NP-MRD: Showing NP-Card for 3-trans-Caffeoyltormentic acid (NP0049690)

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Record Information

Version

2.0

Created at

2022-03-17 21:16:32 UTC

Updated at

2022-03-17 21:16:32 UTC

NP-MRD ID

NP0049690

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-trans-Caffeoyltormentic acid

Description

3-Trans-Caffeoyltormentic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 3-Trans-Caffeoyltormentic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 3-trans-Caffeoyltormentic acid has been detected, but not quantified in, fruits and loquats. 3-trans-Caffeoyltormentic acid is found in Eriobotrya japonica . This could make 3-trans-caffeoyltormentic acid a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061312002D          

 47 52  0  0  0  0            999 V2000
    2.5015   -0.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5015   -1.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7879   -1.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730   -1.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730    0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730   -0.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3539   -0.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0702   -0.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7879   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7879    0.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5015    1.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163    0.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298    1.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298    1.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6479    2.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699   -0.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298   -0.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6447   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6447    0.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3596    1.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3596    1.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6447    2.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6447    3.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3539   -1.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0702   -1.8697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1187    1.6992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -2.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580   -1.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8887   -2.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3596   -0.6324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3596    0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731    0.6049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549   -1.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -2.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4987   -1.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -3.0795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2135   -2.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -1.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -1.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6433   -0.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3582   -1.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3582   -1.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6433   -2.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0731   -0.6049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0731   -2.2546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  1 18  1  0  0  0  0
  1 35  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  6  1  0  0  0  0
  4 30  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 26  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 21  1  0  0  0  0
 15 16  1  0  0  0  0
 15 24  1  0  0  0  0
 15 28  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
 21 22  1  0  0  0  0
 21 33  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
 26 27  1  0  0  0  0
 26 30  1  0  0  0  0
 27 36  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 37 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 45  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 46  1  0  0  0  0
 44 45  2  0  0  0  0
 44 47  1  0  0  0  0
M  END


  Mrv0541 05061312002D          

 47 52  0  0  0  0            999 V2000
    2.5015   -0.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5015   -1.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7879   -1.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730   -1.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730    0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730   -0.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3539   -0.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0702   -0.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7879   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7879    0.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5015    1.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163    0.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298    1.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298    1.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6479    2.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699   -0.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298   -0.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6447   -0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6447    0.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3596    1.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3596    1.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6447    2.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6447    3.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3539   -1.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0702   -1.8697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1187    1.6992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -2.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580   -1.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8887   -2.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3596   -0.6324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3596    0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731    0.6049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549   -1.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -2.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4987   -1.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -3.0795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2135   -2.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -1.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -1.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6433   -0.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3582   -1.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3582   -1.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6433   -2.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0731   -0.6049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0731   -2.2546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  1 18  1  0  0  0  0
  1 35  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  6  1  0  0  0  0
  4 30  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 26  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 21  1  0  0  0  0
 15 16  1  0  0  0  0
 15 24  1  0  0  0  0
 15 28  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
 21 22  1  0  0  0  0
 21 33  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
 26 27  1  0  0  0  0
 26 30  1  0  0  0  0
 27 36  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 37 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 45  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 46  1  0  0  0  0
 44 45  2  0  0  0  0
 44 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049690

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2(CCC3(C)C(=CCC4C5(C)CC(O)C(OC(=O)\C=C\C6=CC=C(O)C(O)=C6)C(C)(C)C5CCC34C)C2C1(C)O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C39H54O8/c1-22-14-17-39(33(44)45)19-18-36(5)24(31(39)38(22,7)46)10-12-29-35(4)21-27(42)32(34(2,3)28(35)15-16-37(29,36)6)47-30(43)13-9-23-8-11-25(40)26(41)20-23/h8-11,13,20,22,27-29,31-32,40-42,46H,12,14-19,21H2,1-7H3,(H,44,45)/b13-9+

> <INCHI_KEY>
MFPIVTNHMCQSEM-UKTHLTGXSA-N

> <FORMULA>
C39H54O8

> <MOLECULAR_WEIGHT>
650.8413

> <EXACT_MASS>
650.381868704

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
72.94615670970141

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

> <ALOGPS_LOGP>
5.95

> <JCHEM_LOGP>
6.696408382333335

> <ALOGPS_LOGS>
-5.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.208616047857136

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.643405557758477

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0362746208615112

> <JCHEM_POLAR_SURFACE_AREA>
144.52

> <JCHEM_REFRACTIVITY>
180.19410000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.89e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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       4.669  -1.180   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.669  -2.720   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.337  -3.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.003  -2.720   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.003   0.359   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.003  -1.180   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.668  -0.411   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.661  -1.180   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.998  -0.411   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.337  -0.411   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.337   1.129   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.669   1.899   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.004   1.129   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.336   1.899   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.336   3.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.810   4.886   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.664  -1.840   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.004  -0.411   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.336  -1.180   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.670  -0.411   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.670   1.129   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.005   1.899   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.005   3.439   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.670   4.209   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.670   5.748   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.661  -2.720   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.998  -3.490   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.822   3.172   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.320  -4.671   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.668  -3.490   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.659  -4.671   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      10.005  -1.180   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      10.005   0.359   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      11.336   1.129   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.702  -2.543   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.332  -4.209   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.664  -3.439   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -3.332  -5.748   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -5.999  -4.209   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -7.333  -3.439   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -7.333  -1.899   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -8.667  -1.129   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -10.002  -1.899   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -10.002  -3.439   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -8.667  -4.209   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0     -11.336  -1.129   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0     -11.336  -4.209   0.000  0.00  0.00           O+0
CONECT    1    2   10   18   35                                             
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    6   30                                                  
CONECT    5    6                                                            
CONECT    6    4    5    7   10                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   26                                                  
CONECT    9    8                                                            
CONECT   10    1    6   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16   24   28                                             
CONECT   16   15                                                            
CONECT   17   18                                                            
CONECT   18    1   13   17   19                                             
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   14   20   22   33                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   15   23   25                                                  
CONECT   25   24                                                            
CONECT   26    8   27   30                                                  
CONECT   27   26   36                                                       
CONECT   28   15                                                            
CONECT   29   30                                                            
CONECT   30    4   26   29   31                                             
CONECT   31   30                                                            
CONECT   32   33                                                            
CONECT   33   21   32   34                                                  
CONECT   34   33                                                            
CONECT   35    1                                                            
CONECT   36   27   37   38                                                  
CONECT   37   36   39                                                       
CONECT   38   36                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41   45                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   46                                                  
CONECT   44   43   45   47                                                  
CONECT   45   40   44                                                       
CONECT   46   43                                                            
CONECT   47   44                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  104    0
END

View in JSmol

Synonyms

Value	Source
3-trans-Caffeoyltormentate	Generator
10-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate	Generator

Chemical Formula

C₃₉H₅₄O₈

Average Mass

650.8413 Da

Monoisotopic Mass

650.38187 Da

IUPAC Name

10-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

10-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

CAS Registry Number

144604-16-0

SMILES

CC1CCC2(CCC3(C)C(=CCC4C5(C)CC(O)C(OC(=O)\C=C\C6=CC=C(O)C(O)=C6)C(C)(C)C5CCC34C)C2C1(C)O)C(O)=O

InChI Identifier

InChI=1S/C39H54O8/c1-22-14-17-39(33(44)45)19-18-36(5)24(31(39)38(22,7)46)10-12-29-35(4)21-27(42)32(34(2,3)28(35)15-16-37(29,36)6)47-30(43)13-9-23-8-11-25(40)26(41)20-23/h8-11,13,20,22,27-29,31-32,40-42,46H,12,14-19,21H2,1-7H3,(H,44,45)/b13-9+

InChI Key

MFPIVTNHMCQSEM-UKTHLTGXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Eriobotrya japonica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Rhaphiolepis bibas	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic oxide
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	5.95	ALOGPS
logP	6.7	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.52 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	180.19 m³·mol⁻¹	ChemAxon
Polarizability	72.95 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0040650

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020443

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

131752884

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 3-trans-Caffeoyltormentic acid (NP0049690)

MOL for NP0049690 (3-trans-Caffeoyltormentic acid)

3D MOL for NP0049690 (3-trans-Caffeoyltormentic acid)

3D SDF for NP0049690 (3-trans-Caffeoyltormentic acid)

3D-SDF for NP0049690 (3-trans-Caffeoyltormentic acid)

PDB for NP0049690 (3-trans-Caffeoyltormentic acid)

3D PDB for NP0049690 (3-trans-Caffeoyltormentic acid)

SMILES for NP0049690 (3-trans-Caffeoyltormentic acid)

INCHI for NP0049690 (3-trans-Caffeoyltormentic acid)

Structure for NP0049690 (3-trans-Caffeoyltormentic acid)

3D Structure for NP0049690 (3-trans-Caffeoyltormentic acid)