NP-MRD: Showing NP-Card for (1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate (NP0187156)

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Record Information

Version

2.0

Created at

2022-09-04 03:13:48 UTC

Updated at

2022-09-04 03:13:48 UTC

NP-MRD ID

NP0187156

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate

Description

(1S,2R,9R,10R,11S,14R,15R,16S)-14-[(1S)-1-[(1S,3R,5R)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]Octan-3-yl]ethyl]-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadeca-3,6-dien-16-yl acetate belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. (1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate is found in Petunia integrifolia. Based on a literature review very few articles have been published on (1S,2R,9R,10R,11S,14R,15R,16S)-14-[(1S)-1-[(1S,3R,5R)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]Octan-3-yl]ethyl]-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadeca-3,6-dien-16-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042205132D          

 40 45  0  0  1  0            999 V2000
    1.6463   -8.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -8.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -7.3258    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0294   -7.1422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3874   -6.3989    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2124   -6.3989    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6249   -5.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6249   -7.1133    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2893   -7.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9024   -8.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6169   -8.0066    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4015   -8.2615    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0146   -7.7095    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8431   -6.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0585   -6.6475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8870   -5.8406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000   -5.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2847   -5.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3285   -4.4816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4454   -7.1996    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    6.7992   -7.9644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    7.4123   -7.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1970   -7.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1531   -8.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7554   -9.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5731   -9.0685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9600   -9.6205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0294   -5.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -5.4720    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0416   -4.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569   -6.3989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5801   -5.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242   -6.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2222   -5.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5801   -6.8114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  1  0  0  0
  8  6  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 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
 17 19  2  0  0  0  0
 15 20  1  0  0  0  0
 11 20  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  1  6  0  0  0
 13 22  1  0  0  0  0
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 22 24  1  0  0  0  0
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 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 12 31  1  0  0  0  0
 31 32  1  1  0  0  0
  5 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
  3 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
  3 40  1  0  0  0  0
M  END

     RDKit          3D

 88 93  0  0  0  0  0  0  0  0999 V2000
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   -4.6328   -2.1552    0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3343   -0.6963    0.0394 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1890   -0.4831   -0.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7106    0.7629   -0.4223 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3628    1.0876   -1.1059 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1984    2.5295   -0.6774 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2253   -0.6601    0.9020 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.1173    0.8847   -0.6349 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -5.3609   -0.0589   -0.6806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0068    1.1018    1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4372    0.8137    1.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4595    2.2442    1.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2771   -0.0800    1.2872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4722   -2.4586   -1.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7306   -3.0488   -1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1345   -3.9406   -0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1820    4.2736   -3.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8998    1.8123    1.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3699    0.3422    2.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3  2  1  1
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 18 63  1  0
 18 64  1  0
 21 65  1  0
 21 66  1  0
 21 67  1  0
M  END


  Mrv1652309042205132D          

 40 45  0  0  1  0            999 V2000
    1.6463   -8.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -8.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -7.3258    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0294   -7.1422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3874   -6.3989    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2124   -6.3989    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6249   -5.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6249   -7.1133    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2893   -7.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9024   -8.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6169   -8.0066    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4015   -8.2615    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0146   -7.7095    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8431   -6.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0585   -6.6475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8870   -5.8406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000   -5.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2847   -5.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3285   -4.4816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4454   -7.1996    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1904   -6.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7992   -7.9644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6277   -7.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4123   -7.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1970   -7.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3685   -8.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1531   -8.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7554   -9.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9708   -8.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3577   -9.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5731   -9.0685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9600   -9.6205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0294   -5.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -5.4720    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0416   -4.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569   -6.3989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5801   -5.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242   -6.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2222   -5.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5801   -6.8114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  1  0  0  0
  8  6  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 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
 17 19  2  0  0  0  0
 15 20  1  0  0  0  0
 11 20  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  1  6  0  0  0
 13 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 12 31  1  0  0  0  0
 31 32  1  1  0  0  0
  5 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
  3 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
  3 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0187156

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@]12OC(C)(C)[C@@](C)(C[C@@H](O1)[C@@H](C)[C@H]1CC[C@H]3[C@@H]4[C@H](O)CC5=CC(=O)C=C[C@]5(C)[C@H]4C[C@H](OC(C)=O)[C@]13C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C33H48O7/c1-9-33-38-26(17-31(7,40-33)29(4,5)39-33)18(2)22-10-11-23-28-24(16-27(32(22,23)8)37-19(3)34)30(6)13-12-21(35)14-20(30)15-25(28)36/h12-14,18,22-28,36H,9-11,15-17H2,1-8H3/t18-,22+,23-,24-,25+,26+,27-,28-,30-,31+,32+,33-/m0/s1

> <INCHI_KEY>
IULOCGVGKDXJLF-QPOKWZOKSA-N

> <FORMULA>
C33H48O7

> <MOLECULAR_WEIGHT>
556.74

> <EXACT_MASS>
556.340003886

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
63.168424083743425

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,9R,10R,11S,14R,15R,16S)-14-[(1S)-1-[(1S,3R,5R)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-16-yl acetate

> <JCHEM_LOGP>
5.014033095999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.87087383674689

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6106397948884742

> <JCHEM_POLAR_SURFACE_AREA>
91.29

> <JCHEM_REFRACTIVITY>
152.3827

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,9R,10R,11S,14R,15R,16S)-14-[(1S)-1-[(1S,3R,5R)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-16-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       3.073 -16.224   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.944 -15.176   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.287 -13.675   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.788 -13.332   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.456 -11.945   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.996 -11.945   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.766 -10.611   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.766 -13.278   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.140 -14.685   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.285 -15.716   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.618 -14.946   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.083 -15.421   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.227 -14.391   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.907 -12.885   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.442 -12.409   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.122 -10.902   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.267  -9.872   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.731 -10.348   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.947  -8.366   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.298 -13.439   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.822 -11.975   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.692 -14.867   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.372 -13.361   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.836 -13.836   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.301 -14.312   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.621 -15.819   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      17.086 -16.295   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      14.477 -16.849   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.012 -16.373   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.868 -17.404   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.403 -16.928   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       9.259 -17.958   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       3.788 -10.557   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.287 -10.214   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.944  -8.713   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.719 -11.945   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       1.083 -11.175   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.418 -11.517   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.415  -9.787   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       1.083 -12.715   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   36   40                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   33                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13   31                                                  
CONECT   13   12   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   11    8   21                                             
CONECT   21   20                                                            
CONECT   22   13   23   24   29                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   22   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   12   32                                                  
CONECT   32   31                                                            
CONECT   33    5   34                                                       
CONECT   34   33   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34    3                                                       
CONECT   37   34   38   39   40                                             
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   37    3                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   90    0
END

View in JSmol

Synonyms

Value	Source
(1S,2R,9R,10R,11S,14R,15R,16S)-14-[(1S)-1-[(1S,3R,5R)-1-Ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0,.0,]heptadeca-3,6-dien-16-yl acetic acid	Generator

Chemical Formula

C₃₃H₄₈O₇

Average Mass

556.7400 Da

Monoisotopic Mass

556.34000 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC[C@@]12OC(C)(C)[C@@](C)(C[C@@H](O1)[C@@H](C)[C@H]1CC[C@H]3[C@@H]4[C@H](O)CC5=CC(=O)C=C[C@]5(C)[C@H]4C[C@H](OC(C)=O)[C@]13C)O2

InChI Identifier

InChI=1S/C33H48O7/c1-9-33-38-26(17-31(7,40-33)29(4,5)39-33)18(2)22-10-11-23-28-24(16-27(32(22,23)8)37-19(3)34)30(6)13-12-21(35)14-20(30)15-25(28)36/h12-14,18,22-28,36H,9-11,15-17H2,1-8H3/t18-,22+,23-,24-,25+,26+,27-,28-,30-,31+,32+,33-/m0/s1

InChI Key

IULOCGVGKDXJLF-QPOKWZOKSA-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
Petunia integrifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
Steroid ester
3-oxo-delta-1,4-steroid
3-oxosteroid
7-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-1,4-steroid
1,3-dioxepane
Carboxylic acid orthoester
Ortho ester
Dioxepane
Meta-dioxane
Meta-dioxolane
Cyclic alcohol
Carboxylic acid ester
Cyclic ketone
Secondary alcohol
Orthocarboxylic acid derivative
Ketone
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organooxygen compound
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

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

162875298

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate (NP0187156)

MOL for NP0187156 ((1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

3D MOL for NP0187156 ((1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

3D SDF for NP0187156 ((1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

3D-SDF for NP0187156 ((1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

PDB for NP0187156 ((1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

3D PDB for NP0187156 ((1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

SMILES for NP0187156 ((1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

INCHI for NP0187156 ((1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

Structure for NP0187156 ((1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)

3D Structure for NP0187156 ((1r,3as,3br,4r,9ar,9bs,11s,11ar)-1-[(1s)-1-[(1s,3r,5r)-1-ethyl-5,6,6-trimethyl-2,7,8-trioxabicyclo[3.2.1]octan-3-yl]ethyl]-4-hydroxy-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate)