NP-MRD: Showing NP-Card for Capillosanane G (NP0043852)

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Record Information

Version

1.0

Created at

2021-06-22 17:25:49 UTC

Updated at

2021-06-22 17:25:50 UTC

NP-MRD ID

NP0043852

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Capillosanane G

Description

CHEMBL2419337 belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Capillosanane G is found in Sinularia capillosa. It was first documented in 2013 (PMID: 23964704). Based on a literature review very few articles have been published on CHEMBL2419337 (PMID: 34154041) (PMID: 34154040) (PMID: 34154039) (PMID: 34154038).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

NP0043852
     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -3.0487    2.4588   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1915    1.2781   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9229    1.6174   -0.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3233    0.9068    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3230    1.6282    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5283    0.7395    0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3092    0.8113   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3876    1.1336    1.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8168   -0.5890    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7879   -0.5197   -0.1641 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2400   -0.5858   -1.4450 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6898   -1.7135   -1.8539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4200   -1.4086    0.0246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0304   -2.8493   -0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3523   -1.1397   -1.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7635   -1.0809   -0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9209    0.0619    0.3031 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2811    0.3960    0.3331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6873    3.3028    0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8358    2.7259   -1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1086    2.2590   -0.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393    2.6368   -0.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3247    2.6690    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170    1.2255   -1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8003   -0.1522   -0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1264    1.5748   -0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8463    1.6501    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1898    1.8224    1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9074    0.2241    2.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3172   -0.5330    1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787   -1.4441    0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582   -2.1554   -1.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9113   -1.2068    0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056   -3.2059   -1.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8433   -3.4459    0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8954   -3.0744    0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3285   -2.0063   -1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0533   -0.2674   -1.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9274   -2.0399   -0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108   -1.0813   -1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6813   -0.2607    1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8036   -0.3624    0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  6
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17  2  1  0
 10  4  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 12 32  1  0
 13 33  1  1
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  1
 18 42  1  0
M  END


  Mrv1652306222119252D          

 18 19  0  0  1  0            999 V2000
    2.9369    1.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2526    0.3027    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0776    0.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610   -0.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610   -1.1056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4232   -1.4214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0776   -1.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3933   -2.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2526   -1.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6693   -1.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -1.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3997   -0.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866   -0.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866   -1.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -0.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6693   -0.2806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4767    0.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6856    0.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043852

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@H](O)\C(C)=C/C2=CC(C)(C)C[C@@]12OO

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O3/c1-10-7-12-8-14(3,4)9-15(12,18-17)11(2)5-6-13(10)16/h7-8,11,13,16-17H,5-6,9H2,1-4H3/b10-7-/t11-,13+,15-/m1/s1

> <INCHI_KEY>
JXXGQPLNOPZHMH-SJWPCMHLSA-N

> <FORMULA>
C15H24O3

> <MOLECULAR_WEIGHT>
252.354

> <EXACT_MASS>
252.172544633

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
28.69167537144249

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S,9R,9aR)-9a-hydroperoxy-2,2,5,9-tetramethyl-1H,2H,6H,7H,8H,9H,9aH-cyclopenta[8]annulen-6-ol

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
2.5985539966666664

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.30279810342353

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.693994262329246

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3540809141444554

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
72.84169999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S,9R,9aR)-9a-hydroperoxy-2,2,5,9-tetramethyl-1H,6H,7H,8H,9H-cyclopenta[8]annulen-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043852
     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -3.0487    2.4588   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1915    1.2781   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9229    1.6174   -0.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3233    0.9068    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3230    1.6282    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5283    0.7395    0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3092    0.8113   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3876    1.1336    1.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8168   -0.5890    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7879   -0.5197   -0.1641 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2400   -0.5858   -1.4450 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6898   -1.7135   -1.8539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4200   -1.4086    0.0246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0304   -2.8493   -0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3523   -1.1397   -1.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7635   -1.0809   -0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9209    0.0619    0.3031 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2811    0.3960    0.3331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6873    3.3028    0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8358    2.7259   -1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1086    2.2590   -0.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393    2.6368   -0.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3247    2.6690    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170    1.2255   -1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8003   -0.1522   -0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1264    1.5748   -0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8463    1.6501    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1898    1.8224    1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9074    0.2241    2.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3172   -0.5330    1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787   -1.4441    0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582   -2.1554   -1.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9113   -1.2068    0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056   -3.2059   -1.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8433   -3.4459    0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8954   -3.0744    0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3285   -2.0063   -1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0533   -0.2674   -1.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9274   -2.0399   -0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108   -1.0813   -1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6813   -0.2607    1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8036   -0.3624    0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  6
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17  2  1  0
 10  4  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 12 32  1  0
 13 33  1  1
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  1
 18 42  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0       5.482   1.988   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.072   0.565   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.612   0.565   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.701  -0.524   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.701  -2.064   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.123  -2.653   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.612  -3.153   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.201  -4.576   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.072  -3.153   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.983  -2.064   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.518  -2.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.613  -1.294   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.468  -0.263   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.468  -2.324   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.518  -0.048   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.983  -0.524   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.623   0.974   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.147   1.411   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16                                                       
CONECT   16   15    2   10   17                                             
CONECT   17   16   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    NP0043852
HETATM    1  C1  UNL     1      -3.049   2.459  -0.427  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.191   1.278  -0.072  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.923   1.617  -0.169  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.323   0.907   0.045  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.323   1.628   0.537  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.528   0.740   0.699  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.309   0.811  -0.570  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.388   1.134   1.846  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.817  -0.589   0.896  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.788  -0.520  -0.164  1.00  0.00           C  
HETATM   11  O1  UNL     1       1.240  -0.586  -1.445  1.00  0.00           O  
HETATM   12  O2  UNL     1       1.690  -1.713  -1.854  1.00  0.00           O  
HETATM   13  C11 UNL     1      -0.420  -1.409   0.025  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.030  -2.849  -0.012  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.352  -1.140  -1.146  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.763  -1.081  -0.632  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.921   0.062   0.303  1.00  0.00           C  
HETATM   18  O3  UNL     1      -4.281   0.396   0.333  1.00  0.00           O  
HETATM   19  H1  UNL     1      -2.687   3.303   0.194  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.836   2.726  -1.483  1.00  0.00           H  
HETATM   21  H3  UNL     1      -4.109   2.259  -0.259  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.739   2.637  -0.459  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.325   2.669   0.790  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.717   1.226  -1.430  1.00  0.00           H  
HETATM   25  H7  UNL     1       3.800  -0.152  -0.831  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.126   1.575  -0.414  1.00  0.00           H  
HETATM   27  H9  UNL     1       2.846   1.650   2.663  1.00  0.00           H  
HETATM   28  H10 UNL     1       4.190   1.822   1.512  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.907   0.224   2.239  1.00  0.00           H  
HETATM   30  H12 UNL     1       1.317  -0.533   1.884  1.00  0.00           H  
HETATM   31  H13 UNL     1       2.479  -1.444   0.889  1.00  0.00           H  
HETATM   32  H14 UNL     1       2.358  -2.155  -1.302  1.00  0.00           H  
HETATM   33  H15 UNL     1      -0.911  -1.207   0.991  1.00  0.00           H  
HETATM   34  H16 UNL     1      -0.006  -3.206  -1.067  1.00  0.00           H  
HETATM   35  H17 UNL     1      -0.843  -3.446   0.488  1.00  0.00           H  
HETATM   36  H18 UNL     1       0.895  -3.074   0.535  1.00  0.00           H  
HETATM   37  H19 UNL     1      -1.329  -2.006  -1.871  1.00  0.00           H  
HETATM   38  H20 UNL     1      -1.053  -0.267  -1.744  1.00  0.00           H  
HETATM   39  H21 UNL     1      -2.927  -2.040  -0.067  1.00  0.00           H  
HETATM   40  H22 UNL     1      -3.511  -1.081  -1.460  1.00  0.00           H  
HETATM   41  H23 UNL     1      -2.681  -0.261   1.355  1.00  0.00           H  
HETATM   42  H24 UNL     1      -4.804  -0.362   0.652  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3   17
CONECT    3    4   22
CONECT    4    5    5   10
CONECT    5    6   23
CONECT    6    7    8    9
CONECT    7   24   25   26
CONECT    8   27   28   29
CONECT    9   10   30   31
CONECT   10   11   13
CONECT   11   12
CONECT   12   32
CONECT   13   14   15   33
CONECT   14   34   35   36
CONECT   15   16   37   38
CONECT   16   17   39   40
CONECT   17   18   41
CONECT   18   42
END

NP0043852
     RDKit          3D

42 43  0  0  0  0  0  0  0  0999 V2000
   -3.0487    2.4588   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1915    1.2781   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9229    1.6174   -0.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3233    0.9068    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3230    1.6282    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5283    0.7395    0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3092    0.8113   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3876    1.1336    1.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8168   -0.5890    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7879   -0.5197   -0.1641 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2400   -0.5858   -1.4450 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6898   -1.7135   -1.8539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4200   -1.4086    0.0246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0304   -2.8493   -0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3523   -1.1397   -1.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7635   -1.0809   -0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9209    0.0619    0.3031 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2811    0.3960    0.3331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6873    3.3028    0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8358    2.7259   -1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1086    2.2590   -0.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393    2.6368   -0.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3247    2.6690    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170    1.2255   -1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8003   -0.1522   -0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1264    1.5748   -0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8463    1.6501    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1898    1.8224    1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9074    0.2241    2.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3172   -0.5330    1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787   -1.4441    0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582   -2.1554   -1.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9113   -1.2068    0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056   -3.2059   -1.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8433   -3.4459    0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8954   -3.0744    0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3285   -2.0063   -1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0533   -0.2674   -1.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9274   -2.0399   -0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108   -1.0813   -1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6813   -0.2607    1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8036   -0.3624    0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  6
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17  2  1  0
 10  4  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 12 32  1  0
 13 33  1  1
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  1
 18 42  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O₃

Average Mass

252.3540 Da

Monoisotopic Mass

252.17254 Da

IUPAC Name

(6S,9R,9aR)-9a-hydroperoxy-2,2,5,9-tetramethyl-1H,2H,6H,7H,8H,9H,9aH-cyclopenta[8]annulen-6-ol

Traditional Name

(6S,9R,9aR)-9a-hydroperoxy-2,2,5,9-tetramethyl-1H,6H,7H,8H,9H-cyclopenta[8]annulen-6-ol

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@H](O)\C(C)=C/C2=CC(C)(C)C[C@@]12OO

InChI Identifier

InChI=1S/C15H24O3/c1-10-7-12-8-14(3,4)9-15(12,18-17)11(2)5-6-13(10)16/h7-8,11,13,16-17H,5-6,9H2,1-4H3/b10-7-/t11-,13+,15-/m1/s1

InChI Key

JXXGQPLNOPZHMH-SJWPCMHLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, dmso, 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
Sinularia capillosa	Linigton's dataset	23964704

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Secondary alcohol
Hydroperoxide
Alkyl hydroperoxide
Peroxol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	2.86	ALOGPS
logP	2.6	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	11.69	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.84 m³·mol⁻¹	ChemAxon
Polarizability	28.69 Å³	ChemAxon
Number of Rings	2	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

30819417

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73353712

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chen D, Chen W, Liu D, van Ofwegen L, Proksch P, Lin W: Asteriscane-type sesquiterpenoids from the soft coral Sinularia capillosa. J Nat Prod. 2013 Sep 27;76(9):1753-63. doi: 10.1021/np400480p. Epub 2013 Aug 21. [PubMed:23964704 ]
Rustagi T, Badve S: Letter to the Editor: The Effect of Head Loading on Cervical Spine in Manual Laborers. Asian Spine J. 2021 Jun;15(3):412-413. doi: 10.31616/asj.2021.0149. Epub 2021 Jun 17. [PubMed:34154041 ]
Sethy SS, Ahuja K, Ifthekar S, Sarkar B, Kandwal P: Response to: Letter to the Editor, Is Anterior-Only Fixation Adequate for Three-Column Injuries of the Cervical Spine? Asian Spine J. 2021 Jun;15(3):410-411. doi: 10.31616/asj.2021.0108.r2. Epub 2021 Jun 17. [PubMed:34154040 ]
Viswanathan VK, Subramanian S: Letter to the Editor: Is Anterior-Only Fixation Adequate for Three-Column Injuries of the Cervical Spine? Asian Spine J. 2021 Jun;15(3):408-409. doi: 10.31616/asj.2021.0108.r1. Epub 2021 Jun 17. [PubMed:34154039 ]
Woller J, Tackett S, Apfel A, Record J, Cayea D, Walker S, Pahwa A: Feasibility of clinical performance assessment of medical students on a virtual sub-internship in the United States. J Educ Eval Health Prof. 2021;18:12. doi: 10.3352/jeehp.2021.18.12. Epub 2021 Jun 22. [PubMed:34154038 ]

Showing NP-Card for Capillosanane G (NP0043852)

MOL for NP0043852 (Capillosanane G)

3D MOL for NP0043852 (Capillosanane G)

3D SDF for NP0043852 (Capillosanane G)

3D-SDF for NP0043852 (Capillosanane G)

PDB for NP0043852 (Capillosanane G)

3D PDB for NP0043852 (Capillosanane G)

SMILES for NP0043852 (Capillosanane G)

INCHI for NP0043852 (Capillosanane G)

Structure for NP0043852 (Capillosanane G)

3D Structure for NP0043852 (Capillosanane G)