NP-MRD: Showing NP-Card for 23-trans-p-Coumaroyloxytormentic acid (NP0049697)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 21:16:38 UTC

Updated at

2022-03-17 21:16:38 UTC

NP-MRD ID

NP0049697

Secondary Accession Numbers

None

Natural Product Identification

Common Name

23-trans-p-Coumaroyloxytormentic acid

Description

23-Trans-p-Coumaroyloxytormentic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 23-Trans-p-Coumaroyloxytormentic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 23-trans-p-Coumaroyloxytormentic acid has been detected, but not quantified in, fruits and loquats. 23-trans-p-Coumaroyloxytormentic acid is found in Eriobotrya japonica . This could make 23-trans-p-coumaroyloxytormentic acid a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241210042D          

 47 52  0  0  0  0            999 V2000
    0.0811    1.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    0.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3474    1.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0623    0.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5317    0.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3474    2.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3474    2.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0623    2.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7760    2.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7760    1.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4909    0.7988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917    0.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3098   -0.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4909    2.4487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2246    5.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2246    4.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396    4.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396    3.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2246    3.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2246    2.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110    2.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7961    2.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7961    1.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2278    5.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110    4.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110    3.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7961    3.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    3.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    3.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    2.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    2.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6984    4.3680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396    2.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396    2.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6531    3.2737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6531   -1.0973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8405   -1.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573   -2.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0880   -2.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8061   -3.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9936   -3.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7118   -4.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3369   -4.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0536   -4.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2411   -4.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9593   -5.7485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    1.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 31  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  4 12  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 30  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 37  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 25  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
 19 26  1  0  0  0  0
 19 34  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 22 31  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 32  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 47  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 43  2  0  0  0  0
 41 42  2  0  0  0  0
 42 45  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
M  END


  Mrv0541 02241210042D          

 47 52  0  0  0  0            999 V2000
    0.0811    1.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    0.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3474    1.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0623    0.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5317    0.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3474    2.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3474    2.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0623    2.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7760    2.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7760    1.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4909    0.7988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917    0.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3098   -0.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4909    2.4487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2246    5.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2246    4.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396    4.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396    3.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2246    3.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2246    2.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110    2.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7961    2.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7961    1.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2278    5.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110    4.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110    3.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7961    3.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    3.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    3.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    2.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    2.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6984    4.3680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396    2.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396    2.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6531    3.2737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6531   -1.0973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8405   -1.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573   -2.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0880   -2.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8061   -3.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9936   -3.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7118   -4.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3369   -4.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0536   -4.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2411   -4.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9593   -5.7485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    1.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 31  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  4 12  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 30  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 37  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 25  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
 19 26  1  0  0  0  0
 19 34  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 22 31  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 32  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 47  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 43  2  0  0  0  0
 41 42  2  0  0  0  0
 42 45  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049697

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C39H54O8/c1-23-15-18-39(33(44)45)20-19-36(4)26(31(39)38(23,6)46)12-13-29-34(2)21-27(41)32(43)35(3,28(34)16-17-37(29,36)5)22-47-30(42)14-9-24-7-10-25(40)11-8-24/h7-12,14,23,27-29,31-32,40-41,43,46H,13,15-22H2,1-6H3,(H,44,45)/b14-9+

> <INCHI_KEY>
SWEBUECVVVXRRV-NTEUORMPSA-N

> <FORMULA>
C39H54O8

> <MOLECULAR_WEIGHT>
650.8413

> <EXACT_MASS>
650.381868704

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
72.44647300598325

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,10,11-trihydroxy-9-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1,2,6a,6b,9,12a-hexamethyl-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>
5.18

> <JCHEM_LOGP>
5.7192025473333326

> <ALOGPS_LOGS>
-5.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.398631943532953

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.643409746191485

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0362746208615112

> <JCHEM_POLAR_SURFACE_AREA>
144.52

> <JCHEM_REFRACTIVITY>
179.98790000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.44e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.151   2.261   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.181   1.491   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.515   2.261   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.850   1.491   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.859   0.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.515   5.341   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.515   3.801   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.850   4.571   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.182   3.801   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.182   2.261   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.516   1.491   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.838   0.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.312  -1.137   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -6.516   4.571   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.153  10.731   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.153   9.191   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.487   8.421   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.487   6.881   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.153   6.111   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.153   4.571   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.821   3.801   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.486   4.571   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.486   3.031   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.292   9.868   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.821   8.421   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.821   6.881   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.486   6.111   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.151   6.881   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.181   6.111   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.181   4.571   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.151   3.801   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.304   8.154   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       5.487   3.801   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.487   5.341   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.819   6.111   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -6.819  -2.048   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -5.302  -2.315   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.774  -3.763   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -5.764  -4.943   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -5.238  -6.388   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.721  -6.657   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -3.195  -8.102   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -6.229  -7.569   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -5.700  -9.016   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -4.183  -9.283   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -3.657 -10.731   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       0.921   2.466   0.000  0.00  0.00           C+0
CONECT    1    2   31                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5   10   12                                             
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    3    6    8   30                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    4    9   11                                                  
CONECT   11   10                                                            
CONECT   12    4   13                                                       
CONECT   13   12   37                                                       
CONECT   14    9                                                            
CONECT   15   16                                                            
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   26   34                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27   31                                             
CONECT   23   22                                                            
CONECT   24   25                                                            
CONECT   25   16   24   26   32                                             
CONECT   26   19   25   27                                                  
CONECT   27   22   26   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30    7   29   31                                                  
CONECT   31    1   22   30   47                                             
CONECT   32   25                                                            
CONECT   33   34                                                            
CONECT   34   19   33   35                                                  
CONECT   35   34                                                            
CONECT   36   37                                                            
CONECT   37   13   36   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   43                                                  
CONECT   41   40   42                                                       
CONECT   42   41   45                                                       
CONECT   43   40   44                                                       
CONECT   44   43   45                                                       
CONECT   45   42   44   46                                                  
CONECT   46   45                                                            
CONECT   47   31                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  104    0
END

View in JSmol

Synonyms

Value	Source
23-trans-p-Coumaroyloxytormentate	Generator
1,10,11-Trihydroxy-9-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1,2,6a,6b,9,12a-hexamethyl-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

1,10,11-trihydroxy-9-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1,2,6a,6b,9,12a-hexamethyl-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

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

CAS Registry Number

144604-14-8

SMILES

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

InChI Identifier

InChI=1S/C39H54O8/c1-23-15-18-39(33(44)45)20-19-36(4)26(31(39)38(23,6)46)12-13-29-34(2)21-27(41)32(43)35(3,28(34)16-17-37(29,36)5)22-47-30(42)14-9-24-7-10-25(40)11-8-24/h7-12,14,23,27-29,31-32,40-41,43,46H,13,15-22H2,1-6H3,(H,44,45)/b14-9+

InChI Key

SWEBUECVVVXRRV-NTEUORMPSA-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
12-hydroxysteroid
Hydroxysteroid
Steroid
Coumaric acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Styrene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxygen compound
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	5.18	ALOGPS
logP	5.72	ChemAxon
logS	-5.7	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	6	ChemAxon
Refractivity	179.99 m³·mol⁻¹	ChemAxon
Polarizability	72.45 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0040682

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020480

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

131752904

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 23-trans-p-Coumaroyloxytormentic acid (NP0049697)

MOL for NP0049697 (23-trans-p-Coumaroyloxytormentic acid)

3D MOL for NP0049697 (23-trans-p-Coumaroyloxytormentic acid)

3D SDF for NP0049697 (23-trans-p-Coumaroyloxytormentic acid)

3D-SDF for NP0049697 (23-trans-p-Coumaroyloxytormentic acid)

PDB for NP0049697 (23-trans-p-Coumaroyloxytormentic acid)

3D PDB for NP0049697 (23-trans-p-Coumaroyloxytormentic acid)

SMILES for NP0049697 (23-trans-p-Coumaroyloxytormentic acid)

INCHI for NP0049697 (23-trans-p-Coumaroyloxytormentic acid)

Structure for NP0049697 (23-trans-p-Coumaroyloxytormentic acid)

3D Structure for NP0049697 (23-trans-p-Coumaroyloxytormentic acid)