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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:17:47 UTC

Update Date

2021-09-26 22:53:32 UTC

HMDB ID

HMDB0245202

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Methoxyestriol

Description

2-Methoxyestriol belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Based on a literature review a significant number of articles have been published on 2-Methoxyestriol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-methoxyestriol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Methoxyestriol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0245202
     RDKit          3D
2-Methoxyestriol
 49 52  0  0  0  0  0  0  0  0999 V2000
    4.6683   -1.1305    2.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0763   -1.0257    1.6046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128   -0.7591    0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7839   -0.5987    0.9500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8035   -0.3354    0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1315   -0.2210   -1.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537   -0.3786   -1.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -0.6459   -0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7663   -0.7972   -1.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1591    0.0576   -2.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926    0.4380   -1.9030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207    0.8691   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3991   -0.1742    0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3640   -1.4506    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8390   -1.3008    0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3437    0.0567    0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    0.2088    2.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711    0.1578    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8759   -0.5926   -1.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8512    1.6352   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747    1.8669   -1.2525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    1.7776   -1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5833    1.1845    0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1641   -0.1585    3.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5281   -1.2313    3.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847   -1.9082    3.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5367   -0.6929    2.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7452   -0.2953   -2.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4689   -0.9890   -0.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784   -0.8607   -3.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290    0.8524   -3.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9195   -0.3921   -2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6008    1.3053   -2.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4187    1.7776   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338    0.1241    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922   -1.9152   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0308   -2.1807    1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2292   -2.0005    1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3398   -1.6719   -0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4657    0.6389    2.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7079    0.9234    2.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4207   -0.7775    2.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5221   -0.1032    0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4702   -0.0835   -1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779    2.2829    0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6908    2.6322   -1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2544    2.8079   -1.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5492    1.0914   -1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4918    1.9825    0.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  8  3  1  0
 23 12  1  0
 13  5  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
M  END

  Mrv1533004191514282D          

 23 26  0  0  0  0            999 V2000
   -1.1613   -0.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492   -0.8011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -1.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -1.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266   -1.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -1.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -1.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228   -0.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -1.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.8571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168   -2.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7927   -2.5812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -2.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -2.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -3.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -3.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -2.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098   -2.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  5 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245202

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(CCC3C4CC(O)C(O)C4(C)CCC23)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O4/c1-19-6-5-11-12(14(19)9-16(21)18(19)22)4-3-10-7-15(20)17(23-2)8-13(10)11/h7-8,11-12,14,16,18,20-22H,3-6,9H2,1-2H3

> <INCHI_KEY>
PEXPJFWTSZLEAQ-UHFFFAOYSA-N

> <FORMULA>
C19H26O4

> <MOLECULAR_WEIGHT>
318.413

> <EXACT_MASS>
318.183109317

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
35.89733677509666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-5,13,14-triol

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
2.5129264556666673

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.624078468164349

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.290693910013763

> <JCHEM_PKA_STRONGEST_BASIC>
-3.156535388177904

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
87.7294

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-5,13,14-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245202
     RDKit          3D
2-Methoxyestriol
 49 52  0  0  0  0  0  0  0  0999 V2000
    4.6683   -1.1305    2.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0763   -1.0257    1.6046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128   -0.7591    0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7839   -0.5987    0.9500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8035   -0.3354    0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1315   -0.2210   -1.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537   -0.3786   -1.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -0.6459   -0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7663   -0.7972   -1.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1591    0.0576   -2.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926    0.4380   -1.9030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207    0.8691   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3991   -0.1742    0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3640   -1.4506    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8390   -1.3008    0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3437    0.0567    0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    0.2088    2.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711    0.1578    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8759   -0.5926   -1.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8512    1.6352   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747    1.8669   -1.2525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    1.7776   -1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5833    1.1845    0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1641   -0.1585    3.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5281   -1.2313    3.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847   -1.9082    3.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5367   -0.6929    2.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7452   -0.2953   -2.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4689   -0.9890   -0.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784   -0.8607   -3.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290    0.8524   -3.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9195   -0.3921   -2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6008    1.3053   -2.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4187    1.7776   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338    0.1241    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922   -1.9152   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0308   -2.1807    1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2292   -2.0005    1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3398   -1.6719   -0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4657    0.6389    2.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7079    0.9234    2.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4207   -0.7775    2.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5221   -0.1032    0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4702   -0.0835   -1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779    2.2829    0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6908    2.6322   -1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2544    2.8079   -1.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5492    1.0914   -1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4918    1.9825    0.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  8  3  1  0
 23 12  1  0
 13  5  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
M  END

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -2.168  -1.766   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.652  -1.495   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.341  -2.673   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.857  -2.402   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.850  -3.579   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.366  -3.308   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.889  -1.859   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.405  -1.588   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.398  -2.766   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.069  -1.380   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.937  -2.816   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.882  -1.600   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.365  -4.295   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.813  -4.818   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.090  -5.159   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.874  -4.214   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.358  -4.485   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.835  -5.934   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.319  -6.205   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.326  -5.027   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.810  -5.298   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.182  -4.121   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.698  -4.392   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   16                                             
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15    9   17                                                  
CONECT   17   16    6   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    5   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21    3   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0245202
HETATM    1  C1  UNL     1       4.668  -1.130   2.956  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.076  -1.026   1.605  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.113  -0.759   0.622  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.784  -0.599   0.950  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.804  -0.335   0.015  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.131  -0.221  -1.316  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.454  -0.379  -1.659  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.449  -0.646  -0.710  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.766  -0.797  -1.099  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.159   0.058  -2.385  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.193   0.438  -1.903  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.221   0.869  -0.467  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.399  -0.174   0.430  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.364  -1.451   0.252  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.839  -1.301   0.287  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.344   0.057   0.606  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.487   0.209   2.117  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.771   0.158   0.049  1.00  0.00           C  
HETATM   19  O3  UNL     1      -3.876  -0.593  -1.129  1.00  0.00           O  
HETATM   20  C17 UNL     1      -3.851   1.635  -0.361  1.00  0.00           C  
HETATM   21  O4  UNL     1      -4.875   1.867  -1.253  1.00  0.00           O  
HETATM   22  C18 UNL     1      -2.487   1.778  -1.050  1.00  0.00           C  
HETATM   23  C19 UNL     1      -1.583   1.185   0.010  1.00  0.00           C  
HETATM   24  H1  UNL     1       4.164  -0.159   3.229  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.528  -1.231   3.618  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.885  -1.908   3.100  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.537  -0.693   2.019  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.745  -0.295  -2.693  1.00  0.00           H  
HETATM   29  H6  UNL     1       6.469  -0.989  -0.403  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.078  -0.861  -3.039  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.529   0.852  -3.085  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.920  -0.392  -2.105  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.601   1.305  -2.501  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.419   1.778  -0.385  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.334   0.124   1.481  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.092  -1.915  -0.735  1.00  0.00           H  
HETATM   37  H14 UNL     1       0.031  -2.181   1.012  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.229  -2.001   1.083  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.340  -1.672  -0.654  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.466   0.639   2.401  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.708   0.923   2.457  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.421  -0.777   2.605  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.522  -0.103   0.798  1.00  0.00           H  
HETATM   44  H21 UNL     1      -4.470  -0.083  -1.733  1.00  0.00           H  
HETATM   45  H22 UNL     1      -3.878   2.283   0.538  1.00  0.00           H  
HETATM   46  H23 UNL     1      -4.691   2.632  -1.839  1.00  0.00           H  
HETATM   47  H24 UNL     1      -2.254   2.808  -1.307  1.00  0.00           H  
HETATM   48  H25 UNL     1      -2.549   1.091  -1.936  1.00  0.00           H  
HETATM   49  H26 UNL     1      -1.492   1.982   0.805  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   27
CONECT    5    6    6   13
CONECT    6    7   10
CONECT    7    8    8   28
CONECT    8    9
CONECT    9   29
CONECT   10   11   30   31
CONECT   11   12   32   33
CONECT   12   13   23   34
CONECT   13   14   35
CONECT   14   15   36   37
CONECT   15   16   38   39
CONECT   16   17   18   23
CONECT   17   40   41   42
CONECT   18   19   20   43
CONECT   19   44
CONECT   20   21   22   45
CONECT   21   46
CONECT   22   23   47   48
CONECT   23   49
END

HMDB0245202
     RDKit          3D
2-Methoxyestriol
 49 52  0  0  0  0  0  0  0  0999 V2000
    4.6683   -1.1305    2.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0763   -1.0257    1.6046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128   -0.7591    0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7839   -0.5987    0.9500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8035   -0.3354    0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1315   -0.2210   -1.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537   -0.3786   -1.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -0.6459   -0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7663   -0.7972   -1.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1591    0.0576   -2.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926    0.4380   -1.9030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207    0.8691   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3991   -0.1742    0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3640   -1.4506    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8390   -1.3008    0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3437    0.0567    0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    0.2088    2.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7711    0.1578    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8759   -0.5926   -1.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8512    1.6352   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747    1.8669   -1.2525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    1.7776   -1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5833    1.1845    0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1641   -0.1585    3.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5281   -1.2313    3.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847   -1.9082    3.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5367   -0.6929    2.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7452   -0.2953   -2.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4689   -0.9890   -0.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784   -0.8607   -3.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290    0.8524   -3.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9195   -0.3921   -2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6008    1.3053   -2.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4187    1.7776   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338    0.1241    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922   -1.9152   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0308   -2.1807    1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2292   -2.0005    1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3398   -1.6719   -0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4657    0.6389    2.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7079    0.9234    2.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4207   -0.7775    2.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5221   -0.1032    0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4702   -0.0835   -1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779    2.2829    0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6908    2.6322   -1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2544    2.8079   -1.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5492    1.0914   -1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4918    1.9825    0.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  8  3  1  0
 23 12  1  0
 13  5  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₆O₄

Average Molecular Weight

318.413

Monoisotopic Molecular Weight

318.183109317

IUPAC Name

4-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-5,13,14-triol

Traditional Name

4-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-5,13,14-triol

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(CCC3C4CC(O)C(O)C4(C)CCC23)C=C1O

InChI Identifier

InChI=1S/C19H26O4/c1-19-6-5-11-12(14(19)9-16(21)18(19)22)4-3-10-7-15(20)17(23-2)8-13(10)11/h7-8,11-12,14,16,18,20-22H,3-6,9H2,1-2H3

InChI Key

PEXPJFWTSZLEAQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents

Substituents

Estrogen-skeleton
3-hydroxysteroid
17-hydroxysteroid
16-hydroxysteroid
Hydroxysteroid
Phenanthrene
Tetralin
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Cyclic alcohol
1,2-diol
Secondary alcohol
Polyol
Ether
Organic oxygen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.44	ALOGPS
logP	2.51	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	10.29	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.92 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	87.73 m³·mol⁻¹	ChemAxon
Polarizability	35.9 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	210.54	30932474
DeepCCS	[M+Na]+	185.892	30932474
AllCCS	[M+H]+	179.0	32859911
AllCCS	[M+H-H2O]+	175.9	32859911
AllCCS	[M+NH4]+	181.8	32859911
AllCCS	[M+Na]+	182.6	32859911
AllCCS	[M-H]-	182.2	32859911
AllCCS	[M+Na-2H]-	182.2	32859911
AllCCS	[M+HCOO]-	182.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Methoxyestriol	COC1=CC2=C(CCC3C4CC(O)C(O)C4(C)CCC23)C=C1O	3809.4	Standard polar	33892256
2-Methoxyestriol	COC1=CC2=C(CCC3C4CC(O)C(O)C4(C)CCC23)C=C1O	2779.9	Standard non polar	33892256
2-Methoxyestriol	COC1=CC2=C(CCC3C4CC(O)C(O)C4(C)CCC23)C=C1O	2991.6	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 - 2-Methoxyestriol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-1392000000-06e18b88bbffb50d40e8	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyestriol GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyestriol 10V, Positive-QTOF	splash10-014i-0009000000-d65378ebbf83f073a078	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyestriol 20V, Positive-QTOF	splash10-066r-0298000000-8dd13be1f0a0622adb91	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyestriol 40V, Positive-QTOF	splash10-0a4i-2591000000-697ee82749d7fb2b3a09	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyestriol 10V, Negative-QTOF	splash10-014i-0009000000-9c9a5615e70cdf418e9b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyestriol 20V, Negative-QTOF	splash10-014i-0059000000-01b6f9f754411502e988	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyestriol 40V, Negative-QTOF	splash10-00ls-0092000000-a6a51c844da54be40084	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

546430

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

2-Methoxyestriol

METLIN ID

Not Available

PubChem Compound

629183

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2-Methoxyestriol (HMDB0245202)

MOL for HMDB0245202 (2-Methoxyestriol)

3D MOL for HMDB0245202 (2-Methoxyestriol)

3D SDF for HMDB0245202 (2-Methoxyestriol)

3D-SDF for HMDB0245202 (2-Methoxyestriol)

PDB for HMDB0245202 (2-Methoxyestriol)

3D PDB for HMDB0245202 (2-Methoxyestriol)

SMILES for HMDB0245202 (2-Methoxyestriol)

INCHI for HMDB0245202 (2-Methoxyestriol)

Structure for HMDB0245202 (2-Methoxyestriol)

3D Structure for HMDB0245202 (2-Methoxyestriol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra