Hmdb loader

Showing metabocard for Cyperotundone (HMDB0036578)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:44:11 UTC
Update Date2022-03-07 02:54:58 UTC
HMDB IDHMDB0036578
Secondary Accession Numbers
  • HMDB36578
Metabolite Identification
Common NameCyperotundone
DescriptionCyperotundone, also known as articulone or cyperenone, 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 Cyperotundone.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0036578 (Cyperotundone)


  Mrv0541 06301305362D          

 16 18  0  0  0  0            999 V2000
    0.0000    1.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433    0.8703    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4125   -0.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9269    0.0660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7433    0.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9269    0.0660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7019   -0.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6587   -1.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618   -1.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5661   -2.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2998   -1.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3883    1.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    0.2496    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2900    0.9640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0910   -0.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  6  1  0  0  0  0
 10  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 10  1  0  0  0  0
  9 11  1  0  0  0  0
  8 12  2  0  0  0  0
  2 13  1  6  0  0  0
  6 14  1  1  0  0  0
  4 14  1  1  0  0  0
 14 15  1  1  0  0  0
 14 16  1  1  0  0  0
M  END
Download

3D MOL for HMDB0036578 (Cyperotundone)

HMDB0036578
     RDKit          3D
Cyperotundone
 40 42  0  0  0  0  0  0  0  0999 V2000
    2.4140   -0.5564    2.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7066   -0.0639    1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4127    0.7260    1.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292    0.1975    0.3347 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9318   -0.0246   -0.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0294   -0.1737    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4250   -0.4184   -0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767    0.0328   -1.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    0.5117   -1.8043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9031   -0.7456   -1.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3188   -1.7180   -0.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0618   -1.0075    0.5485 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5653   -1.9232    1.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963    1.2104   -0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1445    2.4451   -0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3289    1.5601    0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3148   -1.0960    2.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0971   -0.4236    3.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141    1.7858    1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1519    0.5088    2.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461   -0.8356   -1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9469   -1.1818    0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9990    0.5244   -0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772    0.7970   -2.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4140   -0.9618   -2.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4078    1.1435   -2.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7927   -1.2409   -2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9708   -0.5706   -1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1574   -2.4475   -0.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4482   -2.2611   -1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0689   -0.6400    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4160   -2.3632    1.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867   -2.7929    1.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730   -1.4559    2.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9326    2.2213   -0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542    2.9713   -1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231    3.1438    0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5011    2.6550   -0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3327    1.4378    1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1656    1.0297   -0.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  1
  4  5  1  0
  5  6  2  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  9 14  1  0
 14 15  1  0
 14 16  1  0
  6  2  1  0
 12  4  1  0
 14  4  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  6
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  1
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END
Download

3D SDF for HMDB0036578 (Cyperotundone)


  Mrv0541 06301305362D          

 16 18  0  0  0  0            999 V2000
    0.0000    1.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433    0.8703    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4125   -0.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9269    0.0660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7433    0.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9269    0.0660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7019   -0.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6587   -1.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618   -1.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5661   -2.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2998   -1.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3883    1.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    0.2496    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2900    0.9640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0910   -0.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  6  1  0  0  0  0
 10  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 10  1  0  0  0  0
  9 11  1  0  0  0  0
  8 12  2  0  0  0  0
  2 13  1  6  0  0  0
  6 14  1  1  0  0  0
  4 14  1  1  0  0  0
 14 15  1  1  0  0  0
 14 16  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0036578

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1CC[C@@H]2CC3=C(C)C(=C)C[C@]13C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C16H24/c1-10-9-16-11(2)6-7-13(15(16,4)5)8-14(16)12(10)3/h11,13H,1,6-9H2,2-5H3/t11-,13-,16+/m1/s1

> <INCHI_KEY>
CASPQMNSCBDWDR-KFNAQCHYSA-N

> <FORMULA>
C16H24

> <MOLECULAR_WEIGHT>
216.3618

> <EXACT_MASS>
216.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
26.954988807413038

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,7R,10R)-4,10,11,11-tetramethyl-3-methylidenetricyclo[5.3.1.0¹,⁵]undec-4-ene

> <ALOGPS_LOGP>
5.63

> <JCHEM_LOGP>
3.9968736469999997

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
69.7539

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,7R,10R)-4,10,11,11-tetramethyl-3-methylidenetricyclo[5.3.1.0¹,⁵]undec-4-ene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0036578 (Cyperotundone)

HMDB0036578
     RDKit          3D
Cyperotundone
 40 42  0  0  0  0  0  0  0  0999 V2000
    2.4140   -0.5564    2.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7066   -0.0639    1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4127    0.7260    1.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292    0.1975    0.3347 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9318   -0.0246   -0.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0294   -0.1737    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4250   -0.4184   -0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767    0.0328   -1.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    0.5117   -1.8043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9031   -0.7456   -1.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3188   -1.7180   -0.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0618   -1.0075    0.5485 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5653   -1.9232    1.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963    1.2104   -0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1445    2.4451   -0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3289    1.5601    0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3148   -1.0960    2.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0971   -0.4236    3.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141    1.7858    1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1519    0.5088    2.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461   -0.8356   -1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9469   -1.1818    0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9990    0.5244   -0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772    0.7970   -2.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4140   -0.9618   -2.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4078    1.1435   -2.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7927   -1.2409   -2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9708   -0.5706   -1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1574   -2.4475   -0.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4482   -2.2611   -1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0689   -0.6400    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4160   -2.3632    1.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867   -2.7929    1.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730   -1.4559    2.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9326    2.2213   -0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542    2.9713   -1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231    3.1438    0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5011    2.6550   -0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3327    1.4378    1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1656    1.0297   -0.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  1
  4  5  1  0
  5  6  2  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  9 14  1  0
 14 15  1  0
 14 16  1  0
  6  2  1  0
 12  4  1  0
 14  4  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  6
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  1
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END
Download

PDB for HMDB0036578 (Cyperotundone)

HEADER    PROTEIN                                 30-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-13         0                                  
HETATM    1  C   UNK     0       0.000   2.293   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.387   1.625   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770  -1.081   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.730   0.123   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.387   1.625   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.730   0.123   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.177  -0.436   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.096  -1.974   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.609  -2.372   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.770  -1.081   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.057  -3.810   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.293  -2.943   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.591   2.585   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.229   0.466   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.541   1.799   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.170  -1.022   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    6   13                                                  
CONECT    3   10    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    1                                                       
CONECT    6    2    7   10   14                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    3    9    6                                                  
CONECT   11    9                                                            
CONECT   12    8                                                            
CONECT   13    2                                                            
CONECT   14    6    4   15   16                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END
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3D PDB for HMDB0036578 (Cyperotundone)

COMPND    HMDB0036578
HETATM    1  C1  UNL     1       2.414  -0.556   2.508  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.707  -0.064   1.535  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.413   0.726   1.591  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.229   0.198   0.335  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.932  -0.025  -0.611  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.029  -0.174   0.092  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.425  -0.418  -0.395  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.377   0.033  -1.976  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.072   0.512  -1.804  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.903  -0.746  -1.731  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.319  -1.718  -0.736  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.062  -1.008   0.548  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.565  -1.923   1.641  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.996   1.210  -0.462  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.145   2.445  -0.623  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.329   1.560   0.104  1.00  0.00           C  
HETATM   17  H1  UNL     1       3.315  -1.096   2.297  1.00  0.00           H  
HETATM   18  H2  UNL     1       2.097  -0.424   3.525  1.00  0.00           H  
HETATM   19  H3  UNL     1       0.714   1.786   1.486  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.152   0.509   2.510  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.346  -0.836  -1.429  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.947  -1.182   0.222  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.999   0.524  -0.491  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.877   0.797  -2.609  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.414  -0.962  -2.424  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.408   1.144  -2.621  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.793  -1.241  -2.740  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.971  -0.571  -1.600  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.157  -2.448  -0.523  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.448  -2.261  -1.133  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.069  -0.640   0.910  1.00  0.00           H  
HETATM   32  H16 UNL     1       0.416  -2.363   1.442  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.287  -2.793   1.656  1.00  0.00           H  
HETATM   34  H18 UNL     1      -0.673  -1.456   2.639  1.00  0.00           H  
HETATM   35  H19 UNL     1       0.933   2.221  -0.497  1.00  0.00           H  
HETATM   36  H20 UNL     1      -0.354   2.971  -1.592  1.00  0.00           H  
HETATM   37  H21 UNL     1      -0.423   3.144   0.195  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.501   2.655  -0.114  1.00  0.00           H  
HETATM   39  H23 UNL     1      -2.333   1.438   1.226  1.00  0.00           H  
HETATM   40  H24 UNL     1      -3.166   1.030  -0.350  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3    6
CONECT    3    4   19   20
CONECT    4    5   12   14
CONECT    5    6    6    8
CONECT    6    7
CONECT    7   21   22   23
CONECT    8    9   24   25
CONECT    9   10   14   26
CONECT   10   11   27   28
CONECT   11   12   29   30
CONECT   12   13   31
CONECT   13   32   33   34
CONECT   14   15   16
CONECT   15   35   36   37
CONECT   16   38   39   40
END
Download

SMILES for HMDB0036578 (Cyperotundone)

C[C@@H]1CC[C@@H]2CC3=C(C)C(=C)C[C@]13C2(C)C
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INCHI for HMDB0036578 (Cyperotundone)

InChI=1S/C16H24/c1-10-9-16-11(2)6-7-13(15(16,4)5)8-14(16)12(10)3/h11,13H,1,6-9H2,2-5H3/t11-,13-,16+/m1/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
ArticuloneHMDB
CyperenoneHMDB
IsopatchoulenoneHMDB
Chemical FormulaC16H24
Average Molecular Weight216.3618
Monoisotopic Molecular Weight216.187800768
IUPAC Name(1R,7R,10R)-4,10,11,11-tetramethyl-3-methylidenetricyclo[5.3.1.0¹,⁵]undec-4-ene
Traditional Name(1R,7R,10R)-4,10,11,11-tetramethyl-3-methylidenetricyclo[5.3.1.0¹,⁵]undec-4-ene
CAS Registry Number3466-15-7
SMILES
C[C@@H]1CC[C@@H]2CC3=C(C)C(=C)C[C@]13C2(C)C
InChI Identifier
InChI=1S/C16H24/c1-10-9-16-11(2)6-7-13(15(16,4)5)8-14(16)12(10)3/h11,13H,1,6-9H2,2-5H3/t11-,13-,16+/m1/s1
InChI KeyCASPQMNSCBDWDR-KFNAQCHYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative Parents
Substituents
  • Patchoulane sesquiterpenoid
  • Sesquiterpenoid
  • Branched unsaturated hydrocarbon
  • Polycyclic hydrocarbon
  • Cyclic olefin
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point46 - 47.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.012 g/LALOGPS
logP5.63ALOGPS
logP4ChemAxon
logS-4.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity69.75 m³·mol⁻¹ChemAxon
Polarizability26.95 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+152.5331661259
DarkChem[M-H]-149.95731661259
DeepCCS[M-2H]-192.6830932474
DeepCCS[M+Na]+167.80530932474
AllCCS[M+H]+149.732859911
AllCCS[M+H-H2O]+145.932859911
AllCCS[M+NH4]+153.332859911
AllCCS[M+Na]+154.332859911
AllCCS[M-H]-161.732859911
AllCCS[M+Na-2H]-161.832859911
AllCCS[M+HCOO]-162.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
CyperotundoneC[C@@H]1CC[C@@H]2CC3=C(C)C(=C)C[C@]13C2(C)C1758.2Standard polar33892256
CyperotundoneC[C@@H]1CC[C@@H]2CC3=C(C)C(=C)C[C@]13C2(C)C1488.4Standard non polar33892256
CyperotundoneC[C@@H]1CC[C@@H]2CC3=C(C)C(=C)C[C@]13C2(C)C1507.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cyperotundone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zg0-1930000000-08e2dd60dbe06c2935252017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cyperotundone 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 - Cyperotundone 10V, Positive-QTOFsplash10-014i-0190000000-df10cc334b2b94ac71072017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyperotundone 20V, Positive-QTOFsplash10-014i-1970000000-4e3b87716b4be929fe3f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyperotundone 40V, Positive-QTOFsplash10-0f79-3910000000-74a31a9b1245c4ca48ff2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyperotundone 10V, Negative-QTOFsplash10-014i-0090000000-3af05bc04f3cf1f962a72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyperotundone 20V, Negative-QTOFsplash10-014i-0090000000-65a6f7424c6127387be82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyperotundone 40V, Negative-QTOFsplash10-0002-0910000000-5be62bec5fd4cac7fa1b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyperotundone 10V, Positive-QTOFsplash10-014i-0090000000-1f496f5ccc0d51d2fcf52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyperotundone 20V, Positive-QTOFsplash10-014i-0190000000-0d96915e43415561f31d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyperotundone 40V, Positive-QTOFsplash10-014i-0190000000-50a0299b086f453859c02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyperotundone 10V, Negative-QTOFsplash10-014i-0090000000-1a33d3c7cd01cb07892e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyperotundone 20V, Negative-QTOFsplash10-014i-0090000000-1a33d3c7cd01cb07892e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cyperotundone 40V, Negative-QTOFsplash10-014i-0090000000-ebb810b08b3780e864752021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDFDB015486
KNApSAcK IDC00021284
Chemspider ID30777164
KEGG Compound IDC17501
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCyperotundone
METLIN IDNot Available
PubChem Compound131752013
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1564211
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.