NP-MRD: Showing NP-Card for 2-Methoxy-estradiol-17beta-3-glucuronide (NP0087627)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-11 16:55:11 UTC

Updated at

2022-05-11 16:55:11 UTC

NP-MRD ID

NP0087627

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-Methoxy-estradiol-17beta-3-glucuronide

Description

2-Methoxy-estradiol-17b 3-glucuronide, also known as 2-meoe2 3G, belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. Thus, 2-methoxy-estradiol-17b 3-glucuronide is considered to be a steroid conjugate lipid molecule. 2-Methoxy-estradiol-17b 3-glucuronide is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  
  Mrv0541 02231220512D          

 34 38  0  0  1  0            999 V2000
    4.3228    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2939    1.6179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0689    2.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    0.7528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2537    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7855    1.2383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5052    2.0142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6931    2.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1613    1.5287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4128    2.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6007    3.0805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9446    3.5660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0370    2.6449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976    1.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340   -0.1684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  1  0  0  0
  6 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  5 19  1  1  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  1  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 26 32  1  6  0  0  0
 25 33  1  1  0  0  0
 24 34  1  6  0  0  0
M  END

     RDKit          3D

 68 72  0  0  0  0  0  0  0  0999 V2000
    0.4017   -2.6202   -3.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3069   -1.9446   -2.6798 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8768   -1.0381   -1.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4696   -0.8113   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9460    0.0899   -0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0143    0.7343    0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3397    0.5289    0.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8012   -0.3688   -0.9139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1254   -0.6421   -1.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1845   -0.0826   -0.3841 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0123    0.6395   -1.2754 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8599    1.4545   -0.5612 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7042    2.2227   -1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5511    3.0306   -1.0398 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5727    2.0638   -2.8693 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7924    0.6227    0.2922 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5349    1.4098    1.1556 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0906   -0.4281    1.0872 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0381   -1.3659    1.5036 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1060   -1.1550    0.1970 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4170   -2.1286    0.8783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898    1.7008    1.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6698    0.9945    1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6744    0.2913    1.0411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3549    0.4012   -0.4533 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2966   -0.4008   -1.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7222   -0.1289   -0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9828   -0.2439    0.5030 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7262   -1.6505    0.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3273    0.2230    0.9465 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1377   -0.8873    1.1769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1154    0.9032    2.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6141    0.7910    2.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0690    0.7636    1.1979 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8802   -3.3331   -4.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774   -3.2072   -2.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056   -1.8835   -4.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2215   -1.3045   -2.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9778    1.0794    0.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8927    0.6455    0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3071    2.2083    0.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7495    1.6660   -3.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4940    0.1196   -0.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4718    1.1283    1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5733   -0.0302    1.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6895   -1.8861    2.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6688   -1.5665   -0.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4530   -2.0605    0.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1981    2.0016    1.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9749    2.6071    0.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955    1.7034    2.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1665    0.2609    2.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -0.8077    1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105    1.4811   -0.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1374   -0.0735   -2.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0429   -1.4925   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9915    0.8878   -1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3613   -0.8233   -1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7252   -2.1779    0.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0961   -2.2401    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3239   -1.7439    1.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8232    0.9036    0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6608   -0.7657    2.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3042    2.0063    2.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6984    0.4460    3.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4628   -0.1051    3.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2652    1.6548    3.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2595    1.7331    0.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 12 13  1  0
 13 15  1  0
 13 14  2  0
  8  7  1  0
  7  6  2  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
 24 34  1  0
 34 33  1  0
 33 32  1  0
 32 30  1  0
 30 31  1  0
 30 28  1  0
 28 29  1  1
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25  5  1  0
  5  4  2  0
  4  3  1  0
 20 10  1  0
  5  6  1  0
 25 24  1  0
 28 34  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 10 40  1  1
 12 41  1  1
 16 43  1  6
 17 44  1  0
 18 45  1  1
 19 46  1  0
 20 47  1  6
 21 48  1  0
 15 42  1  0
  7 39  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  1
 34 68  1  6
 33 66  1  0
 33 67  1  0
 32 64  1  0
 32 65  1  0
 30 62  1  6
 31 63  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 27 57  1  0
 27 58  1  0
 26 55  1  0
 26 56  1  0
 25 54  1  6
  4 38  1  0
M  END

  
  Mrv0541 02231220512D          

 34 38  0  0  1  0            999 V2000
    4.3228    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2939    1.6179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0689    2.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    0.7528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2537    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7855    1.2383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5052    2.0142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6931    2.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1613    1.5287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4128    2.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6007    3.0805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9446    3.5660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0370    2.6449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976    1.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340   -0.1684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  1  0  0  0
  6 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  5 19  1  1  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  1  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 26 32  1  6  0  0  0
 25 33  1  1  0  0  0
 24 34  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0087627

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C2CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]3C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O9/c1-25-8-7-12-13(15(25)5-6-18(25)26)4-3-11-9-17(16(32-2)10-14(11)12)33-24-21(29)19(27)20(28)22(34-24)23(30)31/h9-10,12-13,15,18-22,24,26-29H,3-8H2,1-2H3,(H,30,31)/t12-,13+,15-,18-,19-,20-,21+,22-,24+,25-/m0/s1

> <INCHI_KEY>
LLCPFVIBUZJITJ-GVEMAFOVSA-N

> <FORMULA>
C25H34O9

> <MOLECULAR_WEIGHT>
478.5321

> <EXACT_MASS>
478.220282686

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
50.64732264294992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-14-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
1.51

> <JCHEM_LOGP>
1.6400365073333332

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.216689954580147

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1939828723338364

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8838729690610462

> <JCHEM_POLAR_SURFACE_AREA>
145.91000000000003

> <JCHEM_REFRACTIVITY>
118.37969999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-14-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       8.069   3.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.397   1.854   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.405   3.032   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.889   2.761   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.366   1.312   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.358   0.135   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.874   0.406   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.090  -0.539   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.365   0.325   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.937   1.804   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.882   3.020   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.835  -1.314   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.319  -1.585   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.326  -0.407   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.811  -0.678   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.182   0.499   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.341   1.947   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.857   2.218   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.850   1.041   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.652   3.125   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.129   4.573   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.698   0.228   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.691   1.405   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.207   1.134   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.200   2.311   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.676   3.760   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.160   4.031   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.168   2.854   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.637   5.479   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.121   5.750   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -3.630   6.657   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -5.669   4.937   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -6.716   2.040   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.730  -0.314   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7   10                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    2   11                                                  
CONECT   11   10                                                            
CONECT   12    6   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18    5   14                                                  
CONECT   20   17   21                                                       
CONECT   21   20                                                            
CONECT   22   16   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25   34                                                  
CONECT   25   24   26   33                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   23                                                       
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   26                                                            
CONECT   33   25                                                            
CONECT   34   24                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Value	Source
(17beta)-17-Hydroxy-2-methoxyestra-1,3,5(10)-trien-3-yl beta-D-glucopyranosiduronic acid	ChEBI
2-MeOE2 3g	ChEBI
2-Methoxy-17beta-estradiol 3-beta-D-glucuronide	ChEBI
2-Methoxy-17beta-estradiol 3-beta-glucuronide	ChEBI
2-Methoxy-17beta-estradiol 3-glucosiduronic acid	ChEBI
2-Methoxy-17beta-estradiol 3-glucuronide	ChEBI
2-Methoxy-17beta-estradiol 3-O-(beta-D-glucuronic acid)	ChEBI
2-Methoxy-17beta-estradiol 3-O-glucuronide	ChEBI
2-Methoxy-estradiol-17beta 3-glucuronide	ChEBI
2-Methoxyestradiol 3-glucuronide	ChEBI
(17b)-17-Hydroxy-2-methoxyestra-1,3,5(10)-trien-3-yl b-D-glucopyranosiduronate	Generator
(17b)-17-Hydroxy-2-methoxyestra-1,3,5(10)-trien-3-yl b-D-glucopyranosiduronic acid	Generator
(17beta)-17-Hydroxy-2-methoxyestra-1,3,5(10)-trien-3-yl beta-D-glucopyranosiduronate	Generator
(17Β)-17-hydroxy-2-methoxyestra-1,3,5(10)-trien-3-yl β-D-glucopyranosiduronate	Generator
(17Β)-17-hydroxy-2-methoxyestra-1,3,5(10)-trien-3-yl β-D-glucopyranosiduronic acid	Generator
2-Methoxy-17b-estradiol 3-b-D-glucuronide	Generator
2-Methoxy-17β-estradiol 3-β-D-glucuronide	Generator
2-Methoxy-17b-estradiol 3-b-glucuronide	Generator
2-Methoxy-17β-estradiol 3-β-glucuronide	Generator
2-Methoxy-17b-estradiol 3-glucosiduronate	Generator
2-Methoxy-17b-estradiol 3-glucosiduronic acid	Generator
2-Methoxy-17beta-estradiol 3-glucosiduronate	Generator
2-Methoxy-17β-estradiol 3-glucosiduronate	Generator
2-Methoxy-17β-estradiol 3-glucosiduronic acid	Generator
2-Methoxy-17b-estradiol 3-glucuronide	Generator
2-Methoxy-17β-estradiol 3-glucuronide	Generator
2-Methoxy-17b-estradiol 3-O-(b-D-glucuronate)	Generator
2-Methoxy-17b-estradiol 3-O-(b-D-glucuronic acid)	Generator
2-Methoxy-17beta-estradiol 3-O-(beta-D-glucuronate)	Generator
2-Methoxy-17β-estradiol 3-O-(β-D-glucuronate)	Generator
2-Methoxy-17β-estradiol 3-O-(β-D-glucuronic acid)	Generator
2-Methoxy-17b-estradiol 3-O-glucuronide	Generator
2-Methoxy-17β-estradiol 3-O-glucuronide	Generator
2-Methoxy-estradiol-17β 3-glucuronide	Generator
2-Methoxy-estradiol-17b 3-glucuronide	Generator

Chemical Formula

C₂₅H₃₄O₉

Average Mass

478.5321 Da

Monoisotopic Mass

478.22028 Da

IUPAC Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-14-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-14-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C2CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]3C2=C1

InChI Identifier

InChI=1S/C25H34O9/c1-25-8-7-12-13(15(25)5-6-18(25)26)4-3-11-9-17(16(32-2)10-14(11)12)33-24-21(29)19(27)20(28)22(34-24)23(30)31/h9-10,12-13,15,18-22,24,26-29H,3-8H2,1-2H3,(H,30,31)/t12-,13+,15-,18-,19-,20-,21+,22-,24+,25-/m0/s1

InChI Key

LLCPFVIBUZJITJ-GVEMAFOVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroid glucuronide conjugates

Alternative Parents

Substituents

Steroid-glucuronide-skeleton
Hydroxysteroid
17-hydroxysteroid
Estrane-skeleton
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Phenanthrene
Glucuronic acid or derivatives
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Tetralin
Anisole
Beta-hydroxy acid
Alkyl aryl ether
Fatty acyl
Benzenoid
Pyran
Hydroxy acid
Monosaccharide
Oxane
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Polyol
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Acetal
Ether
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

steroid glucosiduronic acid (CHEBI:36491 )
C18 steroids (estrogens) and derivatives (C11131 )
Glucuronides (C11131 )
Glucuronides (LMST05010009 )

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	1.51	ALOGPS
logP	1.64	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	-0.88	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	118.38 m³·mol⁻¹	ChemAxon
Polarizability	50.65 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

HMDB ID

HMDB0006765

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB024068

KNApSAcK ID

Not Available

Chemspider ID

391375

KEGG Compound ID

C11131

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443076

PDB ID

Not Available

ChEBI ID

36491

Good Scents ID

Not Available

References

General References

Showing NP-Card for 2-Methoxy-estradiol-17beta-3-glucuronide (NP0087627)

MOL for NP0087627 (2-Methoxy-estradiol-17beta-3-glucuronide)

3D MOL for NP0087627 (2-Methoxy-estradiol-17beta-3-glucuronide)

3D SDF for NP0087627 (2-Methoxy-estradiol-17beta-3-glucuronide)

3D-SDF for NP0087627 (2-Methoxy-estradiol-17beta-3-glucuronide)

PDB for NP0087627 (2-Methoxy-estradiol-17beta-3-glucuronide)

3D PDB for NP0087627 (2-Methoxy-estradiol-17beta-3-glucuronide)

SMILES for NP0087627 (2-Methoxy-estradiol-17beta-3-glucuronide)

INCHI for NP0087627 (2-Methoxy-estradiol-17beta-3-glucuronide)

Structure for NP0087627 (2-Methoxy-estradiol-17beta-3-glucuronide)

3D Structure for NP0087627 (2-Methoxy-estradiol-17beta-3-glucuronide)