NP-MRD: Showing NP-Card for 6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate (NP0222578)

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Record Information

Version

2.0

Created at

2022-09-06 00:26:57 UTC

Updated at

2022-09-06 00:26:57 UTC

NP-MRD ID

NP0222578

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate

Description

6,7-Dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]Nonadec-3-en-17-yl 4-hydroxybenzoate belongs to the class of organic compounds known as rhamnofolane and daphnane diterpenoids. These are diterpenoids with a structure based on one the rhamnofolane or daphnane skeleton. The rhamnofolane and daphnane skeletons are closely related, being formally derived from casbane by two cyclizations (6,10 and 5,14) followed by cleavage of the 1,15 (daphnane) or 2,15 (rhamnofolane) cyclopropane bonds. 6,7-Dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]Nonadec-3-en-17-yl 4-hydroxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004181500202D          

 44 51  0  0  0  0            999 V2000
    2.7844    0.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3952   -0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890   -1.5020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4007   -2.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9066   -3.2129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9588   -3.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7509   -2.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3466   -3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -4.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7456   -4.7991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3578   -4.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7622   -3.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9523   -0.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0907   -0.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0169    0.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5286    1.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    1.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0620    0.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8776    0.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7026    0.8490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2887    0.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1687   -0.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858   -0.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8966   -0.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1970   -0.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1107   -1.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5162   -0.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8626   -0.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2404   -1.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5111   -2.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641   -1.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7248   -2.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562    0.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6113    0.3120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4425    1.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2674    1.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6930    2.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2937    2.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4689    2.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0433    2.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2854   -1.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5870   -1.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862   -1.6882    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 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
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  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
 26 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 34  1  0  0  0  0
  2 34  1  0  0  0  0
 19 34  1  0  0  0  0
 34 35  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  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  2  0  0  0  0
 36 41  1  0  0  0  0
 14 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
M  END


  Mrv1533004181500202D          

 44 51  0  0  0  0            999 V2000
    2.7844    0.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3952   -0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890   -1.5020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4007   -2.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9066   -3.2129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9588   -3.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7509   -2.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3466   -3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -4.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7456   -4.7991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3578   -4.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7622   -3.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9523   -0.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0907   -0.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0169    0.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5286    1.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    1.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0620    0.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8776    0.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7026    0.8490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2887    0.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1687   -0.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858   -0.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8966   -0.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1970   -0.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1107   -1.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5162   -0.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8626   -0.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2404   -1.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5111   -2.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641   -1.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7248   -2.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562    0.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6113    0.3120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4425    1.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2674    1.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6930    2.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2937    2.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4689    2.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0433    2.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2854   -1.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5870   -1.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862   -1.6882    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 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
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  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
 26 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 34  1  0  0  0  0
  2 34  1  0  0  0  0
 19 34  1  0  0  0  0
 34 35  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  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  2  0  0  0  0
 36 41  1  0  0  0  0
 14 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0222578

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C(OC(=O)C2=CC=C(O)C=C2)C2(OC3(OC2C2C4OC4(C)C(O)C4(O)C(C=C(C)C4=O)C12O3)C1=CC=CC=C1)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C34H34O10/c1-16(2)32-25(40-28(37)19-11-13-21(35)14-12-19)18(4)33-22-15-17(3)24(36)31(22,39)29(38)30(5)26(41-30)23(33)27(32)42-34(43-32,44-33)20-9-7-6-8-10-20/h6-15,18,22-23,25-27,29,35,38-39H,1H2,2-5H3

> <INCHI_KEY>
RXPZSZIYHPPHFH-UHFFFAOYSA-N

> <FORMULA>
C34H34O10

> <MOLECULAR_WEIGHT>
602.636

> <EXACT_MASS>
602.215197295

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
61.343295916364866

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate

> <ALOGPS_LOGP>
3.18

> <JCHEM_LOGP>
4.540708850000001

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.661190160489243

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.493520301989642

> <JCHEM_PKA_STRONGEST_BASIC>
-3.828468305754636

> <JCHEM_POLAR_SURFACE_AREA>
144.28

> <JCHEM_REFRACTIVITY>
154.07979999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0       5.198   0.456   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.971  -0.464   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.604  -1.449   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.966  -2.804   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.615  -4.611   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.692  -5.997   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.656  -5.762   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.135  -5.332   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.247  -6.397   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.880  -7.893   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.992  -8.958   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.401  -8.323   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.289  -7.257   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.778  -0.054   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.169  -0.099   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.032   1.417   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.987   2.551   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.454   1.894   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.849   1.820   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.371   1.588   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.911   1.585   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.139   0.253   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.782  -0.325   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.573  -1.180   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.274  -1.422   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.101  -1.631   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.807  -2.370   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.830  -0.761   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.610  -1.701   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.315  -3.260   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.954  -4.149   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.666  -3.108   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.086  -4.112   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.718   0.775   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.141   0.582   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.826   2.736   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.366   2.708   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -3.160   4.027   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.415   5.375   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.875   5.403   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.081   4.084   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.533  -1.927   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.096  -2.579   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -0.721  -3.151   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   34                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    7                                                       
CONECT   14    3   15   18   42                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   35   36                                             
CONECT   17   16   18                                                       
CONECT   18   17   14   19                                                  
CONECT   19   18   20   34                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   22                                                       
CONECT   22   21   20   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28   32                                             
CONECT   27   26                                                            
CONECT   28   26   29   34                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   26   33                                                  
CONECT   33   32                                                            
CONECT   34   28    2   19   35                                             
CONECT   35   34   16                                                       
CONECT   36   16   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   36                                                       
CONECT   42   14   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0  102    0
END

View in JSmol

Synonyms

Value	Source
6,7-Dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0,.0,.0,.0,]nonadec-3-en-17-yl 4-hydroxybenzoic acid	Generator
6,7-Dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoic acid	Generator

Chemical Formula

C₃₄H₃₄O₁₀

Average Mass

602.6360 Da

Monoisotopic Mass

602.21520 Da

IUPAC Name

6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate

Traditional Name

6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

CC1C(OC(=O)C2=CC=C(O)C=C2)C2(OC3(OC2C2C4OC4(C)C(O)C4(O)C(C=C(C)C4=O)C12O3)C1=CC=CC=C1)C(C)=C

InChI Identifier

InChI=1S/C34H34O10/c1-16(2)32-25(40-28(37)19-11-13-21(35)14-12-19)18(4)33-22-15-17(3)24(36)31(22,39)29(38)30(5)26(41-30)23(33)27(32)42-34(43-32,44-33)20-9-7-6-8-10-20/h6-15,18,22-23,25-27,29,35,38-39H,1H2,2-5H3

InChI Key

RXPZSZIYHPPHFH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rhamnofolane and daphnane diterpenoids. These are diterpenoids with a structure based on one the rhamnofolane or daphnane skeleton. The rhamnofolane and daphnane skeletons are closely related, being formally derived from casbane by two cyclizations (6,10 and 5,14) followed by cleavage of the 1,15 (daphnane) or 2,15 (rhamnofolane) cyclopropane bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Rhamnofolane and daphnane diterpenoids

Alternative Parents

Substituents

Daphnane diterpenoid
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Benzoate ester
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
1,3-dioxepane
Carboxylic acid orthoester
Phenol
Dioxepane
Ortho ester
Meta-dioxane
Monocyclic benzene moiety
Benzenoid
Meta-dioxolane
Tertiary alcohol
Cyclic alcohol
Orthocarboxylic acid derivative
Ketone
Secondary alcohol
Carboxylic acid ester
1,2-diol
Oxirane
Monocarboxylic acid or derivatives
Dialkyl ether
Carboxylic acid derivative
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.18	ALOGPS
logP	4.54	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.49	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	144.28 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	154.08 m³·mol⁻¹	ChemAxon
Polarizability	61.34 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	Yes	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

75233589

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate (NP0222578)

MOL for NP0222578 (6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate)

3D MOL for NP0222578 (6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate)

3D SDF for NP0222578 (6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate)

3D-SDF for NP0222578 (6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate)

PDB for NP0222578 (6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate)

3D PDB for NP0222578 (6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate)

SMILES for NP0222578 (6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate)

INCHI for NP0222578 (6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate)

Structure for NP0222578 (6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate)

3D Structure for NP0222578 (6,7-dihydroxy-4,8,18-trimethyl-5-oxo-14-phenyl-16-(prop-1-en-2-yl)-9,13,15,19-tetraoxahexacyclo[12.4.1.0¹,¹¹.0²,⁶.0⁸,¹⁰.0¹²,¹⁶]nonadec-3-en-17-yl 4-hydroxybenzoate)