NP-MRD: Showing NP-Card for 6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate (NP0218803)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 19:35:18 UTC

Updated at

2022-09-05 19:35:18 UTC

NP-MRD ID

NP0218803

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate

Description

6-Hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboperoxoate belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate is found in Cryptomeria japonica. 6-Hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboperoxoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241509082D          

 45 50  0  0  0  0            999 V2000
   -5.1248   -4.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3495   -4.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2062   -3.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7175   -5.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9423   -4.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3103   -5.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5350   -4.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9031   -5.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0463   -6.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4143   -6.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0018   -6.1248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3609   -7.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5576   -7.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3328   -7.9339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9648   -7.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8216   -6.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5968   -6.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4535   -6.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2288   -6.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8608   -5.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6360   -6.0949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3918   -4.1538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -3.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -2.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4217   -2.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  6 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  4 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  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  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 36 40  1  0  0  0  0
 40 41  2  0  0  0  0
 33 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 26 45  1  0  0  0  0
 31 45  1  0  0  0  0
M  END


  Mrv1533004241509082D          

 45 50  0  0  0  0            999 V2000
   -5.1248   -4.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3495   -4.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2062   -3.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7175   -5.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9423   -4.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3103   -5.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5350   -4.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9031   -5.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0463   -6.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4143   -6.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0018   -6.1248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3609   -7.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5576   -7.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3328   -7.9339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9648   -7.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8216   -6.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5968   -6.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4535   -6.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2288   -6.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8608   -5.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6360   -6.0949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3918   -4.1538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -3.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -2.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4217   -2.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  6 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  4 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  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  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 36 40  1  0  0  0  0
 40 41  2  0  0  0  0
 33 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 26 45  1  0  0  0  0
 31 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218803

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=CC2=C(C=C1O)C1(C)CCCC(C)(C)C1CC2OOC(=O)C1(C)CCCC2(C)C3CCC(C)(C=C)C=C3C(=O)CC12

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O5/c1-10-37(6)18-13-28-27(23-37)31(42)21-34-38(28,7)16-12-17-40(34,9)35(43)45-44-32-22-33-36(4,5)14-11-15-39(33,8)29-20-30(41)25(24(2)3)19-26(29)32/h10,19-20,23-24,28,32-34,41H,1,11-18,21-22H2,2-9H3

> <INCHI_KEY>
DWLHCWUIQVURCE-UHFFFAOYSA-N

> <FORMULA>
C40H56O5

> <MOLECULAR_WEIGHT>
616.883

> <EXACT_MASS>
616.412774903

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
101

> <JCHEM_AVERAGE_POLARIZABILITY>
71.34164932412386

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboperoxoate

> <ALOGPS_LOGP>
7.91

> <JCHEM_LOGP>
10.238171012333334

> <ALOGPS_LOGS>
-7.18

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.41107134535467

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.97434536378282

> <JCHEM_PKA_STRONGEST_BASIC>
-5.024357988857844

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
180.1092

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.04e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -9.566  -8.871   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.119  -8.344   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.852  -6.827   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.939  -9.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.492  -8.807   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.313  -9.797   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.865  -9.270   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.686 -10.260   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.953 -11.777   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.773 -12.767   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.003 -11.433   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.674 -13.293   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.041 -14.283   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.488 -14.810   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.668 -13.820   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.400 -12.304   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.847 -12.830   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.580 -11.314   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.027 -11.840   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.207 -10.850   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -8.654 -11.377   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.598  -7.754   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.151  -7.227   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.883  -5.710   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.063  -4.720   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.564  -5.184   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.831  -6.700   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.206  -3.850   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.564  -2.516   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.104  -2.516   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.874  -3.850   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.644  -2.516   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.414  -3.850   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.184  -2.516   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.724  -2.516   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.494  -3.850   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.673  -2.860   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.673  -4.840   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.121  -4.313   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.724  -5.184   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.184  -5.184   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.414  -6.517   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       5.184  -7.851   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       2.874  -6.517   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       2.104  -5.184   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   18                                                  
CONECT    7    6    8   22                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    9   17   18                                             
CONECT   17   16                                                            
CONECT   18   16    6   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19    4   21                                                  
CONECT   21   20                                                            
CONECT   22    7   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28   45                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33   45                                             
CONECT   32   31                                                            
CONECT   33   31   34   41                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38   40                                             
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38                                                            
CONECT   40   36   41                                                       
CONECT   41   40   33   42                                                  
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   26   31                                                  
MASTER        0    0    0    0    0    0    0    0   45    0  100    0
END

View in JSmol

Synonyms

Value	Source
6-Hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboperoxoic acid	Generator

Chemical Formula

C₄₀H₅₆O₅

Average Mass

616.8830 Da

Monoisotopic Mass

616.41277 Da

IUPAC Name

6-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboperoxoate

Traditional Name

6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate

CAS Registry Number

Not Available

SMILES

CC(C)C1=CC2=C(C=C1O)C1(C)CCCC(C)(C)C1CC2OOC(=O)C1(C)CCCC2(C)C3CCC(C)(C=C)C=C3C(=O)CC12

InChI Identifier

InChI=1S/C40H56O5/c1-10-37(6)18-13-28-27(23-37)31(42)21-34-38(28,7)16-12-17-40(34,9)35(43)45-44-32-22-33-36(4,5)14-11-15-39(33,8)29-20-30(41)25(24(2)3)19-26(29)32/h10,19-20,23-24,28,32-34,41H,1,11-18,21-22H2,2-9H3

InChI Key

DWLHCWUIQVURCE-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

Species Name	Source	Reference
Cryptomeria japonica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Abietane diterpenoid
Diterpenoid
Pimarane diterpenoid
Phenanthrene
Hydrophenanthrene
Tetralin
Cumene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Peroxycarboxylic acid or derivatives
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	7.91	ALOGPS
logP	10.24	ChemAxon
logS	-7.2	ALOGPS
pKa (Strongest Acidic)	9.97	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	180.11 m³·mol⁻¹	ChemAxon
Polarizability	71.34 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 6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate (NP0218803)

MOL for NP0218803 (6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate)

3D MOL for NP0218803 (6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate)

3D SDF for NP0218803 (6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate)

3D-SDF for NP0218803 (6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate)

PDB for NP0218803 (6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate)

3D PDB for NP0218803 (6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate)

SMILES for NP0218803 (6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate)

INCHI for NP0218803 (6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate)

Structure for NP0218803 (6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate)

3D Structure for NP0218803 (6-hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-9-yl 7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboperoxoate)