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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:05 UTC

Update Date

2022-03-07 02:49:16 UTC

HMDB ID

HMDB0002720

Secondary Accession Numbers

HMDB02720

Metabolite Identification

Common Name

Gestrinone

Description

Gestrinone was developed in the early 1970s and was tested clinically as a weekly oral contraceptive in European and North American countries. ]. Without significant advantages over other oral contraceptives and with its high price, gestrinone was no longer used after the Stage II clinical trial. However, from 1982 aroused widespread interest due to substantial therapeutic effects in treating endometriosis. Under different endocrine conditions, gestrinone possesses estrogenic, progestational, androgenic, antiestrogenic and antiprogesterone actions. Starting from gestrinone, chemists can synthesize tetrahydrogestrinone (THG) in one reaction step. THG is a real designer steroid; designer steroids (chemically modified steroids) pose a threat to the integrity of the sport community. These compounds have recently been detected in urine specimens from athletes, resulting in temporary or permanent suspension from amateur and/or professional competition. (PMID: 15934041 , 17707720 ).

Structure

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

HMDB0002720
     RDKit          3D
Gestrinone
 47 50  0  0  0  0  0  0  0  0999 V2000
   -3.1991    2.8123   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856    1.6069    0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1904    0.1277    0.0598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1828   -0.3917   -0.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822   -0.2757    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8657   -0.2729    2.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0497    0.2333    0.9314 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3909   -0.1938    0.9065 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1032    0.4161    2.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6007    0.3045    1.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1206    0.2357    0.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3981   -0.0719    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8417   -0.1189   -0.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -0.9396   -1.3079 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2794    0.7696   -2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7899    0.9826   -1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2645    0.4973   -0.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730    0.3045   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    0.5941   -1.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2348    0.3152   -1.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994   -0.3157   -0.2766 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6857   -1.8278   -0.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212   -2.3312   -1.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2076    3.8766   -0.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9593   -0.7408   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7438   -1.2801    1.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605    0.4796    2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    0.3405    2.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5557   -1.3334    2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1209    1.3413    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4538   -1.2934    0.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8137   -0.0775    3.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8571    1.4914    2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9741   -0.5713    2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0804    1.2022    2.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0849   -0.2804    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8139    1.7583   -1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624    0.4014   -3.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061    2.0536   -2.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3382    0.4247   -2.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4654    1.0712   -2.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568    0.5665   -2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6472   -2.1469   -0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -2.3345    0.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5800   -2.6303   -0.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752   -3.2048   -1.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8245   -1.5745   -2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  3  2  1  1
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  6
 22 23  1  0
 21  3  1  0
 21  7  1  0
 18  8  1  0
 17 11  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  6
  8 31  1  1
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 20 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
M  END


  Mrv0541 02231219342D          

 25 28  0  0  1  0            999 V2000
   25.2305  -14.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2542  -18.0546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7035  -15.5364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.7035  -16.3614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.9891  -16.7739    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.4841  -15.2850    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.4841  -16.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9656  -15.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7035  -14.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2745  -16.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9891  -15.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0023  -17.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2745  -15.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5238  -16.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2614  -18.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5172  -17.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1524  -14.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9891  -14.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7592  -16.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7455  -18.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9771  -16.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9702  -17.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8207  -14.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7733  -17.0178    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.5631  -17.0995    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  1  0  0  0
  2 22  2  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  3  9  1  1  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4 24  1  6  0  0  0
  5 10  1  0  0  0  0
  5 12  1  0  0  0  0
  5 25  1  1  0  0  0
  6  8  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  9 18  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  2  0  0  0  0
 11 13  2  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 16 20  2  0  0  0  0
 17 23  3  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002720

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(CC)C=CC1=C3CCC(=O)C=C3CC[C@@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,9,11,13,18-19,23H,3,5-8,10,12H2,1H3/t18-,19+,20+,21+/m1/s1

> <INCHI_KEY>
BJJXHLWLUDYTGC-ANULTFPQSA-N

> <FORMULA>
C21H24O2

> <MOLECULAR_WEIGHT>
308.4141

> <EXACT_MASS>
308.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
35.65394638415893

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(10S,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxytetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,6,16-trien-5-one

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
2.8506376396666657

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.902731547289648

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.881263696141485

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5382927883559723

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
93.72549999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.69e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gestrinone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0002720
     RDKit          3D
Gestrinone
 47 50  0  0  0  0  0  0  0  0999 V2000
   -3.1991    2.8123   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856    1.6069    0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1904    0.1277    0.0598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1828   -0.3917   -0.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822   -0.2757    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8657   -0.2729    2.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0497    0.2333    0.9314 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3909   -0.1938    0.9065 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1032    0.4161    2.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6007    0.3045    1.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1206    0.2357    0.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3981   -0.0719    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8417   -0.1189   -0.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -0.9396   -1.3079 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2794    0.7696   -2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7899    0.9826   -1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2645    0.4973   -0.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730    0.3045   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    0.5941   -1.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2348    0.3152   -1.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994   -0.3157   -0.2766 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6857   -1.8278   -0.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212   -2.3312   -1.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2076    3.8766   -0.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9593   -0.7408   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7438   -1.2801    1.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605    0.4796    2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    0.3405    2.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5557   -1.3334    2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1209    1.3413    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4538   -1.2934    0.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8137   -0.0775    3.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8571    1.4914    2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9741   -0.5713    2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0804    1.2022    2.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0849   -0.2804    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8139    1.7583   -1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624    0.4014   -3.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061    2.0536   -2.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3382    0.4247   -2.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4654    1.0712   -2.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568    0.5665   -2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6472   -2.1469   -0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -2.3345    0.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5800   -2.6303   -0.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752   -3.2048   -1.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8245   -1.5745   -2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  3  2  1  1
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  6
 22 23  1  0
 21  3  1  0
 21  7  1  0
 18  8  1  0
 17 11  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  6
  8 31  1  1
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 20 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      47.097 -27.067   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      37.808 -33.702   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      46.113 -29.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      46.113 -30.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      44.780 -31.311   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      47.570 -28.532   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      47.570 -31.011   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      48.469 -29.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      46.113 -27.461   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      43.446 -30.541   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      44.780 -28.231   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      44.804 -32.915   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      43.446 -29.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      42.044 -31.322   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      43.421 -33.728   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      42.032 -32.926   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      48.818 -27.629   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      44.780 -26.691   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      40.617 -30.453   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      40.592 -33.772   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      39.157 -31.266   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      39.144 -32.937   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      50.065 -26.726   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0      46.243 -31.767   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      45.851 -31.919   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   22                                                            
CONECT    3    4    6    9   11                                             
CONECT    4    3    5    7   24                                             
CONECT    5    4   10   12   25                                             
CONECT    6    1    3    8   17                                             
CONECT    7    4    8                                                       
CONECT    8    6    7                                                       
CONECT    9    3   18                                                       
CONECT   10    5   13   14                                                  
CONECT   11    3   13                                                       
CONECT   12    5   15                                                       
CONECT   13   10   11                                                       
CONECT   14   10   16   19                                                  
CONECT   15   12   16                                                       
CONECT   16   14   15   20                                                  
CONECT   17    6   23                                                       
CONECT   18    9                                                            
CONECT   19   14   21                                                       
CONECT   20   16   22                                                       
CONECT   21   19   22                                                       
CONECT   22    2   20   21                                                  
CONECT   23   17                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0002720
HETATM    1  C1  UNL     1      -3.199   2.812  -0.020  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.186   1.607   0.022  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.190   0.128   0.060  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.183  -0.392  -0.728  1.00  0.00           O  
HETATM    5  C4  UNL     1      -3.282  -0.276   1.520  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.866  -0.273   2.055  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.050   0.233   0.931  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.391  -0.194   0.906  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.103   0.416   2.064  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.601   0.304   1.955  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.121   0.236   0.589  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.398  -0.072   0.399  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.842  -0.119  -0.985  1.00  0.00           C  
HETATM   14  O2  UNL     1       5.726  -0.940  -1.308  1.00  0.00           O  
HETATM   15  C13 UNL     1       4.279   0.770  -2.002  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.790   0.983  -1.853  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.265   0.497  -0.549  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.973   0.305  -0.406  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.057   0.594  -1.511  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.235   0.315  -1.474  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.799  -0.316  -0.277  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.686  -1.828  -0.349  1.00  0.00           C  
HETATM   23  C21 UNL     1      -2.621  -2.331  -1.424  1.00  0.00           C  
HETATM   24  H1  UNL     1      -3.208   3.877  -0.072  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.959  -0.741  -0.236  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.744  -1.280   1.621  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.860   0.480   2.083  1.00  0.00           H  
HETATM   28  H5  UNL     1      -1.785   0.340   2.984  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.556  -1.333   2.273  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.121   1.341   0.880  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.454  -1.293   0.982  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.814  -0.077   3.012  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.857   1.491   2.180  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.974  -0.571   2.530  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.080   1.202   2.445  1.00  0.00           H  
HETATM   36  H13 UNL     1       5.085  -0.280   1.234  1.00  0.00           H  
HETATM   37  H14 UNL     1       4.814   1.758  -1.870  1.00  0.00           H  
HETATM   38  H15 UNL     1       4.562   0.401  -3.014  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.606   2.054  -2.044  1.00  0.00           H  
HETATM   40  H17 UNL     1       2.338   0.425  -2.723  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.465   1.071  -2.417  1.00  0.00           H  
HETATM   42  H19 UNL     1      -1.857   0.567  -2.351  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.647  -2.147  -0.561  1.00  0.00           H  
HETATM   44  H21 UNL     1      -1.982  -2.335   0.584  1.00  0.00           H  
HETATM   45  H22 UNL     1      -3.580  -2.630  -0.957  1.00  0.00           H  
HETATM   46  H23 UNL     1      -2.175  -3.205  -1.969  1.00  0.00           H  
HETATM   47  H24 UNL     1      -2.825  -1.575  -2.210  1.00  0.00           H  
CONECT    1    2    2    2   24
CONECT    2    3
CONECT    3    4    5   21
CONECT    4   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   21   30
CONECT    8    9   18   31
CONECT    9   10   32   33
CONECT   10   11   34   35
CONECT   11   12   12   17
CONECT   12   13   36
CONECT   13   14   14   15
CONECT   15   16   37   38
CONECT   16   17   39   40
CONECT   17   18   18
CONECT   18   19
CONECT   19   20   20   41
CONECT   20   21   42
CONECT   21   22
CONECT   22   23   43   44
CONECT   23   45   46   47
END

HMDB0002720
     RDKit          3D
Gestrinone
 47 50  0  0  0  0  0  0  0  0999 V2000
   -3.1991    2.8123   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856    1.6069    0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1904    0.1277    0.0598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1828   -0.3917   -0.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822   -0.2757    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8657   -0.2729    2.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0497    0.2333    0.9314 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3909   -0.1938    0.9065 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1032    0.4161    2.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6007    0.3045    1.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1206    0.2357    0.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3981   -0.0719    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8417   -0.1189   -0.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -0.9396   -1.3079 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2794    0.7696   -2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7899    0.9826   -1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2645    0.4973   -0.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730    0.3045   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    0.5941   -1.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2348    0.3152   -1.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994   -0.3157   -0.2766 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6857   -1.8278   -0.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212   -2.3312   -1.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2076    3.8766   -0.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9593   -0.7408   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7438   -1.2801    1.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605    0.4796    2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    0.3405    2.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5557   -1.3334    2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1209    1.3413    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4538   -1.2934    0.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8137   -0.0775    3.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8571    1.4914    2.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9741   -0.5713    2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0804    1.2022    2.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0849   -0.2804    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8139    1.7583   -1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5624    0.4014   -3.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061    2.0536   -2.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3382    0.4247   -2.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4654    1.0712   -2.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568    0.5665   -2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6472   -2.1469   -0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -2.3345    0.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5800   -2.6303   -0.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752   -3.2048   -1.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8245   -1.5745   -2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  3  2  1  1
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  6
 22 23  1  0
 21  3  1  0
 21  7  1  0
 18  8  1  0
 17 11  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  6
  8 31  1  1
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 20 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
R-2323a-46745RU-2323gestrinone	ChEMBL, HMDB
(17a)-13-Ethyl-17-hydroxy-18,19-dinorpregna-4,9,11-trien-20-yn-3-one	HMDB
13-Ethyl-17-hydroxy-18,19-dinor-17a-pregna-4,9,11-trien-20-yn-3-one	HMDB
13-Ethyl-17a-ethynyl-17b-hydroxygona-4,9,11-trien-3-one	HMDB
Dimetriose	HMDB, MeSH
Ethylnorgestrienone	HMDB
Gestrigone	HMDB
Gestrinona	HMDB
Nemestran	HMDB, MeSH
Tridomose	HMDB
Aventis brand OF gestrinone	MeSH, HMDB
Florizel brand OF gestrinone	MeSH, HMDB
Hoechst brand OF gestrinone	MeSH, HMDB

Chemical Formula

C₂₁H₂₄O₂

Average Molecular Weight

308.4141

Monoisotopic Molecular Weight

308.177630012

IUPAC Name

(10S,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxytetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,6,16-trien-5-one

Traditional Name

gestrinone

CAS Registry Number

16320-04-0

SMILES

[H][C@@]12CC[C@@](O)(C#C)[C@@]1(CC)C=CC1=C3CCC(=O)C=C3CC[C@@]21[H]

InChI Identifier

InChI=1S/C21H24O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,9,11,13,18-19,23H,3,5-8,10,12H2,1H3/t18-,19+,20+,21+/m1/s1

InChI Key

BJJXHLWLUDYTGC-ANULTFPQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents

Substituents

Estrogen-skeleton
3-oxosteroid
Hydroxysteroid
Oxosteroid
17-hydroxysteroid
Cyclohexenone
Ynone
Cyclic alcohol
Tertiary alcohol
Ketone
Cyclic ketone
Acetylide
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 11076067)

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0002720)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0002720)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002720)

Source

Exogenous

Exogenous (HMDB: HMDB0002720)

Food

Food (HMDB: HMDB0002720)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0002720)

Molecular messenger

Hormone (HMDB: HMDB0002720)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002720)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0002720)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	3.169	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0097 g/L	ALOGPS
logP	3.39	ALOGPS
logP	2.85	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	17.88	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	93.73 m³·mol⁻¹	ChemAxon
Polarizability	35.65 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	173.079	31661259
DarkChem	[M-H]-	170.416	31661259
DeepCCS	[M-2H]-	205.632	30932474
DeepCCS	[M+Na]+	180.491	30932474
AllCCS	[M+H]+	178.2	32859911
AllCCS	[M+H-H2O]+	175.1	32859911
AllCCS	[M+NH4]+	181.1	32859911
AllCCS	[M+Na]+	181.9	32859911
AllCCS	[M-H]-	184.0	32859911
AllCCS	[M+Na-2H]-	183.9	32859911
AllCCS	[M+HCOO]-	184.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.33 minutes	32390414
Predicted by Siyang on May 30, 2022	18.2052 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.27 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2559.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	509.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	211.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	251.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	437.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	828.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	773.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	93.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1663.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	480.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1447.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	587.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	445.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	390.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	661.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gestrinone	[H][C@@]12CC[C@@](O)(C#C)[C@@]1(CC)C=CC1=C3CCC(=O)C=C3CC[C@@]21[H]	4099.4	Standard polar	33892256
Gestrinone	[H][C@@]12CC[C@@](O)(C#C)[C@@]1(CC)C=CC1=C3CCC(=O)C=C3CC[C@@]21[H]	2783.0	Standard non polar	33892256
Gestrinone	[H][C@@]12CC[C@@](O)(C#C)[C@@]1(CC)C=CC1=C3CCC(=O)C=C3CC[C@@]21[H]	2805.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gestrinone,1TMS,isomer #1	C#C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3C=C[C@@]21CC	2909.6	Semi standard non polar	33892256
Gestrinone,1TMS,isomer #2	C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CCC4=C3C=C[C@@]21CC	2912.1	Semi standard non polar	33892256
Gestrinone,2TMS,isomer #1	C#C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CCC4=C3C=C[C@@]21CC	2951.1	Semi standard non polar	33892256
Gestrinone,2TMS,isomer #1	C#C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CCC4=C3C=C[C@@]21CC	2991.1	Standard non polar	33892256
Gestrinone,2TMS,isomer #1	C#C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CCC4=C3C=C[C@@]21CC	3386.2	Standard polar	33892256
Gestrinone,1TBDMS,isomer #1	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3C=C[C@@]21CC	3158.5	Semi standard non polar	33892256
Gestrinone,1TBDMS,isomer #2	C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CCC4=C3C=C[C@@]21CC	3149.6	Semi standard non polar	33892256
Gestrinone,2TBDMS,isomer #1	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CCC4=C3C=C[C@@]21CC	3435.3	Semi standard non polar	33892256
Gestrinone,2TBDMS,isomer #1	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CCC4=C3C=C[C@@]21CC	3511.3	Standard non polar	33892256
Gestrinone,2TBDMS,isomer #1	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CCC4=C3C=C[C@@]21CC	3582.6	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.25 (0.011-0.6) uM	Adult (>18 years old)	Both	Normal	11076067	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB11619

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023052

KNApSAcK ID

Not Available

Chemspider ID

25877

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gestrinone

METLIN ID

Not Available

PubChem Compound

27812

PDB ID

Not Available

ChEBI ID

1309273

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Lenna, Roberto. Process for the synthesis of (17a)-13-ethyl-17-hydroxy-18,19-dinorpregna-4,9,11-trien-20-yn-3-one (Gestrinone). Ital. Appl. (2003), 23pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Thevis M, Geyer H, Mareck U, Schanzer W: Screening for unknown synthetic steroids in human urine by liquid chromatography-tandem mass spectrometry. J Mass Spectrom. 2005 Jul;40(7):955-62. [PubMed:15934041 ]
Gao X, Wu E, Chen G: Mechanism of emergency contraception with gestrinone: a preliminary investigation. Contraception. 2007 Sep;76(3):221-7. Epub 2007 Jul 26. [PubMed:17707720 ]

Showing metabocard for Gestrinone (HMDB0002720)

MOL for HMDB0002720 (Gestrinone)

3D MOL for HMDB0002720 (Gestrinone)

3D SDF for HMDB0002720 (Gestrinone)

3D-SDF for HMDB0002720 (Gestrinone)

PDB for HMDB0002720 (Gestrinone)

3D PDB for HMDB0002720 (Gestrinone)

SMILES for HMDB0002720 (Gestrinone)

INCHI for HMDB0002720 (Gestrinone)

Structure for HMDB0002720 (Gestrinone)

3D Structure for HMDB0002720 (Gestrinone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized