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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:06:58 UTC

Update Date

2022-03-07 02:54:23 UTC

HMDB ID

HMDB0035168

Secondary Accession Numbers

HMDB35168

Metabolite Identification

Common Name

Cinncassiol C2

Description

Cinncassiol C2 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 Cinncassiol C2.

Structure

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


  Mrv0541 05061308162D          

 26 29  0  0  0  0            999 V2000
    6.0835    0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2630   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2000    0.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1949    2.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2796   -0.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0534    1.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817    1.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8385    1.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8796    0.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3379   -0.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9547    0.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6671    0.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2150    1.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6172    0.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0633   -0.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2968    1.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8913   -0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4692    1.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3469    0.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3878    0.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    2.6549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5042   -0.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579   -1.0399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3379    2.2483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8759    0.8766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5404   -0.4238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 14 11  1  0  0  0  0
 16  4  1  0  0  0  0
 16  9  1  0  0  0  0
 16 13  1  0  0  0  0
 17  5  1  0  0  0  0
 17 12  1  0  0  0  0
 17 15  1  0  0  0  0
 18  7  1  0  0  0  0
 18 16  1  0  0  0  0
 19  9  1  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  1  0  0  0  0
 20 18  1  0  0  0  0
 21 13  2  0  0  0  0
 22 14  1  0  0  0  0
 23 15  2  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 19  1  0  0  0  0
 26 20  1  0  0  0  0
M  END

HMDB0035168
     RDKit          3D
Cinncassiol C2
 54 57  0  0  0  0  0  0  0  0999 V2000
   -4.1864   -1.2518    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4803   -0.6129   -0.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3284    0.5393   -1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1306   -0.1197   -0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8819    1.1709   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8024    1.9917   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5902    3.1326   -0.7113 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771    1.5454    0.9162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3300    2.7738    1.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7043    0.5543    1.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512   -0.8345    1.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2456   -1.6618    2.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7078   -1.2149    1.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2150   -0.5462    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1874   -0.8542   -0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188   -0.9152   -2.0561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1000   -1.0854   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4719   -2.5142   -0.3490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5470   -1.1741   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953   -2.3945   -0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4119   -0.3596   -1.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8403   -0.9071   -0.9260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    1.0800   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0215    1.6019   -0.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3335    0.9041    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2404    0.9855    1.5740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3436   -2.3575    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7200   -1.0432    1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2449   -0.8628    0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373   -1.3370   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1045    0.8479   -2.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4037    0.1783   -1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3949    1.3765   -0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5686    1.7156   -1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5859    3.4103    1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1324    3.4237    1.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608    2.4411    2.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2553    0.6062    2.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475    0.9481    1.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8873   -1.1380    2.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8967   -2.6047   -1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0616   -2.9781    0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5075   -3.1053   -0.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829   -1.3653    0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3791   -3.1384   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1372   -0.4025   -2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5865   -0.1915   -1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8718   -1.8933   -1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820   -1.1145    0.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7846    1.1134    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1154    1.6699   -1.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0869    2.6913   -0.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6080    1.3567   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153    1.9198    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 17  4  1  0
 25  8  1  0
 17 11  1  0
 25 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  5 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 12 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 26 54  1  0
M  END


  Mrv0541 05061308162D          

 26 29  0  0  0  0            999 V2000
    6.0835    0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2630   -0.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2000    0.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1949    2.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2796   -0.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0534    1.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817    1.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8385    1.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8796    0.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3379   -0.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9547    0.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6671    0.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2150    1.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6172    0.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0633   -0.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2968    1.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8913   -0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4692    1.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3469    0.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3878    0.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    2.6549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5042   -0.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579   -1.0399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3379    2.2483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8759    0.8766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5404   -0.4238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 14 11  1  0  0  0  0
 16  4  1  0  0  0  0
 16  9  1  0  0  0  0
 16 13  1  0  0  0  0
 17  5  1  0  0  0  0
 17 12  1  0  0  0  0
 17 15  1  0  0  0  0
 18  7  1  0  0  0  0
 18 16  1  0  0  0  0
 19  9  1  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  1  0  0  0  0
 20 18  1  0  0  0  0
 21 13  2  0  0  0  0
 22 14  1  0  0  0  0
 23 15  2  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 19  1  0  0  0  0
 26 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035168

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=CC(=O)C2(C)CC3(O)OC4(C(O)C(C)CCC24O)C(=O)C13C

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O6/c1-10(2)12-8-13(21)16(4)9-19(25)17(12,5)15(23)20(26-19)14(22)11(3)6-7-18(16,20)24/h8,10-11,14,22,24-25H,6-7,9H2,1-5H3

> <INCHI_KEY>
GUZTTZMSRBAQKX-UHFFFAOYSA-N

> <FORMULA>
C20H28O6

> <MOLECULAR_WEIGHT>
364.4327

> <EXACT_MASS>
364.188588628

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
38.03478393837494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6,9-trihydroxy-1,5,10-trimethyl-11-(propan-2-yl)-8-oxatetracyclo[7.4.1.1⁷,¹⁰.0²,⁷]pentadec-11-ene-13,15-dione

> <ALOGPS_LOGP>
1.21

> <JCHEM_LOGP>
2.2123372409999993

> <ALOGPS_LOGS>
-1.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.825081630994688

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.346481692992501

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4461044462573467

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
93.67769999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.09e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6,9-trihydroxy-11-isopropyl-1,5,10-trimethyl-8-oxatetracyclo[7.4.1.1⁷,¹⁰.0²,⁷]pentadec-11-ene-13,15-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035168
     RDKit          3D
Cinncassiol C2
 54 57  0  0  0  0  0  0  0  0999 V2000
   -4.1864   -1.2518    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4803   -0.6129   -0.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3284    0.5393   -1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1306   -0.1197   -0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8819    1.1709   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8024    1.9917   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5902    3.1326   -0.7113 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771    1.5454    0.9162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3300    2.7738    1.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7043    0.5543    1.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512   -0.8345    1.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2456   -1.6618    2.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7078   -1.2149    1.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2150   -0.5462    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1874   -0.8542   -0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188   -0.9152   -2.0561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1000   -1.0854   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4719   -2.5142   -0.3490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5470   -1.1741   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953   -2.3945   -0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4119   -0.3596   -1.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8403   -0.9071   -0.9260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    1.0800   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0215    1.6019   -0.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3335    0.9041    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2404    0.9855    1.5740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3436   -2.3575    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7200   -1.0432    1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2449   -0.8628    0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373   -1.3370   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1045    0.8479   -2.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4037    0.1783   -1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3949    1.3765   -0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5686    1.7156   -1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5859    3.4103    1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1324    3.4237    1.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608    2.4411    2.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2553    0.6062    2.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475    0.9481    1.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8873   -1.1380    2.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8967   -2.6047   -1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0616   -2.9781    0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5075   -3.1053   -0.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829   -1.3653    0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3791   -3.1384   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1372   -0.4025   -2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5865   -0.1915   -1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8718   -1.8933   -1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820   -1.1145    0.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7846    1.1134    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1154    1.6699   -1.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0869    2.6913   -0.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6080    1.3567   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153    1.9198    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 17  4  1  0
 25  8  1  0
 17 11  1  0
 25 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  5 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 12 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 26 54  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      11.356   0.527   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.824  -1.642   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.373   0.592   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.964   4.846   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.989  -1.450   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.966   2.732   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.326   3.427   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.032   2.352   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.375   1.499   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.964  -0.115   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.782   1.197   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.712   0.769   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.868   3.516   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.019   0.274   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.718  -0.562   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.154   3.369   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.264  -0.100   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.609   2.612   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.248   0.459   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.457   0.823   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.394   4.956   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.808  -1.245   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.521  -1.941   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.364   4.197   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.235   1.636   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.742  -0.791   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   16                                                            
CONECT    5   17                                                            
CONECT    6    7   11                                                       
CONECT    7    6   18                                                       
CONECT    8   12   13                                                       
CONECT    9   16   19                                                       
CONECT   10    1    2   12                                                  
CONECT   11    3    6   14                                                  
CONECT   12    8   10   17                                                  
CONECT   13    8   16   21                                                  
CONECT   14   11   20   22                                                  
CONECT   15   17   20   23                                                  
CONECT   16    4    9   13   18                                             
CONECT   17    5   12   15   19                                             
CONECT   18    7   16   20   24                                             
CONECT   19    9   17   25   26                                             
CONECT   20   14   15   18   26                                             
CONECT   21   13                                                            
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24   18                                                            
CONECT   25   19                                                            
CONECT   26   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0035168
HETATM    1  C1  UNL     1      -4.186  -1.252   0.245  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.480  -0.613  -0.910  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.328   0.539  -1.397  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.131  -0.120  -0.603  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.882   1.171  -0.790  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.802   1.992  -0.225  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.590   3.133  -0.711  1.00  0.00           O  
HETATM    8  C7  UNL     1       0.077   1.545   0.916  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.330   2.774   1.754  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.704   0.554   1.791  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.651  -0.835   1.291  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.246  -1.662   2.236  1.00  0.00           O  
HETATM   13  O3  UNL     1       0.708  -1.215   1.266  1.00  0.00           O  
HETATM   14  C11 UNL     1       1.215  -0.546   0.152  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.187  -0.854  -0.865  1.00  0.00           C  
HETATM   16  O4  UNL     1       0.319  -0.915  -2.056  1.00  0.00           O  
HETATM   17  C13 UNL     1      -1.100  -1.085  -0.099  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.472  -2.514  -0.349  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.547  -1.174  -0.159  1.00  0.00           C  
HETATM   20  O5  UNL     1       2.295  -2.394  -0.792  1.00  0.00           O  
HETATM   21  C16 UNL     1       3.412  -0.360  -1.053  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.840  -0.907  -0.926  1.00  0.00           C  
HETATM   23  C18 UNL     1       3.464   1.080  -0.649  1.00  0.00           C  
HETATM   24  C19 UNL     1       2.021   1.602  -0.663  1.00  0.00           C  
HETATM   25  C20 UNL     1       1.333   0.904   0.489  1.00  0.00           C  
HETATM   26  O6  UNL     1       2.240   0.985   1.574  1.00  0.00           O  
HETATM   27  H1  UNL     1      -4.344  -2.358   0.069  1.00  0.00           H  
HETATM   28  H2  UNL     1      -3.720  -1.043   1.216  1.00  0.00           H  
HETATM   29  H3  UNL     1      -5.245  -0.863   0.339  1.00  0.00           H  
HETATM   30  H4  UNL     1      -3.437  -1.337  -1.761  1.00  0.00           H  
HETATM   31  H5  UNL     1      -4.104   0.848  -2.436  1.00  0.00           H  
HETATM   32  H6  UNL     1      -5.404   0.178  -1.456  1.00  0.00           H  
HETATM   33  H7  UNL     1      -4.395   1.376  -0.672  1.00  0.00           H  
HETATM   34  H8  UNL     1      -2.569   1.716  -1.458  1.00  0.00           H  
HETATM   35  H9  UNL     1      -0.586   3.410   1.763  1.00  0.00           H  
HETATM   36  H10 UNL     1       1.132   3.424   1.326  1.00  0.00           H  
HETATM   37  H11 UNL     1       0.561   2.441   2.781  1.00  0.00           H  
HETATM   38  H12 UNL     1      -0.255   0.606   2.781  1.00  0.00           H  
HETATM   39  H13 UNL     1      -1.748   0.948   1.804  1.00  0.00           H  
HETATM   40  H14 UNL     1      -1.887  -1.138   2.762  1.00  0.00           H  
HETATM   41  H15 UNL     1      -1.897  -2.605  -1.350  1.00  0.00           H  
HETATM   42  H16 UNL     1      -2.062  -2.978   0.459  1.00  0.00           H  
HETATM   43  H17 UNL     1      -0.508  -3.105  -0.375  1.00  0.00           H  
HETATM   44  H18 UNL     1       3.083  -1.365   0.788  1.00  0.00           H  
HETATM   45  H19 UNL     1       2.379  -3.138  -0.164  1.00  0.00           H  
HETATM   46  H20 UNL     1       3.137  -0.403  -2.126  1.00  0.00           H  
HETATM   47  H21 UNL     1       5.586  -0.192  -1.293  1.00  0.00           H  
HETATM   48  H22 UNL     1       4.872  -1.893  -1.425  1.00  0.00           H  
HETATM   49  H23 UNL     1       4.982  -1.115   0.173  1.00  0.00           H  
HETATM   50  H24 UNL     1       3.785   1.113   0.432  1.00  0.00           H  
HETATM   51  H25 UNL     1       4.115   1.670  -1.290  1.00  0.00           H  
HETATM   52  H26 UNL     1       2.087   2.691  -0.538  1.00  0.00           H  
HETATM   53  H27 UNL     1       1.608   1.357  -1.641  1.00  0.00           H  
HETATM   54  H28 UNL     1       2.415   1.920   1.830  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4   30
CONECT    3   31   32   33
CONECT    4    5    5   17
CONECT    5    6   34
CONECT    6    7    7    8
CONECT    8    9   10   25
CONECT    9   35   36   37
CONECT   10   11   38   39
CONECT   11   12   13   17
CONECT   12   40
CONECT   13   14
CONECT   14   15   19   25
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   41   42   43
CONECT   19   20   21   44
CONECT   20   45
CONECT   21   22   23   46
CONECT   22   47   48   49
CONECT   23   24   50   51
CONECT   24   25   52   53
CONECT   25   26
CONECT   26   54
END

HMDB0035168
     RDKit          3D
Cinncassiol C2
 54 57  0  0  0  0  0  0  0  0999 V2000
   -4.1864   -1.2518    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4803   -0.6129   -0.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3284    0.5393   -1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1306   -0.1197   -0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8819    1.1709   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8024    1.9917   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5902    3.1326   -0.7113 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771    1.5454    0.9162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3300    2.7738    1.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7043    0.5543    1.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512   -0.8345    1.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2456   -1.6618    2.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7078   -1.2149    1.2660 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2150   -0.5462    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1874   -0.8542   -0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188   -0.9152   -2.0561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1000   -1.0854   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4719   -2.5142   -0.3490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5470   -1.1741   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953   -2.3945   -0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4119   -0.3596   -1.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8403   -0.9071   -0.9260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    1.0800   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0215    1.6019   -0.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3335    0.9041    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2404    0.9855    1.5740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3436   -2.3575    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7200   -1.0432    1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2449   -0.8628    0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373   -1.3370   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1045    0.8479   -2.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4037    0.1783   -1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3949    1.3765   -0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5686    1.7156   -1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5859    3.4103    1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1324    3.4237    1.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608    2.4411    2.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2553    0.6062    2.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475    0.9481    1.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8873   -1.1380    2.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8967   -2.6047   -1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0616   -2.9781    0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5075   -3.1053   -0.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829   -1.3653    0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3791   -3.1384   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1372   -0.4025   -2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5865   -0.1915   -1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8718   -1.8933   -1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820   -1.1145    0.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7846    1.1134    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1154    1.6699   -1.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0869    2.6913   -0.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6080    1.3567   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153    1.9198    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 17  4  1  0
 25  8  1  0
 17 11  1  0
 25 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  5 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 12 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 26 54  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₆

Average Molecular Weight

364.4327

Monoisotopic Molecular Weight

364.188588628

IUPAC Name

2,6,9-trihydroxy-1,5,10-trimethyl-11-(propan-2-yl)-8-oxatetracyclo[7.4.1.1⁷,¹⁰.0²,⁷]pentadec-11-ene-13,15-dione

Traditional Name

2,6,9-trihydroxy-11-isopropyl-1,5,10-trimethyl-8-oxatetracyclo[7.4.1.1⁷,¹⁰.0²,⁷]pentadec-11-ene-13,15-dione

CAS Registry Number

73599-14-1

SMILES

CC(C)C1=CC(=O)C2(C)CC3(O)OC4(C(O)C(C)CCC24O)C(=O)C13C

InChI Identifier

InChI=1S/C20H28O6/c1-10(2)12-8-13(21)16(4)9-19(25)17(12,5)15(23)20(26-19)14(22)11(3)6-7-18(16,20)24/h8,10-11,14,22,24-25H,6-7,9H2,1-5H3

InChI Key

GUZTTZMSRBAQKX-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
3-furanone
Oxane
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Secondary alcohol
Ketone
Hemiacetal
Polyol
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035168)

Source

Endogenous

Endogenous (HMDB: HMDB0035168)

Plant

Plant (HMDB: HMDB0035168)

Animal

Animal (HMDB: HMDB0035168)

Exogenous

Food

Food (HMDB: HMDB0035168)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0035168)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035168)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035168)

Lipid metabolism pathway (HMDB: HMDB0035168)

Cellular process

Cell signaling (HMDB: HMDB0035168)

Biochemical process

Lipid transport (HMDB: HMDB0035168)

Role

Biological role

Energy source (HMDB: HMDB0035168)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035168)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	219 - 221 °C	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
Water Solubility	4.09 g/L	ALOGPS
logP	1.21	ALOGPS
logP	2.21	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	11.35	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	93.68 m³·mol⁻¹	ChemAxon
Polarizability	38.03 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	184.006	31661259
DarkChem	[M-H]-	173.612	31661259
DeepCCS	[M-2H]-	219.787	30932474
DeepCCS	[M+Na]+	195.014	30932474
AllCCS	[M+H]+	184.2	32859911
AllCCS	[M+H-H2O]+	181.5	32859911
AllCCS	[M+NH4]+	186.6	32859911
AllCCS	[M+Na]+	187.3	32859911
AllCCS	[M-H]-	192.2	32859911
AllCCS	[M+Na-2H]-	192.5	32859911
AllCCS	[M+HCOO]-	192.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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 minutes	32390414
Predicted by Siyang on May 30, 2022	12.138 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.75 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	31.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2478.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	198.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	156.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	146.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	87.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	606.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	545.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	918.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	430.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1493.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	348.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	372.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	191.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	152.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	10.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cinncassiol C2	CC(C)C1=CC(=O)C2(C)CC3(O)OC4(C(O)C(C)CCC24O)C(=O)C13C	3911.4	Standard polar	33892256
Cinncassiol C2	CC(C)C1=CC(=O)C2(C)CC3(O)OC4(C(O)C(C)CCC24O)C(=O)C13C	2528.7	Standard non polar	33892256
Cinncassiol C2	CC(C)C1=CC(=O)C2(C)CC3(O)OC4(C(O)C(C)CCC24O)C(=O)C13C	2613.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cinncassiol C2,1TMS,isomer #1	CC(C)C1=CC(=O)C2(C)CC3(O[Si](C)(C)C)OC4(C(=O)C13C)C(O)C(C)CCC24O	2797.9	Semi standard non polar	33892256
Cinncassiol C2,1TMS,isomer #2	CC(C)C1=CC(=O)C2(C)CC3(O)OC4(C(=O)C13C)C(O[Si](C)(C)C)C(C)CCC24O	2755.9	Semi standard non polar	33892256
Cinncassiol C2,1TMS,isomer #3	CC(C)C1=CC(=O)C2(C)CC3(O)OC4(C(=O)C13C)C(O)C(C)CCC24O[Si](C)(C)C	2745.5	Semi standard non polar	33892256
Cinncassiol C2,2TMS,isomer #1	CC(C)C1=CC(=O)C2(C)CC3(O[Si](C)(C)C)OC4(C(=O)C13C)C(O[Si](C)(C)C)C(C)CCC24O	2766.4	Semi standard non polar	33892256
Cinncassiol C2,2TMS,isomer #2	CC(C)C1=CC(=O)C2(C)CC3(O[Si](C)(C)C)OC4(C(=O)C13C)C(O)C(C)CCC24O[Si](C)(C)C	2762.7	Semi standard non polar	33892256
Cinncassiol C2,2TMS,isomer #3	CC(C)C1=CC(=O)C2(C)CC3(O)OC4(C(=O)C13C)C(O[Si](C)(C)C)C(C)CCC24O[Si](C)(C)C	2741.6	Semi standard non polar	33892256
Cinncassiol C2,3TMS,isomer #1	CC(C)C1=CC(=O)C2(C)CC3(O[Si](C)(C)C)OC4(C(=O)C13C)C(O[Si](C)(C)C)C(C)CCC24O[Si](C)(C)C	2754.0	Semi standard non polar	33892256
Cinncassiol C2,1TBDMS,isomer #1	CC(C)C1=CC(=O)C2(C)CC3(O[Si](C)(C)C(C)(C)C)OC4(C(=O)C13C)C(O)C(C)CCC24O	3054.5	Semi standard non polar	33892256
Cinncassiol C2,1TBDMS,isomer #2	CC(C)C1=CC(=O)C2(C)CC3(O)OC4(C(=O)C13C)C(O[Si](C)(C)C(C)(C)C)C(C)CCC24O	2988.9	Semi standard non polar	33892256
Cinncassiol C2,1TBDMS,isomer #3	CC(C)C1=CC(=O)C2(C)CC3(O)OC4(C(=O)C13C)C(O)C(C)CCC24O[Si](C)(C)C(C)(C)C	2979.1	Semi standard non polar	33892256
Cinncassiol C2,2TBDMS,isomer #1	CC(C)C1=CC(=O)C2(C)CC3(O[Si](C)(C)C(C)(C)C)OC4(C(=O)C13C)C(O[Si](C)(C)C(C)(C)C)C(C)CCC24O	3239.4	Semi standard non polar	33892256
Cinncassiol C2,2TBDMS,isomer #2	CC(C)C1=CC(=O)C2(C)CC3(O[Si](C)(C)C(C)(C)C)OC4(C(=O)C13C)C(O)C(C)CCC24O[Si](C)(C)C(C)(C)C	3206.5	Semi standard non polar	33892256
Cinncassiol C2,2TBDMS,isomer #3	CC(C)C1=CC(=O)C2(C)CC3(O)OC4(C(=O)C13C)C(O[Si](C)(C)C(C)(C)C)C(C)CCC24O[Si](C)(C)C(C)(C)C	3186.6	Semi standard non polar	33892256
Cinncassiol C2,3TBDMS,isomer #1	CC(C)C1=CC(=O)C2(C)CC3(O[Si](C)(C)C(C)(C)C)OC4(C(=O)C13C)C(O[Si](C)(C)C(C)(C)C)C(C)CCC24O[Si](C)(C)C(C)(C)C	3415.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cinncassiol C2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4j-9003000000-61f41363b59511df783e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinncassiol C2 GC-MS (3 TMS) - 70eV, Positive	splash10-0ar3-9500160000-d18c5cadabfc6f78b1ca	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinncassiol C2 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinncassiol C2 10V, Positive-QTOF	splash10-014j-0009000000-304cff2b50204a733eb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinncassiol C2 20V, Positive-QTOF	splash10-00mk-2009000000-909b590c76a831c90b8c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinncassiol C2 40V, Positive-QTOF	splash10-0a4i-9013000000-36ceccb653c0279cfd0b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinncassiol C2 10V, Negative-QTOF	splash10-03di-0009000000-151096e529de9e2502ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinncassiol C2 20V, Negative-QTOF	splash10-03di-0009000000-376689a806b6e691d069	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinncassiol C2 40V, Negative-QTOF	splash10-0002-9033000000-f23838bea65b693aa4b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinncassiol C2 10V, Negative-QTOF	splash10-03di-0009000000-fa7fdb3fe8f279ab2601	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinncassiol C2 20V, Negative-QTOF	splash10-03di-0009000000-c16ba109384e207ba15c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinncassiol C2 40V, Negative-QTOF	splash10-03di-0009000000-59b24f31fad0470a1d3b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinncassiol C2 10V, Positive-QTOF	splash10-014i-0009000000-63b09d305ee1d908d776	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinncassiol C2 20V, Positive-QTOF	splash10-014i-1019000000-5aeebd42cb0f234fd0cf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinncassiol C2 40V, Positive-QTOF	splash10-0kul-9000000000-68a38706b71f4a360d9a	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013807

KNApSAcK ID

Not Available

Chemspider ID

35013862

KEGG Compound ID

C17642

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75144795

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1848111

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Cinncassiol C2 (HMDB0035168)

MOL for HMDB0035168 (Cinncassiol C2)

3D MOL for HMDB0035168 (Cinncassiol C2)

3D SDF for HMDB0035168 (Cinncassiol C2)

3D-SDF for HMDB0035168 (Cinncassiol C2)

PDB for HMDB0035168 (Cinncassiol C2)

3D PDB for HMDB0035168 (Cinncassiol C2)

SMILES for HMDB0035168 (Cinncassiol C2)

INCHI for HMDB0035168 (Cinncassiol C2)

Structure for HMDB0035168 (Cinncassiol C2)

3D Structure for HMDB0035168 (Cinncassiol C2)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra