NP-MRD: Showing NP-Card for 3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate (NP0330959)

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Record Information

Version

2.0

Created at

2022-09-12 16:49:00 UTC

Updated at

2022-09-12 16:49:01 UTC

NP-MRD ID

NP0330959

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Description

5-(Hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosan-17-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate is found in Ceriops decandra, Ceriops tagal and Diospyros maritima. 5-(Hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosan-17-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171500462D          

 45 50  0  0  0  0            999 V2000
    2.2478   -3.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6494   -2.4701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4743   -2.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8759   -1.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008   -1.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1024   -1.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9273   -0.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3289   -0.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1538   -0.2580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056    0.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0806    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6791   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4308    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0293   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4091    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5842    1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1826    1.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7593    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2043   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3794   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9561    0.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1312    0.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4114   -0.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1701    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0964    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2921    1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7871    1.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062    1.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1095    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9344    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577    1.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2590    1.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276   -1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8323   -1.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608   -1.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6736    1.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3502    1.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1241   -2.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7225   -3.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8976   -3.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4960   -3.8864    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 19 34  1  0  0  0  0
 24 34  1  0  0  0  0
 34 35  1  0  0  0  0
 26 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 16 39  1  0  0  0  0
 11 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
  5 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
  3 44  1  0  0  0  0
 44 45  1  0  0  0  0
M  END


  Mrv1533004171500462D          

 45 50  0  0  0  0            999 V2000
    2.2478   -3.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6494   -2.4701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4743   -2.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8759   -1.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008   -1.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1024   -1.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9273   -0.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3289   -0.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1538   -0.2580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056    0.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0806    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6791   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4308    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0293   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4091    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5842    1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1826    1.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7593    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2043   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3794   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9561    0.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1312    0.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4114   -0.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1701    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0964    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2921    1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7871    1.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062    1.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1095    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9344    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577    1.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2590    1.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276   -1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8323   -1.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608   -1.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6736    1.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3502    1.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1241   -2.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7225   -3.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8976   -3.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4960   -3.8864    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 19 34  1  0  0  0  0
 24 34  1  0  0  0  0
 34 35  1  0  0  0  0
 26 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 16 39  1  0  0  0  0
 11 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
  5 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
  3 44  1  0  0  0  0
 44 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330959

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=CC(=O)OC2CCC3(C)C(CCC4(C)C3CCC3C5C(CCC5(CO)CCC43C)C(C)=C)C2(C)C)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C40H58O5/c1-25(2)27-15-20-40(24-41)22-21-38(6)28(35(27)40)11-13-32-37(5)18-17-33(36(3,4)31(37)16-19-39(32,38)7)45-34(43)14-10-26-9-12-29(42)30(23-26)44-8/h9-10,12,14,23,27-28,31-33,35,41-42H,1,11,13,15-22,24H2,2-8H3

> <INCHI_KEY>
SIJFODAQNXURGQ-UHFFFAOYSA-N

> <FORMULA>
C40H58O5

> <MOLECULAR_WEIGHT>
618.899

> <EXACT_MASS>
618.428424968

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
103

> <JCHEM_AVERAGE_POLARIZABILITY>
74.21000698897763

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
7.01

> <JCHEM_LOGP>
8.739929455

> <ALOGPS_LOGS>
-6.87

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.849606698531858

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.867760967430357

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1149089305432485

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
180.69480000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.35e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       4.196  -5.956   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.946  -4.611   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.485  -4.588   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.235  -3.242   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.775  -3.219   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.524  -1.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.064  -1.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.814  -0.505   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.354  -0.482   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      11.024   0.817   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.484   0.793   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.734  -0.552   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.194  -0.575   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.404   0.747   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.655  -0.599   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.154   2.092   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.364   3.414   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.824   3.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.074   2.045   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.284   3.367   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.864   0.723   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.115  -0.622   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.575  -0.645   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.785   0.676   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.245   0.653   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.768  -0.507   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.184   0.098   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.047   1.632   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.545   1.975   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.469   3.207   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.998   3.022   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.204   3.320   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.744   3.343   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.534   2.022   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.350   3.550   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.425  -2.008   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.554  -3.056   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.047  -2.462   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.694   2.115   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.724   3.655   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.987   2.951   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.565  -4.541   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       8.815  -5.886   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       7.276  -5.909   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       6.526  -7.255   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   44                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   42                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   39                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   21                                             
CONECT   15   14                                                            
CONECT   16   14   17   39                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21   34                                             
CONECT   20   19                                                            
CONECT   21   19   14   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   34                                                  
CONECT   25   24   26   29                                                  
CONECT   26   25   27   36                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   25   30   32                                             
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   19   24   35                                             
CONECT   35   34                                                            
CONECT   36   26   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   16   11   40   41                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42    5   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43    3   45                                                  
CONECT   45   44                                                            
MASTER        0    0    0    0    0    0    0    0   45    0  100    0
END

View in JSmol

Synonyms

Value	Source
5-(Hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0,.0,.0,]henicosan-17-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid	Generator
5-(Hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₄₀H₅₈O₅

Average Mass

618.8990 Da

Monoisotopic Mass

618.42842 Da

IUPAC Name

5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Traditional Name

5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

COC1=CC(C=CC(=O)OC2CCC3(C)C(CCC4(C)C3CCC3C5C(CCC5(CO)CCC43C)C(C)=C)C2(C)C)=CC=C1O

InChI Identifier

InChI=1S/C40H58O5/c1-25(2)27-15-20-40(24-41)22-21-38(6)28(35(27)40)11-13-32-37(5)18-17-33(36(3,4)31(37)16-19-39(32,38)7)45-34(43)14-10-26-9-12-29(42)30(23-26)44-8/h9-10,12,14,23,27-28,31-33,35,41-42H,1,11,13,15-22,24H2,2-8H3

InChI Key

SIJFODAQNXURGQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ceriops decandra	LOTUS Database	35616633
Ceriops tagal	LOTUS Database	35616633
Diospyros maritima	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
18-hydroxysteroid
Hydroxysteroid
Steroid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Methoxyphenol
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Styrene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Ether
Hydrocarbon derivative
Primary alcohol
Carbonyl group
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
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	7.01	ALOGPS
logP	8.74	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Acidic)	9.87	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	180.69 m³·mol⁻¹	ChemAxon
Polarizability	74.21 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate (NP0330959)

MOL for NP0330959 (3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D MOL for NP0330959 (3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D SDF for NP0330959 (3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D-SDF for NP0330959 (3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

PDB for NP0330959 (3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D PDB for NP0330959 (3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

SMILES for NP0330959 (3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

INCHI for NP0330959 (3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

Structure for NP0330959 (3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D Structure for NP0330959 (3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)