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Showing metabocard for Safrole (HMDB0033591)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:20:11 UTC
Update Date2023-02-21 17:23:27 UTC
HMDB IDHMDB0033591
Secondary Accession Numbers
  • HMDB0002333
  • HMDB02333
  • HMDB33591
Metabolite Identification
Common NameSafrole
Description
Structure
Data?1677000207
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033591 (Safrole)

Safrole
  Mrv1652305201900042D          

 12 13  0  0  0  0            999 V2000
    2.7420    0.6639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7420   -0.6639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9517    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5228    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5228   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6662    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9517   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3808    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0953    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1 10  1  0  0  0  0
  2  5  1  0  0  0  0
  2 10  1  0  0  0  0
  3  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  5  9  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  2  0  0  0  0
 11 12  2  0  0  0  0
M  END
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3D MOL for HMDB0033591 (Safrole)

HMDB0033591
     RDKit          3D
Safrole
 22 23  0  0  0  0  0  0  0  0999 V2000
    3.8633    0.0068   -0.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8118    0.6676   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0309    0.1866    0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047   -0.1006    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2120   -1.3475    0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1152   -1.6009   -0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0716   -0.6122   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    0.6365    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661    0.8751    0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8448    1.4160    0.3013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9953    0.5951    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4365   -0.5713   -0.3966 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1717   -0.8897   -0.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4280    0.3596   -1.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057    1.5660   -0.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0632    1.0021    1.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.7291    1.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -2.1057    0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161   -2.5775   -0.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0934    1.8563    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2779    0.3331    1.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8035    1.0337   -0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
  9  4  1  0
 12  7  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  5 18  1  0
  6 19  1  0
  9 20  1  0
 11 21  1  0
 11 22  1  0
M  END
Download

3D SDF for HMDB0033591 (Safrole)

Safrole
  Mrv1652305201900042D          

 12 13  0  0  0  0            999 V2000
    2.7420    0.6639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7420   -0.6639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9517    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5228    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5228   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6662    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9517   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2372   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3808    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0953    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1 10  1  0  0  0  0
  2  5  1  0  0  0  0
  2 10  1  0  0  0  0
  3  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  5  9  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  2  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033591

> <DATABASE_NAME>
hmdb

> <SMILES>
C=CCC1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2,4-6H,1,3,7H2

> <INCHI_KEY>
ZMQAAUBTXCXRIC-UHFFFAOYSA-N

> <FORMULA>
C10H10O2

> <MOLECULAR_WEIGHT>
162.1852

> <EXACT_MASS>
162.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
17.236884252439626

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(prop-2-en-1-yl)-2H-1,3-benzodioxole

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
2.6950500166666664

> <ALOGPS_LOGS>
-2.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.741508932190474

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
46.11220000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sassafras

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0033591 (Safrole)

HMDB0033591
     RDKit          3D
Safrole
 22 23  0  0  0  0  0  0  0  0999 V2000
    3.8633    0.0068   -0.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8118    0.6676   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0309    0.1866    0.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047   -0.1006    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2120   -1.3475    0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1152   -1.6009   -0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0716   -0.6122   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968    0.6365    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661    0.8751    0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8448    1.4160    0.3013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9953    0.5951    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4365   -0.5713   -0.3966 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1717   -0.8897   -0.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4280    0.3596   -1.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057    1.5660   -0.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0632    1.0021    1.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.7291    1.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -2.1057    0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161   -2.5775   -0.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0934    1.8563    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2779    0.3331    1.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8035    1.0337   -0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
  9  4  1  0
 12  7  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  5 18  1  0
  6 19  1  0
  9 20  1  0
 11 21  1  0
 11 22  1  0
M  END
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PDB for HMDB0033591 (Safrole)

HEADER    PROTEIN                                 20-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Safrole                                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAY-19         0                                  
HETATM    1  O   UNK     0       5.118   1.239   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       5.118  -1.239   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.243   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.576   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.576  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.909   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.577   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.243  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.909  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.220   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.911   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.245   1.540   0.000  0.00  0.00           C+0
CONECT    1    4   10                                                       
CONECT    2    5   10                                                       
CONECT    3    6    7    8                                                  
CONECT    4    1    5    6                                                  
CONECT    5    2    4    9                                                  
CONECT    6    3    4                                                       
CONECT    7    3   11                                                       
CONECT    8    3    9                                                       
CONECT    9    5    8                                                       
CONECT   10    1    2                                                       
CONECT   11    7   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END
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3D PDB for HMDB0033591 (Safrole)

COMPND    HMDB0033591
HETATM    1  C1  UNL     1       3.863   0.007  -0.640  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.812   0.668  -0.226  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.031   0.187   0.934  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.605  -0.101   0.561  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.212  -1.348   0.118  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.115  -1.601  -0.225  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.072  -0.612  -0.131  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.697   0.637   0.308  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.366   0.875   0.647  1.00  0.00           C  
HETATM   10  O1  UNL     1      -2.845   1.416   0.301  1.00  0.00           O  
HETATM   11  C10 UNL     1      -3.995   0.595   0.210  1.00  0.00           C  
HETATM   12  O2  UNL     1      -3.437  -0.571  -0.397  1.00  0.00           O  
HETATM   13  H1  UNL     1       4.172  -0.890  -0.145  1.00  0.00           H  
HETATM   14  H2  UNL     1       4.428   0.360  -1.483  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.506   1.566  -0.725  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.063   1.002   1.713  1.00  0.00           H  
HETATM   17  H5  UNL     1       2.445  -0.729   1.381  1.00  0.00           H  
HETATM   18  H6  UNL     1       0.981  -2.106   0.054  1.00  0.00           H  
HETATM   19  H7  UNL     1      -1.416  -2.578  -0.570  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.093   1.856   0.988  1.00  0.00           H  
HETATM   21  H9  UNL     1      -4.278   0.333   1.251  1.00  0.00           H  
HETATM   22  H10 UNL     1      -4.804   1.034  -0.372  1.00  0.00           H  
CONECT    1    2    2   13   14
CONECT    2    3   15
CONECT    3    4   16   17
CONECT    4    5    5    9
CONECT    5    6   18
CONECT    6    7    7   19
CONECT    7    8   12
CONECT    8    9    9   10
CONECT    9   20
CONECT   10   11
CONECT   11   12   21   22
END
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SMILES for HMDB0033591 (Safrole)

C=CCC1=CC2=C(OCO2)C=C1
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INCHI for HMDB0033591 (Safrole)

InChI=1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2,4-6H,1,3,7H2
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View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC10H10O2
Average Molecular Weight162.1852
Monoisotopic Molecular Weight162.068079564
IUPAC Name5-(prop-2-en-1-yl)-2H-1,3-benzodioxole
Traditional Namesassafras
CAS Registry Number94-59-7
SMILES
C=CCC1=CC2=C(OCO2)C=C1
InChI Identifier
InChI=1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2,4-6H,1,3,7H2
InChI KeyZMQAAUBTXCXRIC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodioxoles
Sub ClassNot Available
Direct ParentBenzodioxoles
Alternative Parents
Substituents
  • Benzodioxole
  • Benzenoid
  • Oxacycle
  • Acetal
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Environmental roleIndustrial applicationBiological roleIndirect biological role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point11.2 °CNot Available
Boiling Point232–234 °CNot Available
Water Solubility1.08 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available138.573http://allccs.zhulab.cn/database/detail?ID=AllCCS00001146
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011672
KNApSAcK IDC00002771
Chemspider ID13848731
KEGG Compound IDC10490
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSafrole
METLIN IDNot Available
PubChem Compound5144
PDB IDNot Available
ChEBI ID8994
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1619951
References
Synthesis ReferenceNguyen, Duc Tao; Le, Huyen; Pham, Van Tin. Study on the preparation of isosafrol from essential oil of Xa Xi. Tap Chi Duoc Hoc (1998), (1), 9-10.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Ioannides C, Lum PY, Parke DV: Cytochrome P-448 and the activation of toxic chemicals and carcinogens. Xenobiotica. 1984 Jan-Feb;14(1-2):119-37. [PubMed:6719936 ]
  2. Hung SL, Chen YL, Chen YT: Effects of safrole on the defensive functions of human neutrophils. J Periodontal Res. 2003 Apr;38(2):130-4. [PubMed:12608906 ]
  3. Zhao J, Miao J, Zhao B, Zhang S, Yin D: Safrole oxide inhibits angiogenesis by inducing apoptosis. Vascul Pharmacol. 2005 Jun;43(1):69-74. [PubMed:15936989 ]
  4. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .