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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:02:41 UTC

Update Date

2022-03-07 02:55:05 UTC

HMDB ID

HMDB0036864

Secondary Accession Numbers

HMDB36864

Metabolite Identification

Common Name

Anhydrocinnzeylanine

Description

Anhydrocinnzeylanine belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Anhydrocinnzeylanine is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 09111222022D          

 29 32  0  0  0  0            999 V2000
   -0.6229    1.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    0.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0303   -0.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3051    0.6269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5485   -0.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7793   -0.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4070    0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491    1.1133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7985    0.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0711    0.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3504    0.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2413   -0.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4331   -0.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0796   -1.4111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    1.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7985    0.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328    0.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4295   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8501   -1.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8897   -1.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9261   -1.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047   -2.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138   -1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6404   -2.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491   -1.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0508   -2.3257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0494    1.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0494    2.3257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7500    1.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 11  2  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  3 13  1  0  0  0  0
  5  6  1  0  0  0  0
  5 25  1  0  0  0  0
  6  7  1  0  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  7 17  1  0  0  0  0
  8 27  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 23  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 23  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0036864
     RDKit          3D
Anhydrocinnzeylanine
 61 64  0  0  0  0  0  0  0  0999 V2000
    2.9732    3.1015   -3.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643    2.6208   -1.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641    3.4184   -1.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2554    1.2927   -1.6706 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7109    0.6167   -0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9177    0.0788    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746    1.3172    0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228   -0.4354    1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0929   -1.1475    1.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9589   -1.6258    0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0886   -2.3460   -0.2817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2778   -2.4269   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607   -3.3829    0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0056   -3.1931   -1.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108   -2.4224   -2.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7023   -3.0914   -3.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1680   -1.0616   -2.1751 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7762   -0.4670   -0.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623   -0.2081   -1.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0111   -0.0862   -2.3870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784    0.9270   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462    2.3416   -0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0923    0.5544    0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9396    1.2680    1.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605    0.6940    1.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9432    2.7503    1.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1069   -0.9766    0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3733   -1.4469   -0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361   -1.9555   -1.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5705    2.3367   -3.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1654    3.4151   -3.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    4.0139   -3.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712    1.3487    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432   -0.5909   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210    2.0949    1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2155    1.7347   -0.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5768    1.0620    1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4061    0.3446    2.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1928   -1.1852    1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351   -2.0288    2.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3419   -0.4172    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249   -3.2420    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -3.6810    0.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1054   -4.3641    0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6352   -3.0033    1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3905   -4.2162   -1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496   -3.3063   -2.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902   -0.1187   -2.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4807    2.9360   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871    2.4037   -1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0048    2.8814   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5528    1.0010    2.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4427   -0.1773    2.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0913    1.4474    1.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5366    0.3234    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5291    3.1571    2.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5149    3.2061    0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450    3.1582    1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1952   -1.2362    0.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342   -1.3719    1.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173   -2.6343   -1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 23 27  1  0
 27 28  1  0
 28 29  1  0
 18  5  1  0
 28 19  1  0
 18 10  1  0
 28 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 29 61  1  0
M  END


  Mrv0541 09111222022D          

 29 32  0  0  0  0            999 V2000
   -0.6229    1.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    0.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0303   -0.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3051    0.6269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5485   -0.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7793   -0.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4070    0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491    1.1133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7985    0.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0711    0.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3504    0.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2413   -0.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4331   -0.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0796   -1.4111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    1.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7985    0.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328    0.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4295   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8501   -1.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8897   -1.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9261   -1.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047   -2.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138   -1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6404   -2.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491   -1.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0508   -2.3257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0494    1.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0494    2.3257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7500    1.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 11  2  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  3 13  1  0  0  0  0
  5  6  1  0  0  0  0
  5 25  1  0  0  0  0
  6  7  1  0  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  7 17  1  0  0  0  0
  8 27  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 23  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 23  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036864

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=C(C)C2(O)C(O)(C1)C1(C)CC(=O)OC22C(OC(C)=O)C(C)CCC12O

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O7/c1-11(2)15-9-20(26)18(6)10-16(24)29-22(21(20,27)13(15)4)17(28-14(5)23)12(3)7-8-19(18,22)25/h11-12,17,25-27H,7-10H2,1-6H3

> <INCHI_KEY>
UEXGXCDLLOHGAS-UHFFFAOYSA-N

> <FORMULA>
C22H32O7

> <MOLECULAR_WEIGHT>
408.4853

> <EXACT_MASS>
408.214803378

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.66259160526847

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6,8-trihydroxy-3,7,11-trimethyl-14-oxo-4-(propan-2-yl)-13-oxatetracyclo[5.5.3.0¹,⁸.0²,⁶]pentadec-3-en-12-yl acetate

> <ALOGPS_LOGP>
1.21

> <JCHEM_LOGP>
0.8829596586666685

> <ALOGPS_LOGS>
-2.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.083138203209916

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.896033854579633

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6570925344750185

> <JCHEM_POLAR_SURFACE_AREA>
113.28999999999999

> <JCHEM_REFRACTIVITY>
102.35309999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6,8-trihydroxy-4-isopropyl-3,7,11-trimethyl-14-oxo-13-oxatetracyclo[5.5.3.0¹,⁸.0²,⁶]pentadec-3-en-12-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036864
     RDKit          3D
Anhydrocinnzeylanine
 61 64  0  0  0  0  0  0  0  0999 V2000
    2.9732    3.1015   -3.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643    2.6208   -1.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641    3.4184   -1.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2554    1.2927   -1.6706 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7109    0.6167   -0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9177    0.0788    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746    1.3172    0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228   -0.4354    1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0929   -1.1475    1.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9589   -1.6258    0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0886   -2.3460   -0.2817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2778   -2.4269   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607   -3.3829    0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0056   -3.1931   -1.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108   -2.4224   -2.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7023   -3.0914   -3.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1680   -1.0616   -2.1751 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7762   -0.4670   -0.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623   -0.2081   -1.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0111   -0.0862   -2.3870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784    0.9270   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462    2.3416   -0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0923    0.5544    0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9396    1.2680    1.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605    0.6940    1.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9432    2.7503    1.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1069   -0.9766    0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3733   -1.4469   -0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361   -1.9555   -1.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5705    2.3367   -3.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1654    3.4151   -3.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    4.0139   -3.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712    1.3487    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432   -0.5909   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210    2.0949    1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2155    1.7347   -0.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5768    1.0620    1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4061    0.3446    2.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1928   -1.1852    1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351   -2.0288    2.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3419   -0.4172    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249   -3.2420    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -3.6810    0.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1054   -4.3641    0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6352   -3.0033    1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3905   -4.2162   -1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496   -3.3063   -2.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902   -0.1187   -2.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4807    2.9360   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871    2.4037   -1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0048    2.8814   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5528    1.0010    2.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4427   -0.1773    2.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0913    1.4474    1.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5366    0.3234    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5291    3.1571    2.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5149    3.2061    0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450    3.1582    1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1952   -1.2362    0.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342   -1.3719    1.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173   -2.6343   -1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 23 27  1  0
 27 28  1  0
 28 29  1  0
 18  5  1  0
 28 19  1  0
 18 10  1  0
 28 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 29 61  1  0
M  END

HEADER    PROTEIN                                 11-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-12         0                                  
HETATM    1  C   UNK     0      -1.163   2.425   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.145   0.906   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.057  -0.270   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.570   1.170   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       2.891  -1.344   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.455  -0.557   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.626   0.527   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.518   2.078   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.224   0.152   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.866   1.012   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.521   0.263   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.317  -1.168   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.809  -1.613   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.015  -2.634   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.951   2.506   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.224   1.356   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.168   0.172   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.535  -1.263   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.454  -2.224   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.661  -1.990   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.729  -3.386   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.755  -4.185   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.212  -2.820   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.195  -4.271   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.518  -3.499   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.828  -4.341   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.826   2.833   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.826   4.341   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.133   2.078   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4    6   13                                             
CONECT    4    3                                                            
CONECT    5    6   25                                                       
CONECT    6    3    5    7   20                                             
CONECT    7    6    8   17                                                  
CONECT    8    7   27                                                       
CONECT    9   10                                                            
CONECT   10    9   11   15                                                  
CONECT   11    2   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13    3   12   14   23                                             
CONECT   14   13                                                            
CONECT   15   10                                                            
CONECT   16   17                                                            
CONECT   17    7   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20    6   19   21   23                                             
CONECT   21   20                                                            
CONECT   22   23                                                            
CONECT   23   13   20   22   24                                             
CONECT   24   23   25                                                       
CONECT   25    5   24   26                                                  
CONECT   26   25                                                            
CONECT   27    8   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0036864
HETATM    1  C1  UNL     1       2.973   3.102  -3.167  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.364   2.621  -1.886  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.964   3.418  -1.032  1.00  0.00           O  
HETATM    4  O2  UNL     1       2.255   1.293  -1.671  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.711   0.617  -0.550  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.918   0.079   0.279  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.775   1.317   0.594  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.423  -0.435   1.594  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.093  -1.148   1.478  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.959  -1.626   0.081  1.00  0.00           C  
HETATM   11  O3  UNL     1       2.089  -2.346  -0.282  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.278  -2.427  -0.198  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.661  -3.383   0.870  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.006  -3.193  -1.487  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.011  -2.422  -2.300  1.00  0.00           C  
HETATM   16  O4  UNL     1       1.702  -3.091  -3.102  1.00  0.00           O  
HETATM   17  O5  UNL     1       1.168  -1.062  -2.175  1.00  0.00           O  
HETATM   18  C13 UNL     1       0.776  -0.467  -0.906  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.662  -0.208  -1.011  1.00  0.00           C  
HETATM   20  O6  UNL     1      -1.011  -0.086  -2.387  1.00  0.00           O  
HETATM   21  C15 UNL     1      -1.278   0.927  -0.325  1.00  0.00           C  
HETATM   22  C16 UNL     1      -1.046   2.342  -0.714  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.092   0.554   0.647  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.940   1.268   1.623  1.00  0.00           C  
HETATM   25  C19 UNL     1      -4.360   0.694   1.631  1.00  0.00           C  
HETATM   26  C20 UNL     1      -2.943   2.750   1.579  1.00  0.00           C  
HETATM   27  C21 UNL     1      -2.107  -0.977   0.672  1.00  0.00           C  
HETATM   28  C22 UNL     1      -1.373  -1.447  -0.514  1.00  0.00           C  
HETATM   29  O7  UNL     1      -2.236  -1.956  -1.494  1.00  0.00           O  
HETATM   30  H1  UNL     1       3.571   2.337  -3.665  1.00  0.00           H  
HETATM   31  H2  UNL     1       2.165   3.415  -3.865  1.00  0.00           H  
HETATM   32  H3  UNL     1       3.594   4.014  -3.001  1.00  0.00           H  
HETATM   33  H4  UNL     1       1.271   1.349   0.121  1.00  0.00           H  
HETATM   34  H5  UNL     1       3.543  -0.591  -0.304  1.00  0.00           H  
HETATM   35  H6  UNL     1       3.121   2.095   1.082  1.00  0.00           H  
HETATM   36  H7  UNL     1       4.215   1.735  -0.332  1.00  0.00           H  
HETATM   37  H8  UNL     1       4.577   1.062   1.305  1.00  0.00           H  
HETATM   38  H9  UNL     1       2.406   0.345   2.385  1.00  0.00           H  
HETATM   39  H10 UNL     1       3.193  -1.185   1.935  1.00  0.00           H  
HETATM   40  H11 UNL     1       1.135  -2.029   2.154  1.00  0.00           H  
HETATM   41  H12 UNL     1       0.342  -0.417   1.817  1.00  0.00           H  
HETATM   42  H13 UNL     1       2.125  -3.242   0.104  1.00  0.00           H  
HETATM   43  H14 UNL     1      -1.735  -3.681   0.678  1.00  0.00           H  
HETATM   44  H15 UNL     1      -0.105  -4.364   0.799  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.635  -3.003   1.889  1.00  0.00           H  
HETATM   46  H17 UNL     1       0.390  -4.216  -1.278  1.00  0.00           H  
HETATM   47  H18 UNL     1      -0.950  -3.306  -2.026  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.990  -0.119  -2.452  1.00  0.00           H  
HETATM   49  H20 UNL     1      -0.481   2.936  -0.002  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.487   2.404  -1.689  1.00  0.00           H  
HETATM   51  H22 UNL     1      -2.005   2.881  -0.972  1.00  0.00           H  
HETATM   52  H23 UNL     1      -2.553   1.001   2.660  1.00  0.00           H  
HETATM   53  H24 UNL     1      -4.443  -0.177   2.312  1.00  0.00           H  
HETATM   54  H25 UNL     1      -5.091   1.447   1.971  1.00  0.00           H  
HETATM   55  H26 UNL     1      -4.537   0.323   0.608  1.00  0.00           H  
HETATM   56  H27 UNL     1      -3.529   3.157   2.485  1.00  0.00           H  
HETATM   57  H28 UNL     1      -3.515   3.206   0.738  1.00  0.00           H  
HETATM   58  H29 UNL     1      -1.945   3.158   1.741  1.00  0.00           H  
HETATM   59  H30 UNL     1      -3.195  -1.236   0.537  1.00  0.00           H  
HETATM   60  H31 UNL     1      -1.834  -1.372   1.644  1.00  0.00           H  
HETATM   61  H32 UNL     1      -2.817  -2.634  -1.058  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   18   33
CONECT    6    7    8   34
CONECT    7   35   36   37
CONECT    8    9   38   39
CONECT    9   10   40   41
CONECT   10   11   12   18
CONECT   11   42
CONECT   12   13   14   28
CONECT   13   43   44   45
CONECT   14   15   46   47
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19
CONECT   19   20   21   28
CONECT   20   48
CONECT   21   22   23   23
CONECT   22   49   50   51
CONECT   23   24   27
CONECT   24   25   26   52
CONECT   25   53   54   55
CONECT   26   56   57   58
CONECT   27   28   59   60
CONECT   28   29
CONECT   29   61
END

HMDB0036864
     RDKit          3D
Anhydrocinnzeylanine
 61 64  0  0  0  0  0  0  0  0999 V2000
    2.9732    3.1015   -3.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643    2.6208   -1.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641    3.4184   -1.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2554    1.2927   -1.6706 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7109    0.6167   -0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9177    0.0788    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746    1.3172    0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228   -0.4354    1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0929   -1.1475    1.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9589   -1.6258    0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0886   -2.3460   -0.2817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2778   -2.4269   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607   -3.3829    0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0056   -3.1931   -1.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108   -2.4224   -2.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7023   -3.0914   -3.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1680   -1.0616   -2.1751 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7762   -0.4670   -0.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623   -0.2081   -1.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0111   -0.0862   -2.3870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784    0.9270   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462    2.3416   -0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0923    0.5544    0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9396    1.2680    1.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605    0.6940    1.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9432    2.7503    1.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1069   -0.9766    0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3733   -1.4469   -0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2361   -1.9555   -1.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5705    2.3367   -3.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1654    3.4151   -3.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    4.0139   -3.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712    1.3487    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432   -0.5909   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210    2.0949    1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2155    1.7347   -0.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5768    1.0620    1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4061    0.3446    2.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1928   -1.1852    1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351   -2.0288    2.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3419   -0.4172    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249   -3.2420    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -3.6810    0.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1054   -4.3641    0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6352   -3.0033    1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3905   -4.2162   -1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496   -3.3063   -2.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902   -0.1187   -2.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4807    2.9360   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871    2.4037   -1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0048    2.8814   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5528    1.0010    2.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4427   -0.1773    2.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0913    1.4474    1.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5366    0.3234    0.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5291    3.1571    2.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5149    3.2061    0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450    3.1582    1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1952   -1.2362    0.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342   -1.3719    1.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173   -2.6343   -1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 23 27  1  0
 27 28  1  0
 28 29  1  0
 18  5  1  0
 28 19  1  0
 18 10  1  0
 28 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 29 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,6,8-Trihydroxy-3,7,11-trimethyl-14-oxo-4-(propan-2-yl)-13-oxatetracyclo[5.5.3.0¹,⁸.0²,⁶]pentadec-3-en-12-yl acetic acid	Generator

Chemical Formula

C₂₂H₃₂O₇

Average Molecular Weight

408.4853

Monoisotopic Molecular Weight

408.214803378

IUPAC Name

2,6,8-trihydroxy-3,7,11-trimethyl-14-oxo-4-(propan-2-yl)-13-oxatetracyclo[5.5.3.0¹,⁸.0²,⁶]pentadec-3-en-12-yl acetate

Traditional Name

2,6,8-trihydroxy-4-isopropyl-3,7,11-trimethyl-14-oxo-13-oxatetracyclo[5.5.3.0¹,⁸.0²,⁶]pentadec-3-en-12-yl acetate

CAS Registry Number

68799-62-2

SMILES

CC(C)C1=C(C)C2(O)C(O)(C1)C1(C)CC(=O)OC22C(OC(C)=O)C(C)CCC12O

InChI Identifier

InChI=1S/C22H32O7/c1-11(2)15-9-20(26)18(6)10-16(24)29-22(21(20,27)13(15)4)17(28-14(5)23)12(3)7-8-19(18,22)25/h11-12,17,25-27H,7-10H2,1-6H3

InChI Key

UEXGXCDLLOHGAS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Chinese cinnamon (FooDB: FOOD00050)

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	195 - 199 °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	1.63 g/L	ALOGPS
logP	1.21	ALOGPS
logP	0.88	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	11.9	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	102.35 m³·mol⁻¹	ChemAxon
Polarizability	42.66 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]+	193.415	31661259
DarkChem	[M-H]-	189.151	31661259
DeepCCS	[M-2H]-	228.755	30932474
DeepCCS	[M+Na]+	203.9	30932474
AllCCS	[M+H]+	193.0	32859911
AllCCS	[M+H-H2O]+	190.7	32859911
AllCCS	[M+NH4]+	195.1	32859911
AllCCS	[M+Na]+	195.7	32859911
AllCCS	[M-H]-	200.9	32859911
AllCCS	[M+Na-2H]-	201.6	32859911
AllCCS	[M+HCOO]-	202.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Anhydrocinnzeylanine	CC(C)C1=C(C)C2(O)C(O)(C1)C1(C)CC(=O)OC22C(OC(C)=O)C(C)CCC12O	4288.6	Standard polar	33892256
Anhydrocinnzeylanine	CC(C)C1=C(C)C2(O)C(O)(C1)C1(C)CC(=O)OC22C(OC(C)=O)C(C)CCC12O	2678.4	Standard non polar	33892256
Anhydrocinnzeylanine	CC(C)C1=C(C)C2(O)C(O)(C1)C1(C)CC(=O)OC22C(OC(C)=O)C(C)CCC12O	2822.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Anhydrocinnzeylanine,1TMS,isomer #1	CC(=O)OC1C(C)CCC2(O)C3(C)CC(=O)OC12C1(O[Si](C)(C)C)C(C)=C(C(C)C)CC31O	2905.9	Semi standard non polar	33892256
Anhydrocinnzeylanine,1TMS,isomer #2	CC(=O)OC1C(C)CCC2(O)C3(C)CC(=O)OC12C1(O)C(C)=C(C(C)C)CC31O[Si](C)(C)C	2910.4	Semi standard non polar	33892256
Anhydrocinnzeylanine,1TMS,isomer #3	CC(=O)OC1C(C)CCC2(O[Si](C)(C)C)C3(C)CC(=O)OC12C1(O)C(C)=C(C(C)C)CC31O	2900.5	Semi standard non polar	33892256
Anhydrocinnzeylanine,2TMS,isomer #1	CC(=O)OC1C(C)CCC2(O[Si](C)(C)C)C3(C)CC(=O)OC12C1(O[Si](C)(C)C)C(C)=C(C(C)C)CC31O	2917.3	Semi standard non polar	33892256
Anhydrocinnzeylanine,2TMS,isomer #2	CC(=O)OC1C(C)CCC2(O)C3(C)CC(=O)OC12C1(O[Si](C)(C)C)C(C)=C(C(C)C)CC31O[Si](C)(C)C	2922.6	Semi standard non polar	33892256
Anhydrocinnzeylanine,2TMS,isomer #3	CC(=O)OC1C(C)CCC2(O[Si](C)(C)C)C3(C)CC(=O)OC12C1(O)C(C)=C(C(C)C)CC31O[Si](C)(C)C	2912.9	Semi standard non polar	33892256
Anhydrocinnzeylanine,3TMS,isomer #1	CC(=O)OC1C(C)CCC2(O[Si](C)(C)C)C3(C)CC(=O)OC12C1(O[Si](C)(C)C)C(C)=C(C(C)C)CC31O[Si](C)(C)C	2936.2	Semi standard non polar	33892256
Anhydrocinnzeylanine,1TBDMS,isomer #1	CC(=O)OC1C(C)CCC2(O)C3(C)CC(=O)OC12C1(O[Si](C)(C)C(C)(C)C)C(C)=C(C(C)C)CC31O	3170.7	Semi standard non polar	33892256
Anhydrocinnzeylanine,1TBDMS,isomer #2	CC(=O)OC1C(C)CCC2(O)C3(C)CC(=O)OC12C1(O)C(C)=C(C(C)C)CC31O[Si](C)(C)C(C)(C)C	3170.2	Semi standard non polar	33892256
Anhydrocinnzeylanine,1TBDMS,isomer #3	CC(=O)OC1C(C)CCC2(O[Si](C)(C)C(C)(C)C)C3(C)CC(=O)OC12C1(O)C(C)=C(C(C)C)CC31O	3164.2	Semi standard non polar	33892256
Anhydrocinnzeylanine,2TBDMS,isomer #1	CC(=O)OC1C(C)CCC2(O[Si](C)(C)C(C)(C)C)C3(C)CC(=O)OC12C1(O[Si](C)(C)C(C)(C)C)C(C)=C(C(C)C)CC31O	3406.1	Semi standard non polar	33892256
Anhydrocinnzeylanine,2TBDMS,isomer #2	CC(=O)OC1C(C)CCC2(O)C3(C)CC(=O)OC12C1(O[Si](C)(C)C(C)(C)C)C(C)=C(C(C)C)CC31O[Si](C)(C)C(C)(C)C	3407.4	Semi standard non polar	33892256
Anhydrocinnzeylanine,2TBDMS,isomer #3	CC(=O)OC1C(C)CCC2(O[Si](C)(C)C(C)(C)C)C3(C)CC(=O)OC12C1(O)C(C)=C(C(C)C)CC31O[Si](C)(C)C(C)(C)C	3407.9	Semi standard non polar	33892256
Anhydrocinnzeylanine,3TBDMS,isomer #1	CC(=O)OC1C(C)CCC2(O[Si](C)(C)C(C)(C)C)C3(C)CC(=O)OC12C1(O[Si](C)(C)C(C)(C)C)C(C)=C(C(C)C)CC31O[Si](C)(C)C(C)(C)C	3635.0	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 - Anhydrocinnzeylanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-2903000000-ea36a3502734354b918e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Anhydrocinnzeylanine GC-MS (3 TMS) - 70eV, Positive	splash10-0a6r-9020033000-1d1a918e0ea4226b8325	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Anhydrocinnzeylanine 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 - Anhydrocinnzeylanine 10V, Positive-QTOF	splash10-0a4j-0009400000-16bb49b43c93055b4edd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydrocinnzeylanine 20V, Positive-QTOF	splash10-014j-9007000000-76f7a61512976584c240	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydrocinnzeylanine 40V, Positive-QTOF	splash10-0gbc-9001000000-f08192e4f8edee2605ef	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydrocinnzeylanine 10V, Negative-QTOF	splash10-0a4i-3006900000-8001262475e28ed90efe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydrocinnzeylanine 20V, Negative-QTOF	splash10-0aos-3009100000-46159c7754d6a7ed3c0b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydrocinnzeylanine 40V, Negative-QTOF	splash10-0a4l-9005000000-3194eb962ad5db15958c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydrocinnzeylanine 10V, Negative-QTOF	splash10-0a4i-0000900000-721cae8747eb24f40fa3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydrocinnzeylanine 20V, Negative-QTOF	splash10-0a4i-7001900000-8e02cae75cc737ceb555	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydrocinnzeylanine 40V, Negative-QTOF	splash10-0a4l-9201100000-684d36ffeb7c85eb4b45	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydrocinnzeylanine 10V, Positive-QTOF	splash10-0a4i-0001900000-df21b1b11a20f16d5e19	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydrocinnzeylanine 20V, Positive-QTOF	splash10-0a4i-1029700000-c99a55e0038f61b9d080	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydrocinnzeylanine 40V, Positive-QTOF	splash10-0006-9211000000-ea9ebcb38dc13f656565	2021-09-22	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

FDB015818

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752069

PDB ID

Not Available

ChEBI ID

Not Available

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

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 Anhydrocinnzeylanine (HMDB0036864)

MOL for HMDB0036864 (Anhydrocinnzeylanine)

3D MOL for HMDB0036864 (Anhydrocinnzeylanine)

3D SDF for HMDB0036864 (Anhydrocinnzeylanine)

3D-SDF for HMDB0036864 (Anhydrocinnzeylanine)

PDB for HMDB0036864 (Anhydrocinnzeylanine)

3D PDB for HMDB0036864 (Anhydrocinnzeylanine)

SMILES for HMDB0036864 (Anhydrocinnzeylanine)

INCHI for HMDB0036864 (Anhydrocinnzeylanine)

Structure for HMDB0036864 (Anhydrocinnzeylanine)

3D Structure for HMDB0036864 (Anhydrocinnzeylanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra