NP-MRD: Showing NP-Card for 3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone (NP0041545)

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Record Information

Version

2.0

Created at

2021-06-20 23:25:59 UTC

Updated at

2021-06-30 00:16:07 UTC

NP-MRD ID

NP0041545

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone

Provided By

JEOL Database JEOL Logo

Description

3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone is found in Pentalinon andrieuxii. 3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone was first documented in 2012 (Yam-Puc, A., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101263D          

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     RDKit          3D

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   -1.0682    4.7699    3.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5572    3.9191    2.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3347    3.1458    4.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0411    3.4669    6.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9753    1.6701    4.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7492    1.2358    5.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5898   -0.1632    3.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1186    0.7494    3.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402    1.6387    0.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0679    0.3177    1.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3704    1.9745    1.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1940    1.4957   -2.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1073    1.3478   -0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6077    0.1650    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6088   -0.2945   -2.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8475   -1.2650   -1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0455   -2.5964   -1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
 13 14  1  0  0  0  0
 19 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 15  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  0  0  0  0
 25 24  1  0  0  0  0
 19 20  1  6  0  0  0
 10 21  1  0  0  0  0
 21 22  1  6  0  0  0
  6 25  1  0  0  0  0
 19  9  1  0  0  0  0
  6 21  1  0  0  0  0
 13 12  2  0  0  0  0
 12 11  1  0  0  0  0
 21 23  1  0  0  0  0
 25  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  6  4  1  6  0  0  0
 23 24  1  0  0  0  0
  4  5  2  0  0  0  0
 13 19  1  0  0  0  0
  9 34  1  1  0  0  0
 11 10  1  0  0  0  0
  2  1  1  0  0  0  0
  9 10  1  0  0  0  0
 10 35  1  6  0  0  0
 16 42  1  0  0  0  0
 12 38  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
 20 47  1  0  0  0  0
 20 48  1  0  0  0  0
 20 49  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
 23 51  1  0  0  0  0
 23 52  1  0  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 17 43  1  0  0  0  0
 17 44  1  0  0  0  0
 15 41  1  1  0  0  0
 14 39  1  0  0  0  0
 14 40  1  0  0  0  0
 24 53  1  0  0  0  0
 24 54  1  0  0  0  0
 22 50  1  0  0  0  0
 25 55  1  1  0  0  0
  2 29  1  6  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041545

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])([H])C2=C([H])C([H])([H])[C@]3([H])[C@]([H])(C([H])([H])C([H])([H])[C@]45C(=O)O[C@]([H])(C([H])([H])[H])[C@@]4([H])C([H])([H])C([H])([H])[C@]35O[H])[C@@]2(C([H])([H])[H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O4/c1-12-15-7-10-21(24)17-4-3-13-11-14(22)5-8-19(13,2)16(17)6-9-20(15,21)18(23)25-12/h3,12,14-17,22,24H,4-11H2,1-2H3/t12-,14+,15-,16+,17-,19+,20-,21+/m1/s1

> <INCHI_KEY>
HCYNOSJOEQXLIN-SYSAYVGYSA-N

> <FORMULA>
C21H30O4

> <MOLECULAR_WEIGHT>
346.467

> <EXACT_MASS>
346.214409446

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.7161827022686

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,5S,6R,9S,12S,13R,16S)-2,16-dihydroxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.0^{2,9}.0^{5,9}.0^{13,18}]icos-18-en-8-one

> <ALOGPS_LOGP>
2.28

> <JCHEM_LOGP>
2.1486753396666662

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.2042895009788

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.893278102216701

> <JCHEM_PKA_STRONGEST_BASIC>
-1.397243014941933

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
94.46090000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5S,6R,9S,12S,13R,16S)-2,16-dihydroxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.0^{2,9}.0^{5,9}.0^{13,18}]icos-18-en-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
    2.2259   -2.8014   -4.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6034   -1.6078   -3.5547 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1794   -1.6972   -3.6381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -1.1294   -2.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5552   -0.8365   -2.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -0.9127   -1.4573 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2883   -1.6117   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105   -0.8132    0.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150    0.6126    0.9964 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1365    1.3610   -0.3119 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7261    2.7512   -0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0304    3.4780    1.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8437    2.9186    1.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5003    3.7615    3.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3816    3.1232    4.4142 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1429    3.8861    5.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8919    1.6854    4.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1669    0.8480    3.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2250    1.4348    1.9033 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6750    1.3365    1.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0580    0.5644   -1.2723 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1037    1.2478   -2.5347 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5273    0.4337   -0.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1015   -0.6983   -1.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9081   -1.5767   -2.0667 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9419   -2.8072   -5.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637   -3.7444   -3.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3175   -2.7783   -4.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112   -0.6922   -4.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398   -2.6009   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819   -1.7883    0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6617   -0.7810    0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8961   -1.3620    1.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    0.5096    1.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8053    1.5361   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801    2.6793    0.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6854    3.3682   -0.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2742    4.5353    1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0682    4.7699    3.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5572    3.9191    2.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3347    3.1458    4.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0411    3.4669    6.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9753    1.6701    4.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7492    1.2358    5.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5898   -0.1632    3.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1186    0.7494    3.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402    1.6387    0.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0679    0.3177    1.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3704    1.9745    1.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1940    1.4957   -2.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1073    1.3478   -0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6077    0.1650    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6088   -0.2945   -2.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8475   -1.2650   -1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0455   -2.5964   -1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  6  7  1  0
  7  8  1  0
 13 14  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 15 14  1  0
 15 16  1  0
 25 24  1  0
 19 20  1  6
 10 21  1  0
 21 22  1  6
  6 25  1  0
 19  9  1  0
  6 21  1  0
 13 12  2  0
 12 11  1  0
 21 23  1  0
 25  2  1  0
  2  3  1  0
  3  4  1  0
  6  4  1  6
 23 24  1  0
  4  5  2  0
 13 19  1  0
  9 34  1  1
 11 10  1  0
  2  1  1  0
  9 10  1  0
 10 35  1  6
 16 42  1  0
 12 38  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 11 36  1  0
 11 37  1  0
 23 51  1  0
 23 52  1  0
 18 45  1  0
 18 46  1  0
 17 43  1  0
 17 44  1  0
 15 41  1  1
 14 39  1  0
 14 40  1  0
 24 53  1  0
 24 54  1  0
 22 50  1  0
 25 55  1  1
  2 29  1  6
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       2.226  -2.801  -4.260  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.603  -1.608  -3.555  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.179  -1.697  -3.638  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.373  -1.129  -2.528  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.555  -0.837  -2.436  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.669  -0.913  -1.457  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.288  -1.612  -0.145  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.711  -0.813   0.685  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.215   0.613   0.996  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.137   1.361  -0.312  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.726   2.751  -0.002  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.030   3.478   1.103  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.844   2.919   1.956  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.500   3.761   3.030  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.382   3.123   4.414  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.143   3.886   5.348  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.892   1.685   4.400  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.167   0.848   3.347  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.225   1.435   1.903  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.675   1.337   1.368  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.058   0.564  -1.272  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.104   1.248  -2.535  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.527   0.434  -0.826  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.102  -0.698  -1.686  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.908  -1.577  -2.067  0.00  0.00           C+0
HETATM   26  H   UNK     0       1.942  -2.807  -5.318  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.864  -3.744  -3.836  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.317  -2.778  -4.190  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.911  -0.692  -4.073  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.140  -2.601  -0.353  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.182  -1.788   0.468  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.662  -0.781   0.145  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.896  -1.362   1.614  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.721   0.510   1.565  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.805   1.536  -0.852  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.780   2.679   0.286  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.685   3.368  -0.908  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.274   4.535   1.194  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.068   4.770   3.071  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.557   3.919   2.781  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.335   3.146   4.741  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.041   3.467   6.219  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.975   1.670   4.229  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.749   1.236   5.391  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.590  -0.163   3.366  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.119   0.749   3.660  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.740   1.639   0.318  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.068   0.318   1.452  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.370   1.974   1.924  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.194   1.496  -2.789  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.107   1.348  -0.992  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.608   0.165   0.233  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.609  -0.295  -2.570  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.848  -1.265  -1.119  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.046  -2.596  -1.684  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2   25    3    1   29                                             
CONECT    3    2    4                                                       
CONECT    4    3    6    5                                                  
CONECT    5    4                                                            
CONECT    6    7   25   21    4                                             
CONECT    7    6    8   30   31                                             
CONECT    8    9    7   32   33                                             
CONECT    9    8   19   34   10                                             
CONECT   10   21   11    9   35                                             
CONECT   11   12   10   36   37                                             
CONECT   12   13   11   38                                                  
CONECT   13   14   12   19                                                  
CONECT   14   13   15   39   40                                             
CONECT   15   17   14   16   41                                             
CONECT   16   15   42                                                       
CONECT   17   18   15   43   44                                             
CONECT   18   19   17   45   46                                             
CONECT   19   18   20    9   13                                             
CONECT   20   19   47   48   49                                             
CONECT   21   10   22    6   23                                             
CONECT   22   21   50                                                       
CONECT   23   21   24   51   52                                             
CONECT   24   25   23   53   54                                             
CONECT   25   24    6    2   55                                             
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    2                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32    8                                                            
CONECT   33    8                                                            
CONECT   34    9                                                            
CONECT   35   10                                                            
CONECT   36   11                                                            
CONECT   37   11                                                            
CONECT   38   12                                                            
CONECT   39   14                                                            
CONECT   40   14                                                            
CONECT   41   15                                                            
CONECT   42   16                                                            
CONECT   43   17                                                            
CONECT   44   17                                                            
CONECT   45   18                                                            
CONECT   46   18                                                            
CONECT   47   20                                                            
CONECT   48   20                                                            
CONECT   49   20                                                            
CONECT   50   22                                                            
CONECT   51   23                                                            
CONECT   52   23                                                            
CONECT   53   24                                                            
CONECT   54   24                                                            
CONECT   55   25                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  118    0
END

RDKit          3D

55 59  0  0  0  0  0  0  0  0999 V2000
    2.2259   -2.8014   -4.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6034   -1.6078   -3.5547 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1794   -1.6972   -3.6381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -1.1294   -2.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5552   -0.8365   -2.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -0.9127   -1.4573 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2883   -1.6117   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105   -0.8132    0.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150    0.6126    0.9964 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1365    1.3610   -0.3119 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7261    2.7512   -0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0304    3.4780    1.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8437    2.9186    1.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5003    3.7615    3.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3816    3.1232    4.4142 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1429    3.8861    5.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1669    0.8480    3.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2250    1.4348    1.9033 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6750    1.3365    1.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0580    0.5644   -1.2723 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1037    1.2478   -2.5347 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5273    0.4337   -0.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1015   -0.6983   -1.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9081   -1.5767   -2.0667 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9419   -2.8072   -5.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8637   -3.7444   -3.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3175   -2.7783   -4.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112   -0.6922   -4.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398   -2.6009   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819   -1.7883    0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6617   -0.7810    0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8961   -1.3620    1.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    0.5096    1.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8053    1.5361   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801    2.6793    0.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6854    3.3682   -0.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2742    4.5353    1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0682    4.7699    3.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5572    3.9191    2.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3347    3.1458    4.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0411    3.4669    6.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9753    1.6701    4.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7492    1.2358    5.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5898   -0.1632    3.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1186    0.7494    3.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402    1.6387    0.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0679    0.3177    1.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3704    1.9745    1.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1940    1.4957   -2.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1073    1.3478   -0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6077    0.1650    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6088   -0.2945   -2.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8475   -1.2650   -1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0455   -2.5964   -1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  6  7  1  0
  7  8  1  0
 13 14  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 15 14  1  0
 15 16  1  0
 25 24  1  0
 19 20  1  6
 10 21  1  0
 21 22  1  6
  6 25  1  0
 19  9  1  0
  6 21  1  0
 13 12  2  0
 12 11  1  0
 21 23  1  0
 25  2  1  0
  2  3  1  0
  3  4  1  0
  6  4  1  6
 23 24  1  0
  4  5  2  0
 13 19  1  0
  9 34  1  1
 11 10  1  0
  2  1  1  0
  9 10  1  0
 10 35  1  6
 16 42  1  0
 12 38  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 11 36  1  0
 11 37  1  0
 23 51  1  0
 23 52  1  0
 18 45  1  0
 18 46  1  0
 17 43  1  0
 17 44  1  0
 15 41  1  1
 14 39  1  0
 14 40  1  0
 24 53  1  0
 24 54  1  0
 22 50  1  0
 25 55  1  1
  2 29  1  6
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₄

Average Mass

346.4670 Da

Monoisotopic Mass

346.21441 Da

IUPAC Name

(1R,2S,5S,6R,9S,12S,13R,16S)-2,16-dihydroxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.0^{2,9}.0^{5,9}.0^{13,18}]icos-18-en-8-one

Traditional Name

(1R,2S,5S,6R,9S,12S,13R,16S)-2,16-dihydroxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.0^{2,9}.0^{5,9}.0^{13,18}]icos-18-en-8-one

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C([H])([H])C2=C([H])C([H])([H])[C@]3([H])[C@]([H])(C([H])([H])C([H])([H])[C@]45C(=O)O[C@]([H])(C([H])([H])[H])[C@@]4([H])C([H])([H])C([H])([H])[C@]35O[H])[C@@]2(C([H])([H])[H])C([H])([H])C1([H])[H]

InChI Identifier

InChI=1S/C21H30O4/c1-12-15-7-10-21(24)17-4-3-13-11-14(22)5-8-19(13,2)16(17)6-9-20(15,21)18(23)25-12/h3,12,14-17,22,24H,4-11H2,1-2H3/t12-,14+,15-,16+,17-,19+,20-,21+/m1/s1

InChI Key

HCYNOSJOEQXLIN-SYSAYVGYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Pentalinon andrieuxii	JEOL database	Yam-Puc, A., et al, Phytochem. Lett. 5, 45 (2012)

Chemical Taxonomy

Classification

Not classified

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	2.28	ALOGPS
logP	2.15	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.89	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	94.46 m³·mol⁻¹	ChemAxon
Polarizability	38.72 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

Not Available

References

General References

Yam-Puc, A., et al. (2012). Yam-Puc, A., et al, Phytochem. Lett. 5, 45 (2012). Phytochem..

Showing NP-Card for 3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone (NP0041545)

MOL for NP0041545 (3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone)

3D MOL for NP0041545 (3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone)

3D SDF for NP0041545 (3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone)

3D-SDF for NP0041545 (3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone)

PDB for NP0041545 (3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone)

3D PDB for NP0041545 (3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone)

SMILES for NP0041545 (3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone)

INCHI for NP0041545 (3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone)

Structure for NP0041545 (3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone)

3D Structure for NP0041545 (3beta,14beta,20-trihydroxypregn-5-ene-18-oic-(18-20)-lactone)