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Showing metabocard for 2-Methoxyestrone (HMDB0000010)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (23) Show 23 proteinsXML
enzymes (23) Show 23 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:41:25 UTC
HMDB IDHMDB0000010
Secondary Accession Numbers
  • HMDB00010
  • HMDB0004990
  • HMDB0004991
  • HMDB04990
  • HMDB04991
Metabolite Identification
Common Name2-Methoxyestrone
Description2-Methoxyestrone (or 2-ME1) belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, 2-methoxyestrone is considered to be a steroid or steroid derivative. It is a by-product of estrone and 2-hydroxyestrone metabolism and has been detected in all mammals. More specifically, 2-methoxyestrone is an endogenous, naturally occurring methoxylated catechol estrogen and a metabolite of estrone that is formed by catechol O-methyltransferase via the intermediate 2-hydroxyestrone. 2-Methoxyestrone is part of the androgen and estrogen metabolic pathway. The acid ionization constant (pKa) of 2-methoxyestrone has been determined to be 10.81 (PMID: 516114 ). 2-Methoxyestrone can be metabolized to a sulfated derivative (2-methoxyestrone 3-sulfate) via steroid sulfotransferase (EC 2.8.2.15). It can also be glucuronidated to 2-methoxyestrone 3-glucuronide by UDP glucuronosyltransferase (EC 2.4.1.17). Unlike estrone but similarly to 2-hydroxyestrone and 2-methoxyestradiol, 2-methoxyestrone has very low affinity for the estrogen receptor and lacks significant estrogenic activity (PMID: 10865186 ).
Structure
Data?1582752107
MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000010 (2-Methoxyestrone)

      2-Methoxyestrone.mol
  Mrv1652305261923542D          

 25 28  0  0  0  0            999 V2000
   -1.7065   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209   -1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2775   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -0.5198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8659   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6505   -0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354    0.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505    0.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054    1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8659    0.7177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8659    1.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2775   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209   -0.1073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514    0.3052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8659   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  1  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 20  1  0  0  0  0
  6 20  2  0  0  0  0
 21 22  1  0  0  0  0
  3 21  1  0  0  0  0
 19 23  1  6  0  0  0
  9 24  1  1  0  0  0
 10 25  1  6  0  0  0
M  END
Download

3D MOL for HMDB0000010 (2-Methoxyestrone)

Download
3D SDF for HMDB0000010 (2-Methoxyestrone)
      2-Methoxyestrone.mol
  Mrv1652305261923542D          

 25 28  0  0  0  0            999 V2000
   -1.7065   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209   -1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2775   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -0.5198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8659   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6505   -0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354    0.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505    0.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054    1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8659    0.7177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8659    1.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2775   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209   -0.1073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514    0.3052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8659   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  1  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 20  1  0  0  0  0
  6 20  2  0  0  0  0
 21 22  1  0  0  0  0
  3 21  1  0  0  0  0
 19 23  1  6  0  0  0
  9 24  1  1  0  0  0
 10 25  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000010

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,20H,3-8H2,1-2H3/t12-,13+,15-,19-/m0/s1

> <INCHI_KEY>
WHEUWNKSCXYKBU-QPWUGHHJSA-N

> <FORMULA>
C19H24O3

> <MOLECULAR_WEIGHT>
300.3921

> <EXACT_MASS>
300.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.336101957967095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,10R,11S,15S)-5-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
4.151357768333334

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.957534419499726

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.290800079568816

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8825219384223155

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
85.54559999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.49e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,10R,11S,15S)-5-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for HMDB0000010 (2-Methoxyestrone)
440624
  -OEChem-10221910553D

 46 49  0     1  0  0  0  0  0999 V2000
   -5.2104   -1.5958   -0.2972 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4996   -1.6987   -0.4209 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3612    0.8453    0.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5411    0.6279   -0.2621 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0010   -0.7470    0.2662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0864    0.9058    0.1125 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1911   -0.1698   -0.5781 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1904   -1.8188   -0.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6417    1.5849    0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774   -1.6083   -0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6158    2.2952   -0.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4702   -0.6412   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9226    0.8082   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9431   -0.9400    1.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890    0.0902   -0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7957    2.5493    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413    1.3881    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2464   -0.9279   -0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1123    1.6202    0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062   -0.6815   -0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0392    0.5912    0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8002   -2.4772    0.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5888    0.6170   -1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9681    0.8410    1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3082   -0.0489   -1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4132   -1.8013   -1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4733   -2.8198   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6101    2.5399   -0.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5839    1.8001    1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071   -1.8603    0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1624   -2.3368   -0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2794    3.0773    0.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6300    2.3740   -1.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2601    1.0318   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7152    1.0019    0.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9269   -0.8785    2.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5521   -0.2056    2.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3388   -1.9263    2.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7447    2.7682    1.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1972    3.4402   -0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9481   -1.9312   -0.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4491    2.6188    0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4721    1.7827    0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5295   -3.2416    0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8987   -2.9739    1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2353   -1.8503    1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  2  0  0  0  0
  2 20  1  0  0  0  0
  2 22  1  0  0  0  0
  3 21  1  0  0  0  0
  3 43  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  4 23  1  0  0  0  0
  5  8  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 24  1  0  0  0  0
  7 10  1  0  0  0  0
  7 15  1  0  0  0  0
  7 25  1  0  0  0  0
  8 10  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 13  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 16  1  0  0  0  0
 11 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 13  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 14 38  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  2  0  0  0  0
 16 17  1  0  0  0  0
 16 39  1  0  0  0  0
 16 40  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  1  0  0  0  0
 18 41  1  0  0  0  0
 19 21  1  0  0  0  0
 19 42  1  0  0  0  0
 20 21  2  0  0  0  0
 22 44  1  0  0  0  0
 22 45  1  0  0  0  0
 22 46  1  0  0  0  0
M  END
> <PUBCHEM_COMPOUND_CID>
440624

> <PUBCHEM_CONFORMER_RMSD>
0.6

> <PUBCHEM_CONFORMER_DIVERSEORDER>
1

> <PUBCHEM_MMFF94_PARTIAL_CHARGES>
18
1 -0.57
12 0.45
13 0.06
15 -0.14
16 0.14
17 -0.14
18 -0.15
19 -0.15
2 -0.36
20 0.08
21 0.08
22 0.28
3 -0.53
41 0.15
42 0.15
43 0.45
5 0.06
7 0.14

> <PUBCHEM_EFFECTIVE_ROTOR_COUNT>
2.2

> <PUBCHEM_PHARMACOPHORE_FEATURES>
7
1 1 acceptor
1 2 acceptor
1 3 donor
5 4 5 9 12 13 rings
6 15 17 18 19 20 21 rings
6 4 5 6 7 8 10 rings
6 6 7 11 15 16 17 rings

> <PUBCHEM_HEAVY_ATOM_COUNT>
22

> <PUBCHEM_ATOM_DEF_STEREO_COUNT>
4

> <PUBCHEM_ATOM_UDEF_STEREO_COUNT>
0

> <PUBCHEM_BOND_DEF_STEREO_COUNT>
0

> <PUBCHEM_BOND_UDEF_STEREO_COUNT>
0

> <PUBCHEM_ISOTOPIC_ATOM_COUNT>
0

> <PUBCHEM_COMPONENT_COUNT>
1

> <PUBCHEM_CACTVS_TAUTO_COUNT>
18

> <PUBCHEM_CONFORMER_ID>
0006B93000000001

> <PUBCHEM_MMFF94_ENERGY>
77.4693

> <PUBCHEM_FEATURE_SELFOVERLAP>
35.621

> <PUBCHEM_SHAPE_FINGERPRINT>
10 15 18339068411462457936
10967382 1 18412545448249795844
11578080 2 16556206006954120227
11796584 16 17240479229931783178
12011746 2 18410290315926708381
12107183 9 17980201889835291920
12236239 1 17894346696432366796
12403259 226 18339637936620340717
12403260 363 18343018922022056893
12633257 1 18200041628979400185
13140716 1 18411985728032633864
13544653 18 18335708242837959052
13675066 3 18261115200682180995
13862211 1 18411695452800192279
14178342 30 17766540723440242242
14790565 3 17689718979980113356
14866123 147 17693663614791947360
15042514 8 17978227158889268244
15196674 1 18411981347181835589
15352361 1 18410575084678922684
15442244 35 18412828001200130605
15536298 74 18343302586751684348
15788980 27 18334017185306333253
16945 1 18123198063137748861
17349148 13 17775568654211925263
17492 89 18267021854773321663
17804303 29 18411423890475774773
1813 80 17458344143682948604
19141452 34 18343301487524938855
19591789 44 18410853231050769255
200 152 18060699507306456357
20028762 73 18060413625398869751
20645477 70 18413389813456866542
21033648 29 17774991397696230169
21065198 57 18409730689861080025
21267235 1 18340214067268880062
21279426 13 18263922142478370677
21421861 104 18115014218078028698
221490 88 18263933317661436729
23402539 116 18272082786715368221
23559900 14 18410572864808552132
26918003 58 17968094256874200272
3004659 81 18260551083252211206
335352 9 18339080381034859437
34934 24 18341045307060733470
350125 39 18410856517560600276
351380 180 18411418427736218999
4214541 1 18411982451294528661
4921388 177 16226058837500138913
5104073 3 18341614801995707930
69090 78 18271805761166754343
9709674 26 18335986488352593627

> <PUBCHEM_SHAPE_MULTIPOLES>
435.14
10.78
2.53
0.86
2.35
0.21
0.26
-3.56
0.79
1.04
0.14
-0.31
-0.23
0

> <PUBCHEM_SHAPE_SELFOVERLAP>
948.901

> <PUBCHEM_SHAPE_VOLUME>
237.4

> <PUBCHEM_COORDINATE_TYPE>
2
5
10

$$$$

Download
PDB for HMDB0000010 (2-Methoxyestrone)
HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:       2-Methoxyestrone.mol                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      -3.185  -2.510   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.519  -3.280   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.185  -0.970   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.852  -0.200   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.852  -3.280   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.518  -2.510   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.816  -3.280   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.149  -2.510   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.149  -0.970   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.483  -0.200   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.948  -0.676   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.853   0.570   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.948   1.816   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.423   3.280   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.483   1.340   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.483   2.880   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.149   2.110   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.816   1.340   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.816  -0.200   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.518  -0.970   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.519  -0.200   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -5.853  -0.970   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       0.816  -1.740   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.149   0.570   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.483  -1.740   0.000  0.00  0.00           H+0
CONECT    1    2    3    5                                                  
CONECT    2    1                                                            
CONECT    3    1    4   21                                                  
CONECT    4    3   20                                                       
CONECT    5    1    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   19   24                                             
CONECT   10    9   11   15   25                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   10   16   17                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    9   20   23                                             
CONECT   20   19    4    6                                                  
CONECT   21   22    3                                                       
CONECT   22   21                                                            
CONECT   23   19                                                            
CONECT   24    9                                                            
CONECT   25   10                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

Download
3D PDB for HMDB0000010 (2-Methoxyestrone)
COMPND    https://cactus.nci.nih.gov/chemical/structure/%5BH%5D%5BC@@%5D12CCC(=O)%5BC@@... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  H   UNL     1       2.567   0.536   1.587  1.00  0.00           H  
HETATM    2  C   UNL     1       2.497   0.652   0.505  1.00  0.00           C  
HETATM    3  C   UNL     1       3.584   1.603  -0.013  1.00  0.00           C  
HETATM    4  C   UNL     1       4.854   0.709   0.009  1.00  0.00           C  
HETATM    5  C   UNL     1       4.372  -0.736  -0.063  1.00  0.00           C  
HETATM    6  O   UNL     1       5.050  -1.733  -0.001  1.00  0.00           O  
HETATM    7  C   UNL     1       2.883  -0.665  -0.225  1.00  0.00           C  
HETATM    8  C   UNL     1       2.541  -0.538  -1.710  1.00  0.00           C  
HETATM    9  C   UNL     1       2.066  -1.790   0.372  1.00  0.00           C  
HETATM   10  C   UNL     1       0.583  -1.501   0.070  1.00  0.00           C  
HETATM   11  C   UNL     1       0.178  -0.140   0.620  1.00  0.00           C  
HETATM   12  H   UNL     1       0.291  -0.167   1.704  1.00  0.00           H  
HETATM   13  C   UNL     1      -1.256   0.182   0.309  1.00  0.00           C  
HETATM   14  C   UNL     1      -1.671   1.470   0.045  1.00  0.00           C  
HETATM   15  C   UNL     1      -0.731   2.647   0.031  1.00  0.00           C  
HETATM   16  C   UNL     1       0.607   2.297   0.681  1.00  0.00           C  
HETATM   17  C   UNL     1       1.079   0.985   0.089  1.00  0.00           C  
HETATM   18  H   UNL     1       1.033   1.034  -0.999  1.00  0.00           H  
HETATM   19  C   UNL     1      -3.012   1.715  -0.228  1.00  0.00           C  
HETATM   20  C   UNL     1      -3.929   0.682  -0.244  1.00  0.00           C  
HETATM   21  O   UNL     1      -5.238   0.934  -0.512  1.00  0.00           O  
HETATM   22  C   UNL     1      -3.506  -0.618   0.017  1.00  0.00           C  
HETATM   23  O   UNL     1      -4.399  -1.645   0.001  1.00  0.00           O  
HETATM   24  C   UNL     1      -3.890  -2.951   0.278  1.00  0.00           C  
HETATM   25  C   UNL     1      -2.173  -0.860   0.293  1.00  0.00           C  
HETATM   26  H   UNL     1       3.360   1.931  -1.028  1.00  0.00           H  
HETATM   27  H   UNL     1       3.701   2.458   0.654  1.00  0.00           H  
HETATM   28  H   UNL     1       5.485   0.936  -0.850  1.00  0.00           H  
HETATM   29  H   UNL     1       5.409   0.872   0.933  1.00  0.00           H  
HETATM   30  H   UNL     1       2.903  -1.417  -2.243  1.00  0.00           H  
HETATM   31  H   UNL     1       1.460  -0.460  -1.829  1.00  0.00           H  
HETATM   32  H   UNL     1       3.017   0.355  -2.117  1.00  0.00           H  
HETATM   33  H   UNL     1       2.356  -2.738  -0.080  1.00  0.00           H  
HETATM   34  H   UNL     1       2.222  -1.830   1.450  1.00  0.00           H  
HETATM   35  H   UNL     1       0.426  -1.513  -1.008  1.00  0.00           H  
HETATM   36  H   UNL     1      -0.035  -2.272   0.531  1.00  0.00           H  
HETATM   37  H   UNL     1      -0.557   2.952  -1.001  1.00  0.00           H  
HETATM   38  H   UNL     1      -1.187   3.474   0.574  1.00  0.00           H  
HETATM   39  H   UNL     1       1.334   3.082   0.472  1.00  0.00           H  
HETATM   40  H   UNL     1       0.476   2.194   1.759  1.00  0.00           H  
HETATM   41  H   UNL     1      -3.340   2.724  -0.430  1.00  0.00           H  
HETATM   42  H   UNL     1      -5.464   0.884  -1.451  1.00  0.00           H  
HETATM   43  H   UNL     1      -4.704  -3.675   0.233  1.00  0.00           H  
HETATM   44  H   UNL     1      -3.132  -3.210  -0.462  1.00  0.00           H  
HETATM   45  H   UNL     1      -3.446  -2.965   1.273  1.00  0.00           H  
HETATM   46  H   UNL     1      -1.843  -1.868   0.496  1.00  0.00           H  
CONECT    1    2                                                      
CONECT    2    1    3    7   17                                       
CONECT    3    2    4   26   27                                       
CONECT    4    3    5   28   29                                       
CONECT    5    4    6    6    7                                       
CONECT    6    5    5                                                 
CONECT    7    5    2    8    9                                       
CONECT    8    7   30   31   32                                       
CONECT    9    7   10   33   34                                       
CONECT   10    9   11   35   36                                       
CONECT   11   10   12   13   17                                       
CONECT   12   11                                                      
CONECT   13   11   14   14   25                                       
CONECT   14   13   13   15   19                                       
CONECT   15   14   16   37   38                                       
CONECT   16   15   17   39   40                                       
CONECT   17   16    2   11   18                                       
CONECT   18   17                                                      
CONECT   19   14   20   20   41                                       
CONECT   20   19   19   21   22                                       
CONECT   21   20   42                                                 
CONECT   22   20   23   25   25                                       
CONECT   23   22   24                                                 
CONECT   24   23   43   44   45                                       
CONECT   25   22   22   13   46                                       
CONECT   26    3                                                      
CONECT   27    3                                                      
CONECT   28    4                                                      
CONECT   29    4                                                      
CONECT   30    8                                                      
CONECT   31    8                                                      
CONECT   32    8                                                      
CONECT   33    9                                                      
CONECT   34    9                                                      
CONECT   35   10                                                      
CONECT   36   10                                                      
CONECT   37   15                                                      
CONECT   38   15                                                      
CONECT   39   16                                                      
CONECT   40   16                                                      
CONECT   41   19                                                      
CONECT   42   21                                                      
CONECT   43   24                                                      
CONECT   44   24                                                      
CONECT   45   24                                                      
CONECT   46   25                                                      
MASTER        0    0    0    0    0    0    0    0   46    0   46    0
END

Download
SMILES for HMDB0000010 (2-Methoxyestrone)
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(OC)=C3
Download
INCHI for HMDB0000010 (2-Methoxyestrone)
InChI=1S/C19H24O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,20H,3-8H2,1-2H3/t12-,13+,15-,19-/m0/s1
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
2-(8S,9S,13S,14S)-3-Hydroxy-2-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-oneHMDB
2-Hydroxyestrone 2-methyl etherHMDB
2-Methoxy-17-oxoestra-1,3,5(10)-trien-3-olHMDB
2-Methoxy-3-hydroxyestra-1,3,5(10)-trien-17-oneHMDB
3-Hydroxy-2-methoxy-estra-1,3,5(10)-trien-17-oneHMDB
3-Hydroxy-2-methoxyestra-1,3,5(10)-trien-17-oneHMDB
Methoxy-estroneHMDB
Chemical FormulaC19H24O3
Average Molecular Weight300.3921
Monoisotopic Molecular Weight300.172544634
IUPAC Name(1S,10R,11S,15S)-5-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one
Traditional Name(1S,10R,11S,15S)-5-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one
CAS Registry Number362-08-3
SMILES
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(OC)=C3
InChI Identifier
InChI=1S/C19H24O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,20H,3-8H2,1-2H3/t12-,13+,15-,19-/m0/s1
InChI KeyWHEUWNKSCXYKBU-QPWUGHHJSA-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.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassEstrane steroids  
Direct ParentEstrogens and derivatives  
Alternative Parents
Substituents
  • Estrogen-skeleton
    • 

  • 3-hydroxysteroid
    • 

  • Oxosteroid
    • 

  • 17-oxosteroid
    • 

  • Hydroxysteroid
    • 

  • Phenanthrene
    • 

  • Tetralin
    • 

  • Anisole
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Ketone
    • 

  • Ether
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect:
Disposition
Route of exposure:
Source:
Biological location:
Process
Naturally occurring process:
Role
Biological role:
Industrial application:
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point187.0 - 189.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0075 g/LALOGPS
logP3.5ALOGPS
logP4.15ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)10.29ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity85.55 m³·mol⁻¹ChemAxon
Polarizability34.34 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
GC-MS
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - GC-MS (1 MEOX; 1 TMS)splash10-0v00-3962100000-dc012225743e8174ee722014-06-16View Spectrum
GC-MSGC-MS Spectrum - GC-MS (1 MEOX; 1 TMS)splash10-0ufr-4962100000-5be9e66baad9de6950432014-06-16View Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0v00-3962100000-dc012225743e8174ee722017-09-12View Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0ufr-4962100000-5be9e66baad9de6950432017-09-12View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fg9-1390000000-61eb2b2fc7bb1d35c4352017-09-01View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-072c-1059000000-ebdce86a42908f5f5ea52017-10-06View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0fg9-1390000000-61eb2b2fc7bb1d35c4352021-09-05View Spectrum
LC-MS/MS
Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0udi-0119000000-0bdc31d3bf6c50adcb9b2012-07-24View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-000i-0920000000-5046a6edcda6f0db50bb2012-07-24View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0fa9-1900000000-dcf45f9d5075089379622012-07-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  10V, Positivesplash10-0udi-0129000000-5f9334f16cca6272fe082017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  20V, Positivesplash10-0g4i-0793000000-494025fc807309cad4032017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  40V, Positivesplash10-0fe0-5690000000-938674197a273bfc325f2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  10V, Negativesplash10-0002-0090000000-141b03af24d67c29ebc02017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  20V, Negativesplash10-0002-0090000000-5f7c58555ff69013e2002017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  40V, Negativesplash10-055f-1090000000-88737d24caa85f3a66222017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  10V, Positivesplash10-0udi-0029000000-df48a14f457e57ae7b362021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  20V, Positivesplash10-0zir-1493000000-8cc03c225697e74b97e22021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  40V, Positivesplash10-0f97-3920000000-38e67b46e7413078ae092021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  10V, Negativesplash10-0002-0090000000-dd82c6133109d0e6e28e2021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  20V, Negativesplash10-0002-0090000000-03c0532ee78fc6f18ec62021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  40V, Negativesplash10-0159-0190000000-1cadf82cc0f992845f312021-09-07View Spectrum
NMR
Spectrum TypeDescriptionDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, 100%_DMSO, experimental)2012-12-04View Spectrum
2D NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, 100%_DMSO, predicted)2012-12-04View Spectrum
Biological Properties
Cellular Locations
  • Extracellular
    • 

  • Membrane
Biospecimen Locations
  • Blood
    • 

  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
 
Normal
      Not Available
  details
UrineDetected and Quantified0.005 (0.004-0.006) umol/mmol creatinineAdult (>18 years old)BothNormal  details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified0.025 (0.02-0.03) umol/mmol creatinineAdult (>18 years old)BothProlactinoma  details
Associated Disorders and Diseases
Disease References
Prolactinoma
  1. Lee SH, Nam SY, Chung BC: Altered profile of endogenous steroids in the urine of patients with prolactinoma. Clin Biochem. 1998 Oct;31(7):529-35. [PubMed:9812172  ] 
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021868  
KNApSAcK IDNot Available
Chemspider ID389515  
KEGG Compound IDC05299  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Methoxyestrone  
METLIN ID2578  
PubChem Compound440624  
PDB IDNot Available
ChEBI ID1189  
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000004  
References
Synthesis ReferenceStoelwinder, Johannes; Moers, Nicolaas Elisabeth Cornelis. Process for the preparation 2-substituted derivatives of estrone and estradiol.PCT Int. Appl.  (2006), 40 pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Lee SH, Nam SY, Chung BC: Altered profile of endogenous steroids in the urine of patients with prolactinoma. Clin Biochem. 1998 Oct;31(7):529-35. [PubMed:9812172  ] 
  2. Longcope C, Flood C, Femino A, Williams KI: Metabolism of 2-methoxyestrone in normal men. J Clin Endocrinol Metab. 1983 Aug;57(2):277-82. [PubMed:6863476  ] 
  3. Ball P, Reu G, Schwab J, Knuppen R: Radioimmunoassay of 2-hydroxyesterone and 2-methoxyestrone in human urine. Steroids. 1979 May;33(5):563-76. [PubMed:462497  ] 
  4. Lewis KM, Archer RD: pKa values of estrone, 17 beta-estradiol and 2-methoxyestrone. Steroids. 1979 Nov;34(5):485-99. [PubMed:516114  ] 
  5. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487  ] 
  6. 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  ] 
  7. 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  ] 
  8. 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  ] 
  9. Bhavnani BR, Nisker JA, Martin J, Aletebi F, Watson L, Milne JK: Comparison of pharmacokinetics of a conjugated equine estrogen preparation (premarin) and a synthetic mixture of estrogens (C.E.S.) in postmenopausal women. J Soc Gynecol Investig. 2000 May-Jun;7(3):175-83. doi: 10.1016/s1071-5576(00)00049-6. [PubMed:10865186  ] 
  10.  (). S. Kraychy, T. F. Gallagher. 2-Methoxyestrone, A Metabolite of Estradiol-17β in the Human. J. Am. Chem. Soc., 1957, 79 (3), pp 754–754. . 
  11.  (). Miyazaki M, Fishman J. Isomeric aryl monsulfates of estrogen catechols. J Org Chem. 1968 Feb;33(2):662-4. . 
  12.  (). Shimada, K. et al., J. Chromatogr., 1979, 178, 350, (HPLC). . 
  13.  (). Gelbke, H.P. et al., Steroids, 1973, 21, 205, (synthesis, PMR). . 
  14.  (). Douglas GH, Walk CR, Smith H. Totally synthetic steroid hormones. V. (+ -)-2,3-Dimethoxyestra-1,3,5(10)-trien-17-beta-ol and some congeners. J Med Chem. 1966 Jan;9(1):27-9.. . 
  15. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press. 
  Only showing the first  10 proteins. There  are 23 proteins in total. 
Show all enzymes and transporters
Enzymes
  Enzyme Details
1. Catechol O-methyltransferase
General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.

Gene Name:
COMT
Uniprot ID:
P21964  
Molecular weight:
30036.77
Reactions
2-Hydroxyestrone + S-Adenosylmethionine → 2-Methoxyestrone + S-Adenosylhomocysteinedetails
  Enzyme Details
2. UDP-glucuronosyltransferase 2B28
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme has glucuronidating capacity with steroid substrates such as 5-beta-androstane 3-alpha,17-beta-diol, estradiol, ADT, eugenol and bile acids. Only isoform 1 seems to be active.

Gene Name:
UGT2B28
Uniprot ID:
Q9BY64  
Molecular weight:
38742.9
Reactions
2-Methoxyestrone + Uridine diphosphate glucuronic acid → 2-Methoxyestrone 3-glucuronide + Uridine 5'-diphosphatedetails
  Enzyme Details
3. UDP-glucuronosyltransferase 2B4
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as estriol, 4-hydroxyestrone and 2-hydroxyestriol) and xenobiotics (such as 4-methylumbelliferone, 1-naphthol, 4-nitrophenol, 2-aminophenol, 4-hydroxybiphenyl and menthol). It is capable of 6 alpha-hydroxyglucuronidation of hyodeoxycholic acid.

Gene Name:
UGT2B4
Uniprot ID:
P06133  
Molecular weight:
60512.035
Reactions
2-Methoxyestrone + Uridine diphosphate glucuronic acid → 2-Methoxyestrone 3-glucuronide + Uridine 5'-diphosphatedetails
  Enzyme Details
4. UDP-glucuronosyltransferase 1-4
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.

Gene Name:
UGT1A4
Uniprot ID:
P22310  
Molecular weight:
60024.535
Reactions
2-Methoxyestrone + Uridine diphosphate glucuronic acid → 2-Methoxyestrone 3-glucuronide + Uridine 5'-diphosphatedetails
  Enzyme Details
5. UDP-glucuronosyltransferase 2B10
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.

Gene Name:
UGT2B10
Uniprot ID:
P36537  
Molecular weight:
60773.485
Reactions
2-Methoxyestrone + Uridine diphosphate glucuronic acid → 2-Methoxyestrone 3-glucuronide + Uridine 5'-diphosphatedetails
  Enzyme Details
6. UDP-glucuronosyltransferase 2B7
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).

Gene Name:
UGT2B7
Uniprot ID:
P16662  
Molecular weight:
60720.15
Reactions
2-Methoxyestrone + Uridine diphosphate glucuronic acid → 2-Methoxyestrone 3-glucuronide + Uridine 5'-diphosphatedetails
  Enzyme Details
7. UDP-glucuronosyltransferase 2B15
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme displays activity toward several classes of xenobiotic substrates, including simple phenolic compounds, 7-hydroxylated coumarins, flavonoids, anthraquinones, and certain drugs and their hydroxylated metabolites. It also catalyzes the glucuronidation of endogenous estrogens and androgens.

Gene Name:
UGT2B15
Uniprot ID:
P54855  
Molecular weight:
61035.815
Reactions
2-Methoxyestrone + Uridine diphosphate glucuronic acid → 2-Methoxyestrone 3-glucuronide + Uridine 5'-diphosphatedetails
  Enzyme Details
8. UDP-glucuronosyltransferase 2A1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDP-glucuronosyltransferases catalyze phase II biotransformation reactions in which lipophilic substrates are conjugated with glucuronic acid to increase water solubility and enhance excretion. They are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Active on odorants and seems to be involved in olfaction; it could help clear lipophilic odorant molecules from the sensory epithelium.

Gene Name:
UGT2A1
Uniprot ID:
Q9Y4X1  
Molecular weight:
60771.605
Reactions
2-Methoxyestrone + Uridine diphosphate glucuronic acid → 2-Methoxyestrone 3-glucuronide + Uridine 5'-diphosphatedetails
  Enzyme Details
9. UDP-glucuronosyltransferase 1-1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.

Gene Name:
UGT1A1
Uniprot ID:
P22309  
Molecular weight:
59590.91
Reactions
2-Methoxyestrone + Uridine diphosphate glucuronic acid → 2-Methoxyestrone 3-glucuronide + Uridine 5'-diphosphatedetails
  Enzyme Details
10. UDP-glucuronosyltransferase 1-9
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.

Gene Name:
UGT1A9
Uniprot ID:
O60656  
Molecular weight:
59940.495
Reactions
2-Methoxyestrone + Uridine diphosphate glucuronic acid → 2-Methoxyestrone 3-glucuronide + Uridine 5'-diphosphatedetails
  Only showing the first  10 proteins. There  are 23 proteins in total. 
Show all enzymes and transporters