NP-MRD: Showing NP-Card for (3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one (NP0165549)

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Record Information

Version

2.0

Created at

2022-09-03 00:43:40 UTC

Updated at

2022-09-03 00:43:40 UTC

NP-MRD ID

NP0165549

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

Description

16-Hydroperoxymansumbin-13(17)-en-3-one belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton. (3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one is found in Commiphora kua. Based on a literature review very few articles have been published on 16-Hydroperoxymansumbin-13(17)-en-3-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032202432D          

 25 28  0  0  1  0            999 V2000
    6.6328    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6353    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9511    1.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    0.9312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700    0.3994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6113    1.4304    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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  6  0  0  0
M  END

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
   -3.7515    1.5225   -1.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2519    0.9032   -0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6076    1.9256    1.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0752   -0.3010    0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1345   -0.5267   -0.3153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5646   -1.2380    1.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0641   -1.2051    1.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3949   -0.7896    0.1046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8553   -1.7446   -0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7930    0.6377   -0.1109 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1288    1.1762   -1.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3619    1.2730   -1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9172   -0.0382   -0.5682 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3109   -0.8011   -1.8398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0837   -0.8269    0.3566 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6345   -2.2413    0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9535   -2.1247    1.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7896   -1.0279    0.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1003   -1.0136    0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5581    0.2787   -0.1466 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0121    1.1719    0.8156 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2492    1.5682    0.5459 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2702    0.7929   -0.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2483    0.2488    0.1426 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0779    1.2711    1.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4423    2.6058   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3825    0.9934   -2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8638    1.5440   -1.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9374    1.3955    1.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3100    2.6796    0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6539    2.4278    1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9207   -2.2800    1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0013   -0.9108    2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7339   -2.1957    1.7551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7651   -0.3912    2.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1542   -2.6320   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8729   -1.3757   -1.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583   -2.2132   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3155    1.2133    0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2771    0.5624   -2.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    2.2053   -1.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8773    1.5794   -1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4703    2.0948   -0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4621   -0.0696   -2.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2104   -1.3962   -1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5137   -1.4749   -2.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2283   -0.4219    1.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8915   -2.6521   -0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0139   -2.9393    0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4871   -3.0741    1.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6625   -1.8331    2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8237   -1.7991    0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3134    0.0962   -0.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2663    2.5578    0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2480    0.3709   -1.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.9197   -0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5930    2.2256    1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0460    1.4389    1.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6124    0.8572    2.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  1
 24 23  1  0
 23 20  1  0
 20 21  1  0
 21 22  1  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15  8  1  0
  8  9  1  6
  8  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  2  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 18 24  1  0
 13 15  1  0
 13 24  1  0
 10  8  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
 23 55  1  0
 23 56  1  0
 20 53  1  6
 22 54  1  0
 19 52  1  0
 17 50  1  0
 17 51  1  0
 16 48  1  0
 16 49  1  0
 15 47  1  1
  9 36  1  0
  9 37  1  0
  9 38  1  0
  7 34  1  0
  7 35  1  0
  6 32  1  0
  6 33  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
 10 39  1  1
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 14 44  1  0
 14 45  1  0
 14 46  1  0
M  END


  Mrv1652309032202432D          

 25 28  0  0  1  0            999 V2000
    6.6328    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6353    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9511    1.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    0.9312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700    0.3994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6113    1.4304    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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0165549

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CC(OO)C=C1CC[C@@H]1[C@@]3(C)CCC(=O)C(C)(C)[C@@H]3CC[C@@]21C

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O3/c1-19(2)16-8-11-21(4)17(20(16,3)10-9-18(19)23)7-6-14-12-15(25-24)13-22(14,21)5/h12,15-17,24H,6-11,13H2,1-5H3/t15?,16-,17+,20-,21+,22+/m0/s1

> <INCHI_KEY>
BXCJWLIBZMLOOY-ZCRLMZDOSA-N

> <FORMULA>
C22H34O3

> <MOLECULAR_WEIGHT>
346.511

> <EXACT_MASS>
346.250794955

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
40.10098488723497

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,7R,10R,11R)-13-hydroperoxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-14-en-5-one

> <ALOGPS_LOGP>
4.39

> <JCHEM_LOGP>
4.854061228999999

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.96189732389409

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.71224750631247

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2368629396698525

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
99.3539

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.91e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,7R,10R,11R)-13-hydroperoxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-14-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      12.381   2.992   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.519   3.664   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      13.558   1.312   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.509   2.583   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.047   1.738   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.131   0.746   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.874   2.670   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   10                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   15                                             
CONECT    9    8                                                            
CONECT   10    8    2   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   24                                             
CONECT   14   13                                                            
CONECT   15   13    8   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24                                                       
CONECT   24   23   18   13   25                                             
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₄O₃

Average Mass

346.5110 Da

Monoisotopic Mass

346.25079 Da

IUPAC Name

(1R,2R,7R,10R,11R)-13-hydroperoxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-14-en-5-one

Traditional Name

(1R,2R,7R,10R,11R)-13-hydroperoxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-14-en-5-one

CAS Registry Number

Not Available

SMILES

C[C@@]12CC(OO)C=C1CC[C@@H]1[C@@]3(C)CCC(=O)C(C)(C)[C@@H]3CC[C@@]21C

InChI Identifier

InChI=1S/C22H34O3/c1-19(2)16-8-11-21(4)17(20(16,3)10-9-18(19)23)7-6-14-12-15(25-24)13-22(14,21)5/h12,15-17,24H,6-11,13H2,1-5H3/t15?,16-,17+,20-,21+,22+/m0/s1

InChI Key

BXCJWLIBZMLOOY-ZCRLMZDOSA-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
Commiphora kua	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

14-alpha-methylsteroid
3-oxo-5-alpha-steroid
Oxosteroid
3-oxosteroid
Cyclic ketone
Hydroperoxide
Ketone
Alkyl hydroperoxide
Peroxol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	4.39	ALOGPS
logP	4.85	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	11.71	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	99.35 m³·mol⁻¹	ChemAxon
Polarizability	40.1 Å³	ChemAxon
Number of Rings	4	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

101630482

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one (NP0165549)

MOL for NP0165549 ((3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one)

3D MOL for NP0165549 ((3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one)

3D SDF for NP0165549 ((3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one)

3D-SDF for NP0165549 ((3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one)

PDB for NP0165549 ((3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one)

3D PDB for NP0165549 ((3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one)

SMILES for NP0165549 ((3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one)

INCHI for NP0165549 ((3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one)

Structure for NP0165549 ((3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one)

3D Structure for NP0165549 ((3ar,3br,5ar,9ar,9br)-2-hydroperoxy-3a,3b,6,6,9a-pentamethyl-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one)