NP-MRD: Showing NP-Card for (1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0275173)

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Record Information

Version

1.0

Created at

2022-09-08 22:49:43 UTC

Updated at

2022-09-08 22:49:43 UTC

NP-MRD ID

NP0275173

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Description

3Beta-(3,4-Dihydroxycinnamoyloxy)lupa-20(29)-ene-6alpha-ol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate is found in Drypetes inaequalis. Based on a literature review very few articles have been published on 3beta-(3,4-Dihydroxycinnamoyloxy)lupa-20(29)-ene-6alpha-ol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309092200492D          

 44 49  0  0  1  0            999 V2000
    0.5233   -2.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9163   -2.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9442   -3.7263    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1855   -4.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2592   -4.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635   -5.0558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5685   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -5.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2900   -5.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7133   -5.0809    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1149   -5.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117   -4.3603    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7350   -3.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5599   -3.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9615   -4.3853    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7864   -4.3979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3848   -3.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2097   -3.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0346   -3.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4362   -4.4230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2611   -4.4355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6845   -3.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2829   -3.0068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5094   -3.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9327   -3.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7576   -3.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1809   -2.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0058   -2.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4074   -3.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2323   -3.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9841   -3.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3857   -4.4983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1592   -3.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0129   -5.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7838   -5.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -5.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1880   -5.1186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7647   -5.8267    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1663   -6.5473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9398   -5.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5382   -5.0935    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6119   -5.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868   -4.3477    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  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  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 27 34  1  0  0  0  0
 21 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 38 35  1  6  0  0  0
 17 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 16 42  1  0  0  0  0
 11 42  1  0  0  0  0
 42 43  1  6  0  0  0
 13 44  1  0  0  0  0
 44  4  1  6  0  0  0
  7 44  1  0  0  0  0
M  END


  Mrv1652309092200492D          

 44 49  0  0  1  0            999 V2000
    0.5233   -2.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9163   -2.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9442   -3.7263    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1855   -4.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2592   -4.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635   -5.0558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5685   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -5.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2900   -5.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7133   -5.0809    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1149   -5.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117   -4.3603    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7350   -3.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5599   -3.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9615   -4.3853    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7864   -4.3979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3848   -3.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2097   -3.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0346   -3.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4362   -4.4230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2611   -4.4355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6845   -3.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2829   -3.0068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5094   -3.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9327   -3.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7576   -3.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1809   -2.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0058   -2.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4074   -3.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2323   -3.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9841   -3.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3857   -4.4983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1592   -3.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0129   -5.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7838   -5.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -5.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1880   -5.1186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7647   -5.8267    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1663   -6.5473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9398   -5.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5382   -5.0935    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6119   -5.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868   -4.3477    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  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  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 27 34  1  0  0  0  0
 21 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 38 35  1  6  0  0  0
 17 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 16 42  1  0  0  0  0
 11 42  1  0  0  0  0
 42 43  1  6  0  0  0
 13 44  1  0  0  0  0
 44  4  1  6  0  0  0
  7 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0275173

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@@H]1CC[C@]2(C)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](OC(=O)\C=C\C6=CC=C(O)C(O)=C6)C(C)(C)[C@@H]5[C@@H](O)C[C@@]34C)[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C39H56O5/c1-23(2)25-15-17-36(5)19-20-38(7)26(33(25)36)11-13-30-37(6)18-16-31(35(3,4)34(37)29(42)22-39(30,38)8)44-32(43)14-10-24-9-12-27(40)28(41)21-24/h9-10,12,14,21,25-26,29-31,33-34,40-42H,1,11,13,15-20,22H2,2-8H3/b14-10+/t25-,26+,29-,30+,31-,33+,34-,36+,37+,38+,39+/m0/s1

> <INCHI_KEY>
FTRYHRWIRKYVSP-YVIQEJERSA-N

> <FORMULA>
C39H56O5

> <MOLECULAR_WEIGHT>
604.872

> <EXACT_MASS>
604.412774903

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
71.70894342452556

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5R,8R,9R,10R,13R,14R,17S,19R,20S)-20-hydroxy-1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-17-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_LOGP>
8.566041758666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.610197195939964

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.208619042503825

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8454495972047686

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
176.03030000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5R,8R,9R,10R,13R,14R,17S,19R,20S)-20-hydroxy-1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-17-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       0.977  -4.407   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.105  -5.454   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.577  -5.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.762  -6.956   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.346  -7.561   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.484  -9.094   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.985  -9.438   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.061 -10.670   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.735 -10.783   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.275 -10.806   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.065  -9.484   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.814 -10.830   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.315  -8.139   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.105  -6.817   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.645  -6.841   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.395  -8.186   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.935  -8.209   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.185  -6.864   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.725  -6.888   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.265  -6.911   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.014  -8.256   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.554  -8.280   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      14.344  -6.958   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      13.595  -5.613   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      15.884  -6.981   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.674  -5.659   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.214  -5.683   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      19.004  -4.361   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.544  -4.384   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      21.294  -5.730   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      22.834  -5.753   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      20.504  -7.052   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      21.253  -8.397   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      18.964  -7.028   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.224  -9.578   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      12.663 -10.127   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      10.934 -11.090   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.684  -9.555   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.894 -10.876   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       9.644 -12.222   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       7.354 -10.853   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.605  -9.508   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       6.742 -11.042   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.775  -8.116   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   44                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   44                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   42                                             
CONECT   12   11                                                            
CONECT   13   11   14   44                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   42                                                  
CONECT   17   16   18   19   38                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   35                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   34                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   27                                                       
CONECT   35   21   36   37   38                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   35   17   39                                                  
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   16   11   43                                             
CONECT   43   42                                                            
CONECT   44   13    4    7                                                  
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Value	Source
3b-(3,4-Dihydroxycinnamoyloxy)lupa-20(29)-ene-6a-ol	Generator
3Β-(3,4-dihydroxycinnamoyloxy)lupa-20(29)-ene-6α-ol	Generator

Chemical Formula

C₃₉H₅₆O₅

Average Mass

604.8720 Da

Monoisotopic Mass

604.41277 Da

IUPAC Name

(1R,2R,5R,8R,9R,10R,13R,14R,17S,19R,20S)-20-hydroxy-1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-17-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Traditional Name

(1R,2R,5R,8R,9R,10R,13R,14R,17S,19R,20S)-20-hydroxy-1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-17-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

CC(=C)[C@@H]1CC[C@]2(C)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](OC(=O)\C=C\C6=CC=C(O)C(O)=C6)C(C)(C)[C@@H]5[C@@H](O)C[C@@]34C)[C@@H]12

InChI Identifier

InChI=1S/C39H56O5/c1-23(2)25-15-17-36(5)19-20-38(7)26(33(25)36)11-13-30-37(6)18-16-31(35(3,4)34(37)29(42)22-39(30,38)8)44-32(43)14-10-24-9-12-27(40)28(41)21-24/h9-10,12,14,21,25-26,29-31,33-34,40-42H,1,11,13,15-20,22H2,2-8H3/b14-10+/t25-,26+,29-,30+,31-,33+,34-,36+,37+,38+,39+/m0/s1

InChI Key

FTRYHRWIRKYVSP-YVIQEJERSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Drypetes inaequalis	LOTUS Database	35616633

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
Hydroxysteroid
2-hydroxysteroid
Steroid
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Coumaric acid or derivatives
Cinnamic acid or derivatives
Catechol
Styrene
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Cyclic alcohol
Enoate ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen 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	8.57	ChemAxon
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	176.03 m³·mol⁻¹	ChemAxon
Polarizability	71.71 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

42611555

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0275173)

MOL for NP0275173 ((1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D MOL for NP0275173 ((1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D SDF for NP0275173 ((1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D-SDF for NP0275173 ((1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

PDB for NP0275173 ((1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D PDB for NP0275173 ((1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

SMILES for NP0275173 ((1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

INCHI for NP0275173 ((1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

Structure for NP0275173 ((1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D Structure for NP0275173 ((1r,3ar,5ar,5br,7s,7ar,9s,11ar,11br,13ar,13br)-7-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)