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enzymes (1) Show 1 protein

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:02 UTC

HMDB ID

HMDB0015579

Secondary Accession Numbers

HMDB15579

Metabolite Identification

Common Name

Quinestrol

Description

Quinestrol is only found in individuals that have used or taken this drug. It is a 3-cyclopentyl ether of ethinyl estradiol.Estrogens diffuse into their target cells and interact with a protein receptor (the estrogen receptor). Estrogen interacts with a target cell receptor. When the estrogen receptor has bound its ligand it can enter the nucleus of the target cell, and regulate gene transcription which leads to formation of messenger RNA. The mRNA interacts with ribosomes to produce specific proteins that express the effect of estradiol upon the target cell. Estrogens increase the hepatic synthesis of sex hormone binding globulin (SHBG), thyroid-binding globulin (TBG), and other serum proteins and suppress follicle-stimulating hormone (FSH) from the anterior pituitary. Target cells include the female reproductive tract, the mammary gland, the hypothalamus, and the pituitary. Estrogens increase the hepatic synthesis of sex hormone binding globulin (SHBG), thyroid-binding globulin (TBG), and other serum proteins and suppress follicle-stimulating hormone (FSH) from the anterior pituitary. The combination of an estrogen with a progestin suppresses the hypothalamic-pituitary system, decreasing the secretion of gonadotropin-releasing hormone (GnRH).

Structure

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

4575
  Mrv0541 02231217462D          

 30 34  0  0  1  0            999 V2000
    8.6440    1.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676   -1.9997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169    0.5186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1169   -0.3064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4024   -0.7189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8976    0.7700    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6880   -0.3064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4024    0.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8976   -0.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6880    0.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3791    0.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4157   -1.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169    1.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9372   -0.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6748   -2.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9306   -1.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5659    1.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1726   -0.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1588   -2.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3906   -0.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3836   -1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2341    1.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9547   -1.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8716   -0.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -1.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0653   -0.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1868   -0.9628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9766   -1.0445    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2595    0.0236    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  1  0  0  0
  2 21  1  0  0  0  0
  2 23  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  3  8  1  0  0  0  0
  3 13  1  1  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  4 28  1  6  0  0  0
  5  7  1  0  0  0  0
  5 12  1  0  0  0  0
  5 29  1  1  0  0  0
  6 11  1  0  0  0  0
  6 17  1  0  0  0  0
  7 10  1  0  0  0  0
  7 14  1  0  0  0  0
  7 30  1  6  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 16 19  1  0  0  0  0
 17 22  3  0  0  0  0
 18 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0015579
     RDKit          3D
Quinestrol
 59 63  0  0  0  0  0  0  0  0999 V2000
   -6.0119   -0.3581    2.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5613    0.1695    1.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187    0.8184   -0.0303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5657    2.0981   -0.1898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3472    0.0548   -1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9873   -0.3571   -1.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1922   -0.4741   -0.6762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7370   -0.5479   -0.7590 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1244   -1.3758   -1.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2118   -1.9947   -1.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930   -1.1694   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2486   -0.9152   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052   -0.1598    0.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2551    0.1228    0.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1997   -0.2737   -0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4211   -0.9204    0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946    0.1938    0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7351    1.4588    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8065    0.9991   -1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1173    0.3292    1.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7704    0.0941    1.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1382   -0.6507    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2884   -0.9930    0.6471 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1626   -0.4815    1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9344    0.7670    1.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332    0.8333    0.0539 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9849    2.0304   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3983   -0.8100    3.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5816    2.5993    0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8226   -0.8961   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9384    0.6422   -2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0736   -1.3593   -2.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6307    0.3376   -2.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6108   -1.2778   -0.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070    0.4933   -0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8925   -0.7323   -2.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8044   -2.1789   -2.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8888   -2.1220   -2.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0615   -2.9889   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8214   -1.3248   -1.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8068   -0.8961   -1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9603   -1.4331   -0.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1935   -1.6851    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3382    0.2343    1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3458    0.1068    0.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281    2.0961   -0.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1595    2.0207    0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2870    0.8135   -1.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690    1.7410   -1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6036    0.9316    2.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593    0.4939    2.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3409   -2.1215    0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9493   -1.2679    1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6757   -0.3267    2.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2613    1.6359    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7593    0.8595    2.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1148    2.4725   -0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6186    1.8162   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7670    2.8283   -0.6464 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  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 13 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
 26  3  1  0
 26  7  1  0
 23  8  1  0
 22 11  1  0
 19 15  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  1
  8 35  1  6
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 12 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 23 52  1  6
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 27 57  1  0
 27 58  1  0
 27 59  1  0
M  END

4575
  Mrv0541 02231217462D          

 30 34  0  0  1  0            999 V2000
    8.6440    1.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676   -1.9997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169    0.5186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1169   -0.3064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4024   -0.7189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8976    0.7700    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6880   -0.3064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4024    0.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8976   -0.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6880    0.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3791    0.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4157   -1.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169    1.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9372   -0.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6748   -2.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9306   -1.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5659    1.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1726   -0.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1588   -2.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3906   -0.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3836   -1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2341    1.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9547   -1.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8716   -0.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -1.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0653   -0.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1868   -0.9628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9766   -1.0445    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2595    0.0236    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  1  0  0  0
  2 21  1  0  0  0  0
  2 23  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  3  8  1  0  0  0  0
  3 13  1  1  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  4 28  1  6  0  0  0
  5  7  1  0  0  0  0
  5 12  1  0  0  0  0
  5 29  1  1  0  0  0
  6 11  1  0  0  0  0
  6 17  1  0  0  0  0
  7 10  1  0  0  0  0
  7 14  1  0  0  0  0
  7 30  1  6  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 16 19  1  0  0  0  0
 17 22  3  0  0  0  0
 18 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015579

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(OC1CCCC1)C=C3

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O2/c1-3-25(26)15-13-23-22-10-8-17-16-19(27-18-6-4-5-7-18)9-11-20(17)21(22)12-14-24(23,25)2/h1,9,11,16,18,21-23,26H,4-8,10,12-15H2,2H3/t21-,22-,23+,24+,25+/m1/s1

> <INCHI_KEY>
PWZUUYSISTUNDW-VAFBSOEGSA-N

> <FORMULA>
C25H32O2

> <MOLECULAR_WEIGHT>
364.5204

> <EXACT_MASS>
364.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
44.016226313153915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,10R,11S,14R,15S)-5-(cyclopentyloxy)-14-ethynyl-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-14-ol

> <ALOGPS_LOGP>
5.19

> <JCHEM_LOGP>
5.397949010666668

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.594918895355708

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6634995932141448

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
108.27000000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
quinestrol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015579
     RDKit          3D
Quinestrol
 59 63  0  0  0  0  0  0  0  0999 V2000
   -6.0119   -0.3581    2.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5613    0.1695    1.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187    0.8184   -0.0303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5657    2.0981   -0.1898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3472    0.0548   -1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9873   -0.3571   -1.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1922   -0.4741   -0.6762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7370   -0.5479   -0.7590 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1244   -1.3758   -1.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2118   -1.9947   -1.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930   -1.1694   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2486   -0.9152   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052   -0.1598    0.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2551    0.1228    0.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1997   -0.2737   -0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4211   -0.9204    0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946    0.1938    0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7351    1.4588    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8065    0.9991   -1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1173    0.3292    1.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7704    0.0941    1.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1382   -0.6507    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2884   -0.9930    0.6471 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1626   -0.4815    1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9344    0.7670    1.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332    0.8333    0.0539 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9849    2.0304   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3983   -0.8100    3.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5816    2.5993    0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8226   -0.8961   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9384    0.6422   -2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0736   -1.3593   -2.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6307    0.3376   -2.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6108   -1.2778   -0.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070    0.4933   -0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8925   -0.7323   -2.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8044   -2.1789   -2.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8888   -2.1220   -2.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0615   -2.9889   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8214   -1.3248   -1.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8068   -0.8961   -1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9603   -1.4331   -0.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1935   -1.6851    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3382    0.2343    1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3458    0.1068    0.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281    2.0961   -0.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1595    2.0207    0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2870    0.8135   -1.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690    1.7410   -1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6036    0.9316    2.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593    0.4939    2.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3409   -2.1215    0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9493   -1.2679    1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6757   -0.3267    2.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2613    1.6359    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7593    0.8595    2.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1148    2.4725   -0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6186    1.8162   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7670    2.8283   -0.6464 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  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 13 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
 26  3  1  0
 26  7  1  0
 23  8  1  0
 22 11  1  0
 19 15  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  1
  8 35  1  6
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 12 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 23 52  1  6
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 27 57  1  0
 27 58  1  0
 27 59  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 4575                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      16.135   2.903   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.846  -3.733   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      15.152   0.968   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.152  -0.572   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.818  -1.342   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.609   1.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.484  -0.572   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.818   1.738   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.609  -1.041   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.484   0.968   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.508   0.198   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.843  -2.946   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.152   2.508   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.083  -1.353   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.460  -3.759   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.070  -2.957   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.856   2.340   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.656  -0.484   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.630  -3.803   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.196  -1.297   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.183  -2.968   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.104   3.244   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.515  -2.958   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.360  -1.425   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.106  -3.579   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.855  -1.099   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.080  -2.430   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0      15.282  -1.797   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      14.890  -1.950   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      13.551   0.044   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   21   23                                                       
CONECT    3    4    6    8   13                                             
CONECT    4    3    5    9   28                                             
CONECT    5    4    7   12   29                                             
CONECT    6    1    3   11   17                                             
CONECT    7    5   10   14   30                                             
CONECT    8    3   10                                                       
CONECT    9    4   11                                                       
CONECT   10    7    8                                                       
CONECT   11    6    9                                                       
CONECT   12    5   15                                                       
CONECT   13    3                                                            
CONECT   14    7   16   18                                                  
CONECT   15   12   16                                                       
CONECT   16   14   15   19                                                  
CONECT   17    6   22                                                       
CONECT   18   14   20                                                       
CONECT   19   16   21                                                       
CONECT   20   18   21                                                       
CONECT   21    2   19   20                                                  
CONECT   22   17                                                            
CONECT   23    2   24   25                                                  
CONECT   24   23   26                                                       
CONECT   25   23   27                                                       
CONECT   26   24   27                                                       
CONECT   27   25   26                                                       
CONECT   28    4                                                            
CONECT   29    5                                                            
CONECT   30    7                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

COMPND    HMDB0015579
HETATM    1  C1  UNL     1      -6.012  -0.358   2.132  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.561   0.170   1.141  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.019   0.818  -0.030  1.00  0.00           C  
HETATM    4  O1  UNL     1      -5.566   2.098  -0.190  1.00  0.00           O  
HETATM    5  C4  UNL     1      -5.347   0.055  -1.318  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.987  -0.357  -1.902  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.192  -0.474  -0.676  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.737  -0.548  -0.759  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.124  -1.376  -1.822  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.212  -1.995  -1.403  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.893  -1.169  -0.357  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.249  -0.915  -0.420  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.905  -0.160   0.527  1.00  0.00           C  
HETATM   14  O2  UNL     1       4.255   0.123   0.510  1.00  0.00           O  
HETATM   15  C13 UNL     1       5.200  -0.274  -0.421  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.421  -0.920   0.191  1.00  0.00           C  
HETATM   17  C15 UNL     1       7.295   0.194   0.674  1.00  0.00           C  
HETATM   18  C16 UNL     1       6.735   1.459   0.061  1.00  0.00           C  
HETATM   19  C17 UNL     1       5.806   0.999  -1.026  1.00  0.00           C  
HETATM   20  C18 UNL     1       2.117   0.329   1.548  1.00  0.00           C  
HETATM   21  C19 UNL     1       0.770   0.094   1.638  1.00  0.00           C  
HETATM   22  C20 UNL     1       0.138  -0.651   0.699  1.00  0.00           C  
HETATM   23  C21 UNL     1      -1.288  -0.993   0.647  1.00  0.00           C  
HETATM   24  C22 UNL     1      -2.163  -0.482   1.707  1.00  0.00           C  
HETATM   25  C23 UNL     1      -2.934   0.767   1.395  1.00  0.00           C  
HETATM   26  C24 UNL     1      -3.533   0.833   0.054  1.00  0.00           C  
HETATM   27  C25 UNL     1      -2.985   2.030  -0.683  1.00  0.00           C  
HETATM   28  H1  UNL     1      -6.398  -0.810   3.013  1.00  0.00           H  
HETATM   29  H2  UNL     1      -5.582   2.599   0.647  1.00  0.00           H  
HETATM   30  H3  UNL     1      -5.823  -0.896  -0.991  1.00  0.00           H  
HETATM   31  H4  UNL     1      -5.938   0.642  -2.016  1.00  0.00           H  
HETATM   32  H5  UNL     1      -4.074  -1.359  -2.396  1.00  0.00           H  
HETATM   33  H6  UNL     1      -3.631   0.338  -2.658  1.00  0.00           H  
HETATM   34  H7  UNL     1      -3.611  -1.278  -0.038  1.00  0.00           H  
HETATM   35  H8  UNL     1      -1.307   0.493  -0.852  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.893  -0.732  -2.696  1.00  0.00           H  
HETATM   37  H10 UNL     1      -1.804  -2.179  -2.208  1.00  0.00           H  
HETATM   38  H11 UNL     1       0.889  -2.122  -2.245  1.00  0.00           H  
HETATM   39  H12 UNL     1      -0.062  -2.989  -0.960  1.00  0.00           H  
HETATM   40  H13 UNL     1       2.821  -1.325  -1.246  1.00  0.00           H  
HETATM   41  H14 UNL     1       4.807  -0.896  -1.249  1.00  0.00           H  
HETATM   42  H15 UNL     1       6.960  -1.433  -0.652  1.00  0.00           H  
HETATM   43  H16 UNL     1       6.193  -1.685   0.934  1.00  0.00           H  
HETATM   44  H17 UNL     1       7.338   0.234   1.769  1.00  0.00           H  
HETATM   45  H18 UNL     1       8.346   0.107   0.317  1.00  0.00           H  
HETATM   46  H19 UNL     1       7.528   2.096  -0.362  1.00  0.00           H  
HETATM   47  H20 UNL     1       6.160   2.021   0.805  1.00  0.00           H  
HETATM   48  H21 UNL     1       6.287   0.813  -1.986  1.00  0.00           H  
HETATM   49  H22 UNL     1       4.969   1.741  -1.107  1.00  0.00           H  
HETATM   50  H23 UNL     1       2.604   0.932   2.316  1.00  0.00           H  
HETATM   51  H24 UNL     1       0.159   0.494   2.460  1.00  0.00           H  
HETATM   52  H25 UNL     1      -1.341  -2.121   0.597  1.00  0.00           H  
HETATM   53  H26 UNL     1      -2.949  -1.268   1.926  1.00  0.00           H  
HETATM   54  H27 UNL     1      -1.676  -0.327   2.692  1.00  0.00           H  
HETATM   55  H28 UNL     1      -2.261   1.636   1.598  1.00  0.00           H  
HETATM   56  H29 UNL     1      -3.759   0.860   2.160  1.00  0.00           H  
HETATM   57  H30 UNL     1      -2.115   2.473  -0.114  1.00  0.00           H  
HETATM   58  H31 UNL     1      -2.619   1.816  -1.683  1.00  0.00           H  
HETATM   59  H32 UNL     1      -3.767   2.828  -0.646  1.00  0.00           H  
CONECT    1    2    2    2   28
CONECT    2    3
CONECT    3    4    5   26
CONECT    4   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   26   34
CONECT    8    9   23   35
CONECT    9   10   36   37
CONECT   10   11   38   39
CONECT   11   12   12   22
CONECT   12   13   40
CONECT   13   14   20   20
CONECT   14   15
CONECT   15   16   19   41
CONECT   16   17   42   43
CONECT   17   18   44   45
CONECT   18   19   46   47
CONECT   19   48   49
CONECT   20   21   50
CONECT   21   22   22   51
CONECT   22   23
CONECT   23   24   52
CONECT   24   25   53   54
CONECT   25   26   55   56
CONECT   26   27
CONECT   27   57   58   59
END

HMDB0015579
     RDKit          3D
Quinestrol
 59 63  0  0  0  0  0  0  0  0999 V2000
   -6.0119   -0.3581    2.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5613    0.1695    1.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0187    0.8184   -0.0303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5657    2.0981   -0.1898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3472    0.0548   -1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9873   -0.3571   -1.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1922   -0.4741   -0.6762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7370   -0.5479   -0.7590 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1244   -1.3758   -1.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2118   -1.9947   -1.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930   -1.1694   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2486   -0.9152   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052   -0.1598    0.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2551    0.1228    0.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1997   -0.2737   -0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4211   -0.9204    0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2946    0.1938    0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7351    1.4588    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8065    0.9991   -1.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1173    0.3292    1.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7704    0.0941    1.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1382   -0.6507    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2884   -0.9930    0.6471 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1626   -0.4815    1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9344    0.7670    1.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332    0.8333    0.0539 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9849    2.0304   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3983   -0.8100    3.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5816    2.5993    0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8226   -0.8961   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9384    0.6422   -2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0736   -1.3593   -2.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6307    0.3376   -2.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6108   -1.2778   -0.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070    0.4933   -0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8925   -0.7323   -2.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8044   -2.1789   -2.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8888   -2.1220   -2.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0615   -2.9889   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8214   -1.3248   -1.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8068   -0.8961   -1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9603   -1.4331   -0.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1935   -1.6851    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3382    0.2343    1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3458    0.1068    0.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281    2.0961   -0.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1595    2.0207    0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2870    0.8135   -1.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690    1.7410   -1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6036    0.9316    2.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593    0.4939    2.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3409   -2.1215    0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9493   -1.2679    1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6757   -0.3267    2.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2613    1.6359    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7593    0.8595    2.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1148    2.4725   -0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6186    1.8162   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7670    2.8283   -0.6464 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  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 13 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
 26  3  1  0
 26  7  1  0
 23  8  1  0
 22 11  1  0
 19 15  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  1
  8 35  1  6
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 12 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 23 52  1  6
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 27 57  1  0
 27 58  1  0
 27 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
17-alpha-Ethinylestradiol 3-cyclopentyl ether	ChEBI
17alpha-Ethynylestradiol 3-cyclopentyl ether	ChEBI
Eston	ChEBI
Estradiol-17-beta 3-cyclopentyl ether	ChEBI
Estrovis	ChEBI
Estrovis 4000	ChEBI
Estrovister	ChEBI
Plestrovis	ChEBI
Quilea	ChEBI
Quinestrolum	ChEBI
17-a-Ethinylestradiol 3-cyclopentyl ether	Generator
17-Α-ethinylestradiol 3-cyclopentyl ether	Generator
17a-Ethynylestradiol 3-cyclopentyl ether	Generator
17Α-ethynylestradiol 3-cyclopentyl ether	Generator
Estradiol-17-b 3-cyclopentyl ether	Generator
Estradiol-17-β 3-cyclopentyl ether	Generator
Quinestrolo	HMDB
Ethinyl estradiol 3 cyclopentyl ether	HMDB
Parke davis brand OF quinestrol	HMDB
Ethinyl estradiol 3-cyclopentyl ether	HMDB

Chemical Formula

C₂₅H₃₂O₂

Average Molecular Weight

364.5204

Monoisotopic Molecular Weight

364.240230268

IUPAC Name

(1S,10R,11S,14R,15S)-5-(cyclopentyloxy)-14-ethynyl-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-14-ol

Traditional Name

quinestrol

CAS Registry Number

152-43-2

SMILES

[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(OC1CCCC1)C=C3

InChI Identifier

InChI=1S/C25H32O2/c1-3-25(26)15-13-23-22-10-8-17-16-19(27-18-6-4-5-7-18)9-11-20(17)21(22)12-14-24(23,25)2/h1,9,11,16,18,21-23,26H,4-8,10,12-15H2,2H3/t21-,22-,23+,24+,25+/m1/s1

InChI Key

PWZUUYSISTUNDW-VAFBSOEGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrane steroids

Alternative Parents

Substituents

Estrane-skeleton
Hydroxysteroid
17-hydroxysteroid
Phenanthrene
Tetralin
Alkyl aryl ether
Benzenoid
Ynone
Tertiary alcohol
Cyclic alcohol
Ether
Acetylide
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

terminal acetylenic compound (CHEBI:8716 )
17-hydroxy steroid (CHEBI:8716 )
C18 steroids (estrogens) and derivatives (C07619 )
C18 steroids (estrogens) and derivatives (LMST02010037 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Cellular substructure

Process

Not Available

Role

Biological role

xenoestrogen (HMDB: HMDB0015579)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	107.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0016 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	5.19	ALOGPS
logP	5.4	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	17.59	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	108.27 m³·mol⁻¹	ChemAxon
Polarizability	44.02 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	187.875	31661259
DarkChem	[M-H]-	184.153	31661259
DeepCCS	[M-2H]-	232.521	30932474
DeepCCS	[M+Na]+	206.812	30932474
AllCCS	[M+H]+	195.4	32859911
AllCCS	[M+H-H2O]+	192.9	32859911
AllCCS	[M+NH4]+	197.8	32859911
AllCCS	[M+Na]+	198.5	32859911
AllCCS	[M-H]-	194.5	32859911
AllCCS	[M+Na-2H]-	195.0	32859911
AllCCS	[M+HCOO]-	195.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Quinestrol	[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(OC1CCCC1)C=C3	4004.3	Standard polar	33892256
Quinestrol	[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(OC1CCCC1)C=C3	3110.4	Standard non polar	33892256
Quinestrol	[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(OC1CCCC1)C=C3	3129.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Quinestrol,1TMS,isomer #1	C#C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(OC5CCCC5)=CC=C4[C@H]3CC[C@@]21C	3147.7	Semi standard non polar	33892256
Quinestrol,1TBDMS,isomer #1	C#C[C@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(OC5CCCC5)=CC=C4[C@H]3CC[C@@]21C	3432.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Quinestrol GC-MS (Non-derivatized) - 70eV, Positive	splash10-001a-1398000000-24b78cbc71e43f9b5f86	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quinestrol GC-MS (1 TMS) - 70eV, Positive	splash10-05fr-2165900000-781ffc739b80bdecd9f6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quinestrol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Quinestrol , positive-QTOF	splash10-0a59-2920000000-99119dee5db3aab05906	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinestrol 10V, Positive-QTOF	splash10-014i-3119000000-c081ebe349df6500cce1	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinestrol 20V, Positive-QTOF	splash10-014i-5679000000-083b5505ec8847453fb6	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinestrol 40V, Positive-QTOF	splash10-0aor-9010000000-61cd144aeff30afa3d84	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinestrol 10V, Negative-QTOF	splash10-03di-1019000000-53e9c20e422b817daeee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinestrol 20V, Negative-QTOF	splash10-03di-2039000000-98c7bde745c0bb0f0c66	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinestrol 40V, Negative-QTOF	splash10-00n4-4090000000-126f2b3e60f8f02ea9a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinestrol 10V, Positive-QTOF	splash10-014i-0029000000-870248767e5db586d1c8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinestrol 20V, Positive-QTOF	splash10-016s-0697000000-91630dbd68fc65dfab8d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinestrol 40V, Positive-QTOF	splash10-02ta-3982000000-2ce057537d39e23423a6	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinestrol 10V, Negative-QTOF	splash10-03di-0009000000-d9a39c9613d3a865070c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinestrol 20V, Negative-QTOF	splash10-03di-0009000000-db0674397e8613b10789	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinestrol 40V, Negative-QTOF	splash10-0udi-0095000000-c05b7d0ae8d2055690d0	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04575	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04575	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04575

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8694

KEGG Compound ID

C07619

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Quinestrol

METLIN ID

Not Available

PubChem Compound

9046

PDB ID

Not Available

ChEBI ID

8716

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Estrogen receptor

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Can activate the transcriptional activity of TFF1
Gene Name:: ESR1
Uniprot ID:: P03372
Molecular weight:: 66215.4

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Shyu C, Cavileer TD, Nagler JJ, Ytreberg FM: Computational estimation of rainbow trout estrogen receptor binding affinities for environmental estrogens. Toxicol Appl Pharmacol. 2011 Feb 1;250(3):322-6. doi: 10.1016/j.taap.2010.11.005. Epub 2010 Nov 12. [PubMed:21075131 ]

Showing metabocard for Quinestrol (HMDB0015579)

MOL for HMDB0015579 (Quinestrol)

3D MOL for HMDB0015579 (Quinestrol)

3D SDF for HMDB0015579 (Quinestrol)

3D-SDF for HMDB0015579 (Quinestrol)

PDB for HMDB0015579 (Quinestrol)

3D PDB for HMDB0015579 (Quinestrol)

SMILES for HMDB0015579 (Quinestrol)

INCHI for HMDB0015579 (Quinestrol)

Structure for HMDB0015579 (Quinestrol)

3D Structure for HMDB0015579 (Quinestrol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References