NP-MRD: Showing NP-Card for (3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione (NP0188264)

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Record Information

Version

2.0

Created at

2022-09-04 04:34:16 UTC

Updated at

2024-09-12 21:05:13 UTC

NP-MRD ID

NP0188264

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione

Description

Cespitularin I belongs to the class of organic compounds known as beta-diketones. These are organic compounds containing two keto groups separated by a single carbon atom. Based on a literature review very few articles have been published on cespitularin I.

Structure

MOL SDF PDB SMILES InChI

NP0032349
  Mrv2104 05272322593D          

 49 51  0  0  0  0            999 V2000
    2.8808   -2.6194    1.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4239   -1.8029    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -2.0149   -0.5441 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0592   -1.5046    0.3924 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5495   -1.5661   -0.0899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7400   -1.6269   -1.6305 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4983   -0.2994   -2.3719 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4675    0.8693   -1.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559    0.8737   -0.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3207    2.1047    0.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6338    2.4890    1.5830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2869    2.7514   -0.4394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6642    2.0782   -1.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2905    2.3872   -2.8612 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1038    2.3495    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381    3.1071    1.3040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8626    1.3868   -0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1495    0.7401   -0.0516 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2761    0.7797    1.3641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3294   -0.7240   -0.5472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3812   -0.3600    0.5237 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2306   -0.3424    2.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8894   -0.5018    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2703   -3.4211    1.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8800   -2.5080    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9938   -1.5117   -1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8854   -3.0830   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047   -0.4827    0.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0074   -2.0709    1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9632   -2.5043    0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7697   -1.9481   -1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1211   -2.4182   -2.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5408   -0.3697   -2.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2678   -0.1558   -3.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4526    3.8280   -0.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6263    3.1628    1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1859    4.1432    1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1290    2.6443    2.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276    0.9609   -1.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752    1.3288   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486    0.2437    1.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3701   -1.0039   -0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485   -0.7585   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127   -0.1064    2.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4960   -1.3172    2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8950    0.3997    2.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4623    0.2980    0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1202   -0.4460   -0.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2725   -1.4583    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 20  2  1  0  0  0  0
 21  5  1  0  0  0  0
 13  8  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  5 30  1  1  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
  7 33  1  0  0  0  0
  7 34  1  0  0  0  0
 12 35  1  6  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
 17 39  1  0  0  0  0
 18 40  1  6  0  0  0
 19 41  1  0  0  0  0
 20 42  1  0  0  0  0
 20 43  1  0  0  0  0
 22 44  1  0  0  0  0
 22 45  1  0  0  0  0
 22 46  1  0  0  0  0
 23 47  1  0  0  0  0
 23 48  1  0  0  0  0
 23 49  1  0  0  0  0
M  END

NP0032349
  Mrv2104 05272322593D          

 49 51  0  0  0  0            999 V2000
    2.8808   -2.6194    1.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4239   -1.8029    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -2.0149   -0.5441 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0592   -1.5046    0.3924 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5495   -1.5661   -0.0899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7400   -1.6269   -1.6305 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4983   -0.2994   -2.3719 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4675    0.8693   -1.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559    0.8737   -0.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3207    2.1047    0.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6338    2.4890    1.5830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2869    2.7514   -0.4394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6642    2.0782   -1.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2905    2.3872   -2.8612 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1038    2.3495    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381    3.1071    1.3040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8626    1.3868   -0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1495    0.7401   -0.0516 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2761    0.7797    1.3641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3294   -0.7240   -0.5472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3812   -0.3600    0.5237 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2306   -0.3424    2.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8894   -0.5018    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2703   -3.4211    1.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8800   -2.5080    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9938   -1.5117   -1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8854   -3.0830   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047   -0.4827    0.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0074   -2.0709    1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9632   -2.5043    0.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7697   -1.9481   -1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1211   -2.4182   -2.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5408   -0.3697   -2.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2678   -0.1558   -3.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4526    3.8280   -0.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6263    3.1628    1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1859    4.1432    1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1290    2.6443    2.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276    0.9609   -1.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752    1.3288   -0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486    0.2437    1.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3701   -1.0039   -0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485   -0.7585   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127   -0.1064    2.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4960   -1.3172    2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8950    0.3997    2.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4623    0.2980    0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1202   -0.4460   -0.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2725   -1.4583    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 20  2  1  0  0  0  0
 21  5  1  0  0  0  0
 13  8  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  5 30  1  1  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
  7 33  1  0  0  0  0
  7 34  1  0  0  0  0
 12 35  1  6  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
 17 39  1  0  0  0  0
 18 40  1  6  0  0  0
 19 41  1  0  0  0  0
 20 42  1  0  0  0  0
 20 43  1  0  0  0  0
 22 44  1  0  0  0  0
 22 45  1  0  0  0  0
 22 46  1  0  0  0  0
 23 47  1  0  0  0  0
 23 48  1  0  0  0  0
 23 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0188264

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])\C([H])=C(C([H])([H])[H])\[C@@]2([H])C(=O)C3=C(C2=O)C(C([H])([H])[H])(C([H])([H])[H])[C@@]([H])(C([H])([H])C3([H])[H])C([H])([H])C([H])([H])C(=C([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C20H26O3/c1-11-5-6-13-7-8-15-17(20(13,3)4)19(23)16(18(15)22)12(2)10-14(21)9-11/h10,13-14,16,21H,1,5-9H2,2-4H3/b12-10+/t13-,14+,16+/s2

> <INCHI_KEY>
ZMGJTNFRUOIVTB-IDWRTDTPNA-N

> <FORMULA>
C20H26O3

> <MOLECULAR_WEIGHT>
314.425

> <EXACT_MASS>
314.188194697

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
34.36699734864837

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,4E,6S,11R)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1^{3,14}]hexadeca-1(14),4-diene-2,16-dione

> <JCHEM_LOGP>
3.7166141270000006

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.358897432867398

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.756234053797687

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3296174617041567

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
92.11340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4E,6S,11R)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1^{3,14}]hexadeca-1(14),4-diene-2,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0032349                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       2.881  -2.619   1.014  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.424  -1.803   0.048  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.040  -2.015  -0.544  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.059  -1.505   0.392  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.550  -1.566  -0.090  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.740  -1.627  -1.631  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.498  -0.299  -2.372  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.468   0.869  -1.456  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.856   0.874  -0.169  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.321   2.105   0.467  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.634   2.489   1.583  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.287   2.751  -0.439  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.664   2.078  -1.741  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.291   2.387  -2.861  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.104   2.349   0.074  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.538   3.107   1.304  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.863   1.387  -0.507  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.150   0.740  -0.052  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.276   0.780   1.364  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.329  -0.724  -0.547  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.381  -0.360   0.524  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.231  -0.342   2.061  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.889  -0.502   0.225  0.00  0.00           C+0
HETATM   24  H   UNK     0       2.270  -3.421   1.421  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.880  -2.508   1.429  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.994  -1.512  -1.514  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.885  -3.083  -0.742  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.205  -0.483   0.676  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.007  -2.071   1.333  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.963  -2.504   0.307  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.770  -1.948  -1.839  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.121  -2.418  -2.070  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.541  -0.370  -2.902  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.268  -0.156  -3.139  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.453   3.828  -0.518  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.626   3.163   1.394  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.186   4.143   1.259  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.129   2.644   2.207  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.528   0.961  -1.451  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.975   1.329  -0.469  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.549   0.244   1.724  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.370  -1.004  -0.327  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.248  -0.759  -1.642  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.213  -0.106   2.387  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.496  -1.317   2.486  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.895   0.400   2.519  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.462   0.298   0.710  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.120  -0.446  -0.844  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.272  -1.458   0.599  0.00  0.00           H+0
CONECT    1    2   24   25                                                  
CONECT    2    1    3   20                                                  
CONECT    3    2    4   26   27                                             
CONECT    4    3    5   28   29                                             
CONECT    5    4    6   21   30                                             
CONECT    6    5    7   31   32                                             
CONECT    7    6    8   33   34                                             
CONECT    8    7    9   13                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   15   35                                             
CONECT   13   12   14    8                                                  
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15   36   37   38                                             
CONECT   17   15   18   39                                                  
CONECT   18   17   19   20   40                                             
CONECT   19   18   41                                                       
CONECT   20   18    2   42   43                                             
CONECT   21    9   22   23    5                                             
CONECT   22   21   44   45   46                                             
CONECT   23   21   47   48   49                                             
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    4                                                            
CONECT   30    5                                                            
CONECT   31    6                                                            
CONECT   32    6                                                            
CONECT   33    7                                                            
CONECT   34    7                                                            
CONECT   35   12                                                            
CONECT   36   16                                                            
CONECT   37   16                                                            
CONECT   38   16                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   20                                                            
CONECT   43   20                                                            
CONECT   44   22                                                            
CONECT   45   22                                                            
CONECT   46   22                                                            
CONECT   47   23                                                            
CONECT   48   23                                                            
CONECT   49   23                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₆O₃

Average Mass

314.4250 Da

Monoisotopic Mass

314.18819 Da

IUPAC Name

(3S,4E,6S,11R)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1^{3,14}]hexadeca-1(14),4-diene-2,16-dione

Traditional Name

(3S,4E,6S,11R)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1^{3,14}]hexadeca-1(14),4-diene-2,16-dione

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])\C([H])=C(C([H])([H])[H])\[C@@]2([H])C(=O)C3=C(C2=O)C(C([H])([H])[H])(C([H])([H])[H])[C@@]([H])(C([H])([H])C3([H])[H])C([H])([H])C([H])([H])C(=C([H])[H])C1([H])[H]

InChI Identifier

InChI=1/C20H26O3/c1-11-5-6-13-7-8-15-17(20(13,3)4)19(23)16(18(15)22)12(2)10-14(21)9-11/h10,13-14,16,21H,1,5-9H2,2-4H3/b12-10+/t13-,14+,16+/s2

InChI Key

ZMGJTNFRUOIVTB-IDWRTDTPNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as beta-diketones. These are organic compounds containing two keto groups separated by a single carbon atom.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Beta-diketones

Alternative Parents

Substituents

1,3-diketone
Secondary alcohol
Ketone
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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	3.72	ChemAxon
pKa (Strongest Acidic)	12.76	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	92.11 m³·mol⁻¹	ChemAxon
Polarizability	34.37 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

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 (3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione (NP0188264)

MOL for NP0188264 ((3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione)

3D MOL for NP0188264 ((3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione)

3D SDF for NP0188264 ((3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione)

3D-SDF for NP0188264 ((3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione)

PDB for NP0188264 ((3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione)

3D PDB for NP0188264 ((3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione)

SMILES for NP0188264 ((3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione)

INCHI for NP0188264 ((3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione)

Structure for NP0188264 ((3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione)

3D Structure for NP0188264 ((3s,4e,6s,11r)-6-hydroxy-4,15,15-trimethyl-8-methylidenetricyclo[9.3.1.1³,¹⁴]hexadeca-1(14),4-diene-2,16-dione)