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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 02:51:10 UTC

Update Date

2021-09-23 02:51:10 UTC

HMDB ID

HMDB0301828

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Stemar-13-ene

Description

Stemar-13-ene is a member of the class of compounds known as stemarane diterpenoids. Stemarane diterpenoids are diterpenoids with a structure characterized by a stemarane skeleton. Some characteristics include the bicyclic system C/D that is constituted by a bicyclo[3.2.1]octane fused to the bicyclic A/B system in a different fashion with respect to other tetracyclic diterpenes possessing the bicyclo[3.2.1]octane system. Moreover, the two contiguous quaternary carbon atoms, C(9) and C(10), are present, the former being a spirocyclic atom. Oxygenation can happen at positions C(2), C(7), C(13), C(17), C(18), and C(19). Thus, stemar-13-ene is considered to be an isoprenoid lipid molecule. Stemar-13-ene can be found in rice, which makes stemar-13-ene a potential biomarker for the consumption of this food product.

Structure

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

HMDB0301828
     RDKit          3D
Stemar-13-ene
 52 55  0  0  0  0  0  0  0  0999 V2000
    4.6498   -1.0074   -1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4210   -0.5716   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6746   -1.3916    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -1.0173    0.8205 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3816   -2.0762    0.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5946   -1.7022   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627   -0.3269   -0.4501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6534   -0.2737   -0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437   -0.0203   -1.9173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3185   -1.5778   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2611    0.7984    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4958    2.0586    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0068    1.9387    0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5344    0.5075    0.6478 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9303    0.1715    2.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9574    0.3929    0.4998 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7289    1.3051    1.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1155    1.3943    0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9949    0.8386   -0.5804 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4765    0.7946   -0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167   -2.0612   -0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5376   -0.4103   -0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6207   -0.7970   -2.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9948   -2.4127    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5536   -1.0533    1.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1374   -2.4550    1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9047   -3.0113    0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968   -2.4988   -0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -1.8868   -1.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8164    0.2263   -1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9058    1.0094   -2.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2389   -0.1368   -1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6847   -0.7918   -2.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3936   -1.3574    0.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8898   -2.0863    0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3886   -2.2863   -0.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2764    1.0446   -0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5259    0.4405    1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8098    2.5772    1.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602    2.7723   -0.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5889    2.6726    1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286    2.1434   -0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520    1.0278    2.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5648   -0.6935    2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0197    0.0030    2.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000    0.9106    2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3592    2.3420    1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8101    0.8210    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5033    2.4307    0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5188    1.4329   -1.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3435    0.0432   -1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2226    1.8056   -1.1535 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
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  2  1  0
 16  4  1  0
 14  7  1  0
 20 16  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  1
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  6
  9 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  6
 20 51  1  0
 20 52  1  0
M  END

  Mrv0541 02241221522D          

 20 23  0  0  1  0            999 V2000
   -0.6914    0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326    0.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5254    1.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4066    1.0544    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8498    1.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6894    1.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502    1.1080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6725    0.4357    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8495    0.2936    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9873   -0.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2356   -1.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5957   -0.4579    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2105   -0.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0159   -0.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8371   -0.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3149    0.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9715    1.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7091    1.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0777    1.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2877   -0.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  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
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  6  0  0  0
  9 13  1  6  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 17  1  1  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  8 20  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0301828

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C[C@@H]2CC[C@H]3C(C)(C)CCC[C@]3(C)[C@@]22CC[C@@H]1C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H32/c1-14-12-16-6-7-17-18(2,3)9-5-10-19(17,4)20(16)11-8-15(14)13-20/h12,15-17H,5-11,13H2,1-4H3/t15-,16+,17+,19+,20-/m1/s1

> <INCHI_KEY>
MCRAOCBPZAIHJQ-QBYKVAOYSA-N

> <FORMULA>
C20H32

> <MOLECULAR_WEIGHT>
272.4681

> <EXACT_MASS>
272.250401024

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
34.47191916731895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,7S,10S,13R)-2,6,6,12-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0²,⁷]hexadec-11-ene

> <ALOGPS_LOGP>
6.02

> <JCHEM_LOGP>
5.558204495

> <ALOGPS_LOGS>
-6.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
86.7189

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.46e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
stemar-13-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0301828
     RDKit          3D
Stemar-13-ene
 52 55  0  0  0  0  0  0  0  0999 V2000
    4.6498   -1.0074   -1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4210   -0.5716   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6746   -1.3916    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -1.0173    0.8205 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3816   -2.0762    0.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5946   -1.7022   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627   -0.3269   -0.4501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6534   -0.2737   -0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437   -0.0203   -1.9173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3185   -1.5778   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2611    0.7984    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4958    2.0586    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0068    1.9387    0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5344    0.5075    0.6478 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9303    0.1715    2.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9574    0.3929    0.4998 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7289    1.3051    1.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1155    1.3943    0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9949    0.8386   -0.5804 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4765    0.7946   -0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167   -2.0612   -0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5376   -0.4103   -0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6207   -0.7970   -2.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9948   -2.4127    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5536   -1.0533    1.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1374   -2.4550    1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9047   -3.0113    0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968   -2.4988   -0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -1.8868   -1.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8164    0.2263   -1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9058    1.0094   -2.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2389   -0.1368   -1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6847   -0.7918   -2.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3936   -1.3574    0.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8898   -2.0863    0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3886   -2.2863   -0.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2764    1.0446   -0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5259    0.4405    1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8098    2.5772    1.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602    2.7723   -0.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5889    2.6726    1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286    2.1434   -0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520    1.0278    2.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5648   -0.6935    2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0197    0.0030    2.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000    0.9106    2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3592    2.3420    1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8101    0.8210    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5033    2.4307    0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5188    1.4329   -1.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3435    0.0432   -1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2226    1.8056   -1.1535 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
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  2  1  0
 16  4  1  0
 14  7  1  0
 20 16  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  1
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  6
  9 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  6
 20 51  1  0
 20 52  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.291   0.440   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.248   0.510   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.981   1.940   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.626   1.968   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.453   3.331   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.020   3.369   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.880   2.068   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.989   0.813   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.452   0.548   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.710  -1.112   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.306  -1.946   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.112  -0.855   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.260  -0.101   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.630  -0.587   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.163  -0.732   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.054   0.523   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.414   1.923   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.790   2.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.612   3.450   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.270  -0.549   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9   14   20                                             
CONECT    9    8    4   10   13                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    2   13                                                  
CONECT   13   12    9                                                       
CONECT   14    8   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    7   18   19                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    8                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

COMPND    HMDB0301828
HETATM    1  C1  UNL     1       4.650  -1.007  -1.160  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.421  -0.572  -0.491  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.675  -1.392   0.192  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.373  -1.017   0.820  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.382  -2.076   0.490  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.595  -1.702  -0.576  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.163  -0.327  -0.450  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.653  -0.274  -0.477  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.144  -0.020  -1.917  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.319  -1.578  -0.097  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.261   0.798   0.368  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.496   2.059   0.452  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.007   1.939   0.360  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.534   0.507   0.648  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.930   0.172   2.027  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.957   0.393   0.500  1.00  0.00           C  
HETATM   17  C17 UNL     1       1.729   1.305   1.422  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.115   1.394   0.825  1.00  0.00           C  
HETATM   19  C19 UNL     1       2.995   0.839  -0.580  1.00  0.00           C  
HETATM   20  C20 UNL     1       1.477   0.795  -0.837  1.00  0.00           C  
HETATM   21  H1  UNL     1       4.917  -2.061  -0.966  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.538  -0.410  -0.800  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.621  -0.797  -2.266  1.00  0.00           H  
HETATM   24  H4  UNL     1       2.995  -2.413   0.326  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.554  -1.053   1.925  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.137  -2.455   1.421  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.905  -3.011   0.119  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.397  -2.499  -0.569  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.079  -1.887  -1.566  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.816   0.226  -1.382  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.906   1.009  -2.226  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.239  -0.137  -1.886  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.685  -0.792  -2.594  1.00  0.00           H  
HETATM   34  H14 UNL     1      -4.394  -1.357   0.171  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.890  -2.086   0.753  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.389  -2.286  -0.954  1.00  0.00           H  
HETATM   37  H17 UNL     1      -4.276   1.045  -0.069  1.00  0.00           H  
HETATM   38  H18 UNL     1      -3.526   0.441   1.407  1.00  0.00           H  
HETATM   39  H19 UNL     1      -2.810   2.577   1.408  1.00  0.00           H  
HETATM   40  H20 UNL     1      -2.860   2.772  -0.347  1.00  0.00           H  
HETATM   41  H21 UNL     1      -0.589   2.673   1.071  1.00  0.00           H  
HETATM   42  H22 UNL     1      -0.729   2.143  -0.699  1.00  0.00           H  
HETATM   43  H23 UNL     1      -1.452   1.028   2.552  1.00  0.00           H  
HETATM   44  H24 UNL     1      -1.565  -0.693   2.180  1.00  0.00           H  
HETATM   45  H25 UNL     1      -0.020   0.003   2.677  1.00  0.00           H  
HETATM   46  H26 UNL     1       1.800   0.911   2.453  1.00  0.00           H  
HETATM   47  H27 UNL     1       1.359   2.342   1.459  1.00  0.00           H  
HETATM   48  H28 UNL     1       3.810   0.821   1.448  1.00  0.00           H  
HETATM   49  H29 UNL     1       3.503   2.431   0.777  1.00  0.00           H  
HETATM   50  H30 UNL     1       3.519   1.433  -1.325  1.00  0.00           H  
HETATM   51  H31 UNL     1       1.343   0.043  -1.633  1.00  0.00           H  
HETATM   52  H32 UNL     1       1.223   1.806  -1.153  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3   19
CONECT    3    4   24
CONECT    4    5   16   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   14   30
CONECT    8    9   10   11
CONECT    9   31   32   33
CONECT   10   34   35   36
CONECT   11   12   37   38
CONECT   12   13   39   40
CONECT   13   14   41   42
CONECT   14   15   16
CONECT   15   43   44   45
CONECT   16   17   20
CONECT   17   18   46   47
CONECT   18   19   48   49
CONECT   19   20   50
CONECT   20   51   52
END

HMDB0301828
     RDKit          3D
Stemar-13-ene
 52 55  0  0  0  0  0  0  0  0999 V2000
    4.6498   -1.0074   -1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4210   -0.5716   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6746   -1.3916    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -1.0173    0.8205 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3816   -2.0762    0.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5946   -1.7022   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627   -0.3269   -0.4501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6534   -0.2737   -0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437   -0.0203   -1.9173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3185   -1.5778   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2611    0.7984    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4958    2.0586    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0068    1.9387    0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5344    0.5075    0.6478 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9303    0.1715    2.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9574    0.3929    0.4998 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7289    1.3051    1.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1155    1.3943    0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9949    0.8386   -0.5804 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4765    0.7946   -0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167   -2.0612   -0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5376   -0.4103   -0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6207   -0.7970   -2.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9948   -2.4127    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5536   -1.0533    1.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1374   -2.4550    1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9047   -3.0113    0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968   -2.4988   -0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -1.8868   -1.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8164    0.2263   -1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9058    1.0094   -2.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2389   -0.1368   -1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6847   -0.7918   -2.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3936   -1.3574    0.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8898   -2.0863    0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3886   -2.2863   -0.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2764    1.0446   -0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5259    0.4405    1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8098    2.5772    1.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602    2.7723   -0.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5889    2.6726    1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286    2.1434   -0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520    1.0278    2.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5648   -0.6935    2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0197    0.0030    2.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000    0.9106    2.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3592    2.3420    1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8101    0.8210    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5033    2.4307    0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5188    1.4329   -1.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3435    0.0432   -1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2226    1.8056   -1.1535 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
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  2  1  0
 16  4  1  0
 14  7  1  0
 20 16  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  1
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  6
  9 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  6
 20 51  1  0
 20 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂

Average Molecular Weight

272.4681

Monoisotopic Molecular Weight

272.250401024

IUPAC Name

(1R,2S,7S,10S,13R)-2,6,6,12-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0²,⁷]hexadec-11-ene

Traditional Name

stemar-13-ene

CAS Registry Number

Not Available

SMILES

CC1=C[C@@H]2CC[C@H]3C(C)(C)CCC[C@]3(C)[C@@]22CC[C@@H]1C2

InChI Identifier

InChI=1S/C20H32/c1-14-12-16-6-7-17-18(2,3)9-5-10-19(17,4)20(16)11-8-15(14)13-20/h12,15-17H,5-11,13H2,1-4H3/t15-,16+,17+,19+,20-/m1/s1

InChI Key

MCRAOCBPZAIHJQ-QBYKVAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stemarane diterpenoids. These are diterpenoids with a structure characterized by a stemarane skeleton. Some characteristics include the bicyclic system C/D that is constituted by a bicyclo[3.2.1]Octane fused to the bicyclic A/B system in a different fashion with respect to other tetracyclic diterpenes possessing the bicyclo[3.2.1]Octane system. Moreover, the two contiguous quaternary carbon atoms, C(9) and C(10), are present, the former being a spirocyclic atom. Oxygenation can happen at positions C(2), C(7), C(13), C(17), C(18), and C(19).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Stemarane diterpenoids

Alternative Parents

Substituents

Stemarane diterpenoid
Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

diterpene (CHEBI:50069 )
Labdane and halimane diterpenoids (LMPR0104030008 )

Ontology

Not Available

Exogenous (HMDB: HMDB0301828)

Food

Cereal and cereal product

Cereal

Rice (FooDB: FOOD00125)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	6.02	ALOGPS
logP	5.56	ChemAxon
logS	-6.5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	86.72 m³·mol⁻¹	ChemAxon
Polarizability	34.47 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	170.582	32859911
AllCCS	[M+H-H2O]+	167.355	32859911
AllCCS	[M+Na]+	174.436	32859911
AllCCS	[M+NH4]+	173.576	32859911
AllCCS	[M-H]-	180.414	32859911
AllCCS	[M+Na-2H]-	180.577	32859911
AllCCS	[M+HCOO]-	180.89	32859911
DeepCCS	[M-2H]-	203.924	30932474
DeepCCS	[M+Na]+	179.659	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stemar-13-ene 10V, Positive-QTOF	splash10-00di-0190000000-2a1d588f4f86bcb239e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stemar-13-ene 20V, Positive-QTOF	splash10-00di-2490000000-a4067af0217e5c38da98	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stemar-13-ene 40V, Positive-QTOF	splash10-052g-6490000000-7c02572ad0b69ebceeb3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stemar-13-ene 10V, Negative-QTOF	splash10-00di-0090000000-8db0af0387e288859faf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stemar-13-ene 20V, Negative-QTOF	splash10-00di-0090000000-abcdd4bf49797abcb420	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stemar-13-ene 40V, Negative-QTOF	splash10-0a4i-0290000000-06d371df4a939908559a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stemar-13-ene 10V, Positive-QTOF	splash10-00di-0090000000-0b640adce999d52fbfcb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stemar-13-ene 20V, Positive-QTOF	splash10-00di-5970000000-3b61f8ef3096416a7866	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stemar-13-ene 40V, Positive-QTOF	splash10-00yu-5920000000-674c54fe62cc3b012f57	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stemar-13-ene 10V, Negative-QTOF	splash10-00di-0090000000-4c81b77566a3712a2980	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stemar-13-ene 20V, Negative-QTOF	splash10-00di-0090000000-4c81b77566a3712a2980	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stemar-13-ene 40V, Negative-QTOF	splash10-01b9-0090000000-1ea32d28c2d0178c1c12	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

50069

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Stemar-13-ene (HMDB0301828)

MOL for HMDB0301828 (Stemar-13-ene)

3D MOL for HMDB0301828 (Stemar-13-ene)

3D SDF for HMDB0301828 (Stemar-13-ene)

3D-SDF for HMDB0301828 (Stemar-13-ene)

PDB for HMDB0301828 (Stemar-13-ene)

3D PDB for HMDB0301828 (Stemar-13-ene)

SMILES for HMDB0301828 (Stemar-13-ene)

INCHI for HMDB0301828 (Stemar-13-ene)

Structure for HMDB0301828 (Stemar-13-ene)

3D Structure for HMDB0301828 (Stemar-13-ene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra