0  0  0
  6  2  1  0  0  0  0
  8  4  1  0  0  0  0
  7  3  1  1  0  0  0
  5  3  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0006525

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC[C@@H]2C[C@H]1C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m1/s1

> <INCHI_KEY>
GRWFGVWFFZKLTI-RKDXNWHRSA-N

> <FORMULA>
C10H16

> <MOLECULAR_WEIGHT>
136.234

> <EXACT_MASS>
136.125200512

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.223825032522

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
2.801661446333333

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
44.7223

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+)-α-pinene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0006525 ((+)-alpha-Pinene)

HMDB0006525
     RDKit          3D
(+)-alpha-Pinene
 26 27  0  0  0  0  0  0  0  0999 V2000
    2.4625   -0.9060    0.9523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3716   -0.0822    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5785    0.7464   -0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124    1.5605   -1.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8476    1.1564   -0.3770 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6050    1.2165    1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0161   -0.1810    0.9588 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9611   -0.3615   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2969   -0.7727    0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4918   -1.1453   -1.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1379   -1.2854    0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0925   -0.2902    1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1130   -1.7879    1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    0.8744   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6424    2.6155   -0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3119    1.6151   -2.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7534    1.6274   -0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5187    1.1269    1.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1053    1.9847    1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1176   -0.8259    1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959   -0.6998    1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1410   -0.2160   -0.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4264   -1.8661    0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2199   -1.9583   -1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -0.5080   -2.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3732   -1.6374   -1.8238 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  7  2  1  0
  8  5  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  1
  6 18  1  0
  6 19  1  0
  7 20  1  1
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
M  END
Download

PDB for HMDB0006525 ((+)-alpha-Pinene)

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8663.2658667.062   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.2798665.346   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8665.1288664.836   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8665.1288661.746   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8665.1258666.379   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8663.7918665.609   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8663.7918664.069   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8665.1258663.299   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8666.4598664.069   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8666.4598665.609   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2    6                                                            
CONECT    3    7    5                                                       
CONECT    4    8                                                            
CONECT    5    6   10    3                                                  
CONECT    6    5    7    1    2                                             
CONECT    7    6    8    3                                                  
CONECT    8    7    9    4                                                  
CONECT    9    8   10                                                       
CONECT   10    5    9                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END
Download

3D PDB for HMDB0006525 ((+)-alpha-Pinene)

COMPND    HMDB0006525
HETATM    1  C1  UNL     1       2.462  -0.906   0.952  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.372  -0.082   0.386  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.578   0.746  -0.626  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.412   1.561  -1.061  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.848   1.156  -0.377  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.605   1.216   1.129  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.016  -0.181   0.959  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.961  -0.362  -0.184  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.297  -0.773   0.331  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.492  -1.145  -1.351  1.00  0.00           C  
HETATM   11  H1  UNL     1       3.138  -1.285   0.136  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.092  -0.290   1.648  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.113  -1.788   1.493  1.00  0.00           H  
HETATM   14  H4  UNL     1       2.516   0.874  -1.152  1.00  0.00           H  
HETATM   15  H5  UNL     1       0.642   2.616  -0.728  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.312   1.615  -2.162  1.00  0.00           H  
HETATM   17  H7  UNL     1      -1.753   1.627  -0.728  1.00  0.00           H  
HETATM   18  H8  UNL     1      -1.519   1.127   1.746  1.00  0.00           H  
HETATM   19  H9  UNL     1       0.105   1.985   1.456  1.00  0.00           H  
HETATM   20  H10 UNL     1      -0.118  -0.826   1.824  1.00  0.00           H  
HETATM   21  H11 UNL     1      -2.396  -0.700   1.435  1.00  0.00           H  
HETATM   22  H12 UNL     1      -3.141  -0.216  -0.121  1.00  0.00           H  
HETATM   23  H13 UNL     1      -2.426  -1.866   0.085  1.00  0.00           H  
HETATM   24  H14 UNL     1       0.220  -1.958  -1.098  1.00  0.00           H  
HETATM   25  H15 UNL     1      -0.052  -0.508  -2.168  1.00  0.00           H  
HETATM   26  H16 UNL     1      -1.373  -1.637  -1.824  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    3    7
CONECT    3    4   14
CONECT    4    5   15   16
CONECT    5    6    8   17
CONECT    6    7   18   19
CONECT    7    8   20
CONECT    8    9   10
CONECT    9   21   22   23
CONECT   10   24   25   26
END
Download

SMILES for HMDB0006525 ((+)-alpha-Pinene)

CC1=CC[C@@H]2C[C@H]1C2(C)C
Download

INCHI for HMDB0006525 ((+)-alpha-Pinene)

InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m1/s1
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
(+)-3,6,6-TRIMETHYLBICYCLO[3.1.1]hept-2-eneChEBI
(1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-eneChEBI
(1R,5R)-alpha-PineneChEBI
alpha-Pinene(dextro)ChEBI
(1R,5R)-a-PineneGenerator
(1R,5R)-Α-pineneGenerator
a-Pinene(dextro)Generator
Α-pinene(dextro)Generator
(+)-a-PineneGenerator
(+)-Α-pineneGenerator
(+)-(1R)-alpha-PineneHMDB
(+)-(1R)-α-PineneHMDB
(+)-(1R,5R)-alpha-PineneHMDB
(+)-(1R,5R)-α-PineneHMDB
(+)-2-PineneHMDB
(+)-alpha-PineneHMDB
(1R)-(+)-alpha-PineneHMDB
(1R)-(+)-α-PineneHMDB
(1R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-eneHMDB
(1R)-alpha-PineneHMDB
(1R)-α-PineneHMDB
(1R,5R)-(+)-alpha-PineneHMDB
(1R,5R)-(+)-α-PineneHMDB
(R)-(+)-alpha-PineneHMDB
(R)-(+)-α-PineneHMDB
(±)-2-PineneHMDB
(±)-alpha-PineneHMDB
(±)-α-PineneHMDB
2,6,6-Trimethylbicyclo[3.1.1]hept-2-eneHMDB
2-PineneHMDB
alpha-PineneHMDB
α-PineneHMDB
(1R,5R)-(+)-2-PinenePhytoBank
d-alpha-PinenePhytoBank
d-α-PinenePhytoBank
Chemical FormulaC10H16
Average Molecular Weight136.234
Monoisotopic Molecular Weight136.125200512
IUPAC Name(1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
Traditional Name(+)-α-pinene
CAS Registry Number7785-70-8
SMILES
CC1=CC[C@@H]2C[C@H]1C2(C)C
InChI Identifier
InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m1/s1
InChI KeyGRWFGVWFFZKLTI-RKDXNWHRSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentBicyclic monoterpenoids
Alternative Parents
Substituents
  • Pinane monoterpenoid
  • Bicyclic monoterpenoid
  • Branched unsaturated hydrocarbon
  • Polycyclic hydrocarbon
  • Cyclic olefin
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-62 °CNot Available
Boiling Point155.00 to 156.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility4.07 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.44GRIFFIN,S ET AL. (1999)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.16 g/LALOGPS
logP3.66ALOGPS
logP2.8ChemAxon
logS-2.9ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity44.72 m³·mol⁻¹ChemAxon
Polarizability17.22 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+131.49231661259
DarkChem[M-H]-130.00831661259
DeepCCS[M+H]+136.39130932474
DeepCCS[M-H]-133.99630932474
DeepCCS[M-2H]-168.35530932474
DeepCCS[M+Na]+142.68730932474
AllCCS[M+H]+127.132859911
AllCCS[M+H-H2O]+122.632859911
AllCCS[M+NH4]+131.432859911
AllCCS[M+Na]+132.632859911
AllCCS[M-H]-132.532859911
AllCCS[M+Na-2H]-134.032859911
AllCCS[M+HCOO]-135.732859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.4.81 minutes32390414
Predicted by Siyang on May 30, 202215.8275 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.46 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2090.9 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid593.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid208.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid343.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid270.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid557.8 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid719.7 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)138.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1208.5 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid423.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1220.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid430.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid395.1 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate481.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA545.8 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water23.8 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(+)-alpha-PineneCC1=CC[C@@H]2C[C@H]1C2(C)C1056.4Standard polar33892256
(+)-alpha-PineneCC1=CC[C@@H]2C[C@H]1C2(C)C971.1Standard non polar33892256
(+)-alpha-PineneCC1=CC[C@@H]2C[C@H]1C2(C)C966.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - (+)-alpha-Pinene EI-B (Non-derivatized)splash10-0006-9100000000-efa1a7d8bd0221192f0d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (+)-alpha-Pinene EI-B (Non-derivatized)splash10-0006-9100000000-efa1a7d8bd0221192f0d2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (+)-alpha-Pinene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-1900000000-7a79889acc60a4543bcf2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (+)-alpha-Pinene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-alpha-Pinene 10V, Positive-QTOFsplash10-000i-0900000000-89e84f859d8f1f97d5c22016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-alpha-Pinene 20V, Positive-QTOFsplash10-000i-0900000000-fb8d56b761aae12a505c2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-alpha-Pinene 40V, Positive-QTOFsplash10-00dr-0900000000-bfe7e4ba927cd83956b42016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-alpha-Pinene 10V, Negative-QTOFsplash10-000i-0900000000-5e150dd4370565464dad2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-alpha-Pinene 20V, Negative-QTOFsplash10-000i-0900000000-5e150dd4370565464dad2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-alpha-Pinene 40V, Negative-QTOFsplash10-00kr-0900000000-b5dcbaea24fd03f1cbf92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-alpha-Pinene 10V, Negative-QTOFsplash10-000i-0900000000-a013b4ae27f975ab56212021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-alpha-Pinene 20V, Negative-QTOFsplash10-000i-0900000000-a013b4ae27f975ab56212021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-alpha-Pinene 40V, Negative-QTOFsplash10-000i-0900000000-1a368fcdf84da3da6f722021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-alpha-Pinene 10V, Positive-QTOFsplash10-000i-0900000000-32bfa268614bcd6c4f812021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-alpha-Pinene 20V, Positive-QTOFsplash10-000i-0900000000-32bfa268614bcd6c4f812021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-alpha-Pinene 40V, Positive-QTOFsplash10-05fr-0900000000-eb6403ceb156dbbc7ce82021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected and Quantified0-697455.923 nmol/g wet fecesChildren (1-13 years old)Not Specified
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Nonalcoholic fatty liver disease (NAFLD)		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Diarrhea-predominant IBS		 details
FecesDetected and Quantified0-422398.0583 nmol/g wet fecesChildren (1-13 years old)Not Specified
Treated celiac disease		 details
Associated Disorders and Diseases
Disease References
Nonalcoholic fatty liver disease
  1. Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]
Diarrhoea predominant irritable bowel syndrome
  1. Ahmed I, Greenwood R, Costello Bde L, Ratcliffe NM, Probert CS: An investigation of fecal volatile organic metabolites in irritable bowel syndrome. PLoS One. 2013;8(3):e58204. doi: 10.1371/journal.pone.0058204. Epub 2013 Mar 13. [PubMed:23516449 ]
Celiac disease
  1. Di Cagno R, De Angelis M, De Pasquale I, Ndagijimana M, Vernocchi P, Ricciuti P, Gagliardi F, Laghi L, Crecchio C, Guerzoni ME, Gobbetti M, Francavilla R: Duodenal and faecal microbiota of celiac children: molecular, phenotype and metabolome characterization. BMC Microbiol. 2011 Oct 4;11:219. doi: 10.1186/1471-2180-11-219. [PubMed:21970810 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013765
KNApSAcK IDC00034999
Chemspider ID74205
KEGG Compound IDC06306
BioCyc IDCPD-8754
BiGG IDNot Available
Wikipedia LinkAlpha-Pinene
METLIN IDNot Available
PubChem Compound82227
PDB IDNot Available
ChEBI ID28261
Food Biomarker OntologyNot Available
VMH IDAPPNN
MarkerDB IDNot Available
Good Scents IDrw1137311
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]