NP-MRD: Showing NP-Card for (1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one (NP0294900)

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Record Information

Version

2.0

Created at

2022-09-10 03:38:49 UTC

Updated at

2022-09-10 03:38:49 UTC

NP-MRD ID

NP0294900

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one

Description

(1S,2R,3S,5S,8S,11S)-2-hydroxy-1-methyl-6-(propan-2-yl)-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]Octadeca-6,12(16)-dien-15-one belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton. (1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one is found in Stemodia maritima. Based on a literature review very few articles have been published on (1S,2R,3S,5S,8S,11S)-2-hydroxy-1-methyl-6-(propan-2-yl)-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]Octadeca-6,12(16)-dien-15-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102205382D          

 24 28  0  0  1  0            999 V2000
    1.5462    1.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2134    1.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1267    2.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9673    1.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6344    1.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883    1.3558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0554    1.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8093    1.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960    0.6856    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6499    0.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7367   -0.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0695   -0.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3156   -0.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2289    0.2003    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5618   -0.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4750    0.5354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0630   -0.1793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8079    0.0501    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1407   -0.4353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0540    0.3852    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5437   -0.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8797   -1.3944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9558    0.0738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4034    0.6865    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
  6  5  1  6  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  1  0  0  0
 10 11  2  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
  9 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 20 19  1  1  0  0  0
  4 20  1  0  0  0  0
 18 20  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 24  1  0  0  0  0
M  END

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
    5.2041   -1.2754    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2100   -0.3926    0.7602 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7116    1.0286    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8357   -0.5451    0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2376    0.5304   -0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8404    0.3147   -0.8098 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1331    1.5823   -1.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    1.9914   -0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7753    0.9101    0.3874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2032    1.0909    0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0082    0.0547    0.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5870   -1.3391    0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1368   -1.4543    0.7861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3313   -0.4873   -0.0709 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7332   -0.7329   -1.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1316   -0.5491    0.1819 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3472   -0.0052    1.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7466   -1.9067    0.1345 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5498   -2.2046   -1.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766   -1.8820    0.2657 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3579    0.5274   -0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4204   -0.1610   -0.2101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240    1.8798   -0.3391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0032    2.2951   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2069   -0.8343    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2061   -2.3141    0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9830   -1.2060   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2569   -0.6416    1.8532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118    1.2901   -0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7770    1.1111    0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0733    1.7668    1.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7018    1.5079   -0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0037   -0.2257   -1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9092    2.4025   -1.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3208    1.6041   -2.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5729    2.7437   -0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4105    2.5916    0.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6343    0.8821    1.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2107   -1.7217    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021   -1.9591   -0.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0054   -1.2569    1.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8394   -2.5181    0.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5147    0.0167   -1.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9269   -0.7188   -2.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2524   -1.7284   -1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0420   -0.5105    1.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1850   -2.7349    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711   -2.6911    0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5957    2.9056   -0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9800    2.9688    0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 11 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 20  4  1  0
 16  6  1  0
 20 18  1  0
 14  9  1  0
 24 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  6
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  1
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 17 46  1  0
 18 47  1  1
 20 48  1  1
 24 49  1  0
 24 50  1  0
M  END


  Mrv1652309102205382D          

 24 28  0  0  1  0            999 V2000
    1.5462    1.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2134    1.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1267    2.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9673    1.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6344    1.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883    1.3558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0554    1.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8093    1.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960    0.6856    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6499    0.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7367   -0.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0695   -0.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3156   -0.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2289    0.2003    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5618   -0.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4750    0.5354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0630   -0.1793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8079    0.0501    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1407   -0.4353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0540    0.3852    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5437   -0.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8797   -1.3944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9558    0.0738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4034    0.6865    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
  6  5  1  6  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  1  0  0  0
 10 11  2  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
  9 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 20 19  1  1  0  0  0
  4 20  1  0  0  0  0
 18 20  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0294900

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=C[C@@H]2CC[C@H]3C4=C(CC[C@]3(C)[C@@]2(O)[C@H]2O[C@@H]12)C(=O)OC4

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O4/c1-10(2)13-8-11-4-5-15-14-9-23-18(21)12(14)6-7-19(15,3)20(11,22)17-16(13)24-17/h8,10-11,15-17,22H,4-7,9H2,1-3H3/t11-,15-,16-,17-,19-,20-/m0/s1

> <INCHI_KEY>
GDHKFZBGWUQLOC-KWOMQRLGSA-N

> <FORMULA>
C20H26O4

> <MOLECULAR_WEIGHT>
330.424

> <EXACT_MASS>
330.183109317

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
36.426591143152706

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,3S,5S,8S,11S)-2-hydroxy-1-methyl-6-(propan-2-yl)-4,14-dioxapentacyclo[9.7.0.0^{2,8}.0^{3,5}.0^{12,16}]octadeca-6,12(16)-dien-15-one

> <JCHEM_LOGP>
2.5993702966666654

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.499604504302024

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.87328183338057

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6127944637592444

> <JCHEM_POLAR_SURFACE_AREA>
59.06

> <JCHEM_REFRACTIVITY>
89.81359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3S,5S,8S,11S)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0^{2,8}.0^{3,5}.0^{12,16}]octadeca-6,12(16)-dien-15-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       2.886   1.970   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.132   2.876   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.970   4.407   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.539   2.250   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.784   3.156   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.191   2.531   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.437   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.844   2.811   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.006   1.280   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.413   0.654   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.575  -0.877   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.330  -1.783   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.923  -1.158   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.761   0.374   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.515  -0.532   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.353   0.999   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.584  -0.335   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.108   0.093   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.863  -0.812   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.701   0.719   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.082  -1.196   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      14.709  -2.603   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      14.851   0.138   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      13.820   1.282   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   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   24                                                  
CONECT   11   10   12   21                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15   16                                             
CONECT   15   14                                                            
CONECT   16   14    6   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18   20                                                       
CONECT   20   19    4   18                                                  
CONECT   21   11   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   10                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₆O₄

Average Mass

330.4240 Da

Monoisotopic Mass

330.18311 Da

IUPAC Name

(1S,2R,3S,5S,8S,11S)-2-hydroxy-1-methyl-6-(propan-2-yl)-4,14-dioxapentacyclo[9.7.0.0^{2,8}.0^{3,5}.0^{12,16}]octadeca-6,12(16)-dien-15-one

Traditional Name

(1S,2R,3S,5S,8S,11S)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0^{2,8}.0^{3,5}.0^{12,16}]octadeca-6,12(16)-dien-15-one

CAS Registry Number

Not Available

SMILES

CC(C)C1=C[C@@H]2CC[C@H]3C4=C(CC[C@]3(C)[C@@]2(O)[C@H]2O[C@@H]12)C(=O)OC4

InChI Identifier

InChI=1S/C20H26O4/c1-10(2)13-8-11-4-5-15-14-9-23-18(21)12(14)6-7-19(15,3)20(11,22)17-16(13)24-17/h8,10-11,15-17,22H,4-7,9H2,1-3H3/t11-,15-,16-,17-,19-,20-/m0/s1

InChI Key

GDHKFZBGWUQLOC-KWOMQRLGSA-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
Stemodia maritima	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

Oxosteroids

Alternative Parents

Substituents

10-hydroxysteroid
Hydroxysteroid
17-oxosteroid
Oxosteroid
16-oxasteroid
2-furanone
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Tertiary alcohol
Enoate ester
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.6	ChemAxon
pKa (Strongest Acidic)	12.87	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	89.81 m³·mol⁻¹	ChemAxon
Polarizability	36.43 Å³	ChemAxon
Number of Rings	5	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

162878980

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one (NP0294900)

MOL for NP0294900 ((1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one)

3D MOL for NP0294900 ((1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one)

3D SDF for NP0294900 ((1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one)

3D-SDF for NP0294900 ((1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one)

PDB for NP0294900 ((1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one)

3D PDB for NP0294900 ((1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one)

SMILES for NP0294900 ((1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one)

INCHI for NP0294900 ((1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one)

Structure for NP0294900 ((1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one)

3D Structure for NP0294900 ((1s,2r,3s,5s,8s,11s)-2-hydroxy-6-isopropyl-1-methyl-4,14-dioxapentacyclo[9.7.0.0²,⁸.0³,⁵.0¹²,¹⁶]octadeca-6,12(16)-dien-15-one)