NP-MRD: Showing NP-Card for Estriol (NP0000940)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2021-10-07 20:39:14 UTC

NP-MRD ID

NP0000940

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Estriol

Description

Estriol is a metabolite of estrone metabolized via 16alpha-hydroxyestrone through the enzyme 16alpha-hydroxysteroid dehydrogenase (EC 1.1.1.147) Or to 2- or 4-hydroxyestrone (catechol estrogens) by the action of catecho-O-methyltransferase (EC 2.1.1.6). The latter metabolites can be formed in the brain and may compete with receptors for catecholamines. Metabolites are conjugated with sulfate or glucuronide before excretion by the kidney. During pregnancy, estriol constitutes 60-70% of the total estrogens, increasing to 300-500-fold in relation to non-pregnant women. The late term human fetus produces relatively large amounts of 16 alphahydroxy DHEA, which serves the mother as a precursor of estriol. It has been shown that 90% of the precursors for the formation of estriol are of fetal origin. If abnormal maternal serum screening results, specifically low levels of unconjugated estriol in the second trimester are detected, a diagnosis of Smith-Lemli-Opitz syndrome (SLOS),or RSH is suspected. SLOS is an autosomal recessive disorder caused by mutations of the gene encoding 7-dehydrocholesterol reductase (EC 1.3.1.21, DHCR7). (PMID: 16202579 , 16112271 , 16097001 ).

Structure

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

HMDB0000153
     RDKit          3D
Estriol
 45 48  0  0  0  0  0  0  0  0999 V2000
   -2.0881    1.1969    1.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -0.2575    0.6820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3178   -1.0986    1.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1689   -1.1076    1.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7857   -0.7655    0.3453 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1965   -0.4122    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9929   -0.3655    1.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3170   -0.0198    1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9007    0.2908    0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2410    0.6391    0.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1052    0.2429   -0.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7927   -0.0997   -0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -0.1588   -2.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033    0.7140   -1.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0232    0.2848   -0.4409 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3079   -0.3829   -0.6801 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2296    0.3023   -1.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5984    0.1010   -0.9590 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4867   -0.5122   -1.8293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3712   -0.7107    0.3042 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3361   -0.4201    1.2650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0640    1.4066    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122    1.4426    1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9950    1.8910    0.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7513   -2.1385    1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6959   -0.7560    2.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5222   -0.4234    2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5180   -2.1099    1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7037   -1.6883   -0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5369   -0.6077    2.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9484    0.0206    2.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8365    0.6778    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4837    0.4732   -1.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906    0.2859   -2.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5832   -1.2060   -2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081    0.7532   -2.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173    1.7566   -1.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761    1.1672    0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083   -1.4563   -0.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2447   -0.2227   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    1.3604   -1.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9578    1.0989   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1207    0.1249   -2.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3804   -1.8042    0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2030   -1.0460    2.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 16  2  1  0
 20  2  1  0
 15  5  1  0
 12  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  7 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  1
 16 39  1  6
 17 40  1  0
 17 41  1  0
 18 42  1  1
 19 43  1  0
 20 44  1  6
 21 45  1  0
M  END


  Mrv1652309152018252D          

 24 27  0  0  0  0            999 V2000
10001.078110001.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8009 9998.1252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.364510000.1943    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6525 9998.9603    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0781 9998.9603    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2277 9999.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5133 9999.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5133 9998.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2277 9998.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9386 9999.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9386 9998.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6531 9998.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3676 9998.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.365610001.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.651110000.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6511 9999.7870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3656 9999.3746    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.864810000.8671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.080210000.6121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.0801 9999.7871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8648 9999.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.349610000.1996    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.119710001.6517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.174610000.1996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8  2  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 11  1  0  0  0  0
 10  6  1  0  0  0  0
 16 10  1  0  0  0  0
 16  4  1  6  0  0  0
 13 17  1  0  0  0  0
 17  3  1  1  0  0  0
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 23  1  1  0  0  0
 22 24  1  6  0  0  0
 17 20  1  0  0  0  0
 20  5  1  6  0  0  0
 14 19  1  0  0  0  0
 19  1  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0000940

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1

> <INCHI_KEY>
PROQIPRRNZUXQM-ZXXIGWHRSA-N

> <FORMULA>
C18H24O3

> <MOLECULAR_WEIGHT>
288.3814

> <EXACT_MASS>
288.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.08429086433415

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,10R,11S,13R,14R,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,13,14-triol

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
2.6705977213333343

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.6240954646046

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.326834303487214

> <JCHEM_PKA_STRONGEST_BASIC>
-3.15653538815926

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
81.2662

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,10R,11S,13R,14R,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,13,14-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000153
     RDKit          3D
Estriol
 45 48  0  0  0  0  0  0  0  0999 V2000
   -2.0881    1.1969    1.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -0.2575    0.6820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3178   -1.0986    1.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1689   -1.1076    1.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7857   -0.7655    0.3453 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1965   -0.4122    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9929   -0.3655    1.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3170   -0.0198    1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9007    0.2908    0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2410    0.6391    0.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1052    0.2429   -0.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7927   -0.0997   -0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -0.1588   -2.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033    0.7140   -1.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0232    0.2848   -0.4409 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3079   -0.3829   -0.6801 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2296    0.3023   -1.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5984    0.1010   -0.9590 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4867   -0.5122   -1.8293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3712   -0.7107    0.3042 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3361   -0.4201    1.2650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0640    1.4066    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122    1.4426    1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9950    1.8910    0.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7513   -2.1385    1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6959   -0.7560    2.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5222   -0.4234    2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5180   -2.1099    1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7037   -1.6883   -0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5369   -0.6077    2.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9484    0.0206    2.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8365    0.6778    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4837    0.4732   -1.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906    0.2859   -2.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5832   -1.2060   -2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081    0.7532   -2.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173    1.7566   -1.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761    1.1672    0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083   -1.4563   -0.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2447   -0.2227   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    1.3604   -1.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9578    1.0989   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1207    0.1249   -2.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3804   -1.8042    0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2030   -1.0460    2.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 16  2  1  0
 20  2  1  0
 15  5  1  0
 12  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  7 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  1
 16 39  1  6
 17 40  1  0
 17 41  1  0
 18 42  1  1
 19 43  1  0
 20 44  1  6
 21 45  1  0
M  END

HEADER    PROTEIN                                 15-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-SEP-20         0                                  
HETATM    1  C   UNK     0    8668.6798669.359   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8660.6958663.167   0.000  0.00  0.00           O+0
HETATM    3  H   UNK     0    8667.3478667.029   0.000  0.00  0.00           H+0
HETATM    4  H   UNK     0    8666.0188664.726   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8668.6798664.726   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0    8663.3588666.255   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8662.0258665.485   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8662.0258663.945   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8663.3588663.175   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8664.6858665.485   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.6858663.945   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8666.0198663.175   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8667.3538663.945   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8667.3498668.579   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8666.0158667.809   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8666.0158666.269   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8667.3498665.499   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8670.1488668.285   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8668.6838667.809   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8668.6838666.269   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8670.1488665.793   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8671.0538667.039   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8670.6238669.750   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0    8672.5938667.039   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2    8                                                            
CONECT    3   17                                                            
CONECT    4   16                                                            
CONECT    5   20                                                            
CONECT    6    7   10                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9    2                                                  
CONECT    9    8   11                                                       
CONECT   10   11    6   16                                                  
CONECT   11   10   12    9                                                  
CONECT   12   11   13                                                       
CONECT   13   12   17                                                       
CONECT   14   15   19                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   10    4                                             
CONECT   17   16   13    3   20                                             
CONECT   18   19   22   23                                                  
CONECT   19   18   20   14    1                                             
CONECT   20   19   21   17    5                                             
CONECT   21   20   22                                                       
CONECT   22   18   21   24                                                  
CONECT   23   18                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0000153
HETATM    1  C1  UNL     1      -2.088   1.197   1.102  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.000  -0.257   0.682  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.318  -1.099   1.711  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.169  -1.108   1.644  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.786  -0.766   0.345  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.197  -0.412   0.364  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.993  -0.366   1.486  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.317  -0.020   1.366  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.901   0.291   0.142  1.00  0.00           C  
HETATM   10  O1  UNL     1       6.241   0.639   0.032  1.00  0.00           O  
HETATM   11  C10 UNL     1       4.105   0.243  -0.969  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.793  -0.100  -0.850  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.887  -0.159  -2.055  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.703   0.714  -1.685  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.023   0.285  -0.441  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.308  -0.383  -0.680  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.230   0.302  -1.583  1.00  0.00           C  
HETATM   18  C17 UNL     1      -3.598   0.101  -0.959  1.00  0.00           C  
HETATM   19  O2  UNL     1      -4.487  -0.512  -1.829  1.00  0.00           O  
HETATM   20  C18 UNL     1      -3.371  -0.711   0.304  1.00  0.00           C  
HETATM   21  O3  UNL     1      -4.336  -0.420   1.265  1.00  0.00           O  
HETATM   22  H1  UNL     1      -3.064   1.407   1.591  1.00  0.00           H  
HETATM   23  H2  UNL     1      -1.312   1.443   1.865  1.00  0.00           H  
HETATM   24  H3  UNL     1      -1.995   1.891   0.250  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.751  -2.138   1.603  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.696  -0.756   2.702  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.522  -0.423   2.471  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.518  -2.110   1.975  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.704  -1.688  -0.311  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.537  -0.608   2.431  1.00  0.00           H  
HETATM   31  H10 UNL     1       4.948   0.021   2.231  1.00  0.00           H  
HETATM   32  H11 UNL     1       6.836   0.678   0.842  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.484   0.473  -1.977  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.391   0.286  -2.914  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.583  -1.206  -2.194  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.008   0.753  -2.540  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.117   1.757  -1.583  1.00  0.00           H  
HETATM   38  H17 UNL     1      -0.076   1.167   0.249  1.00  0.00           H  
HETATM   39  H18 UNL     1      -1.208  -1.456  -0.883  1.00  0.00           H  
HETATM   40  H19 UNL     1      -2.245  -0.223  -2.576  1.00  0.00           H  
HETATM   41  H20 UNL     1      -2.018   1.360  -1.801  1.00  0.00           H  
HETATM   42  H21 UNL     1      -3.958   1.099  -0.638  1.00  0.00           H  
HETATM   43  H22 UNL     1      -5.121   0.125  -2.243  1.00  0.00           H  
HETATM   44  H23 UNL     1      -3.380  -1.804   0.049  1.00  0.00           H  
HETATM   45  H24 UNL     1      -4.203  -1.046   2.006  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   16   20
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   15   29
CONECT    6    7    7   12
CONECT    7    8   30
CONECT    8    9    9   31
CONECT    9   10   11
CONECT   10   32
CONECT   11   12   12   33
CONECT   12   13
CONECT   13   14   34   35
CONECT   14   15   36   37
CONECT   15   16   38
CONECT   16   17   39
CONECT   17   18   40   41
CONECT   18   19   20   42
CONECT   19   43
CONECT   20   21   44
CONECT   21   45
END

HMDB0000153
     RDKit          3D
Estriol
 45 48  0  0  0  0  0  0  0  0999 V2000
   -2.0881    1.1969    1.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -0.2575    0.6820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3178   -1.0986    1.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1689   -1.1076    1.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7857   -0.7655    0.3453 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1965   -0.4122    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9929   -0.3655    1.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3170   -0.0198    1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9007    0.2908    0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2410    0.6391    0.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1052    0.2429   -0.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7927   -0.0997   -0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -0.1588   -2.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033    0.7140   -1.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0232    0.2848   -0.4409 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3079   -0.3829   -0.6801 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2296    0.3023   -1.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5984    0.1010   -0.9590 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4867   -0.5122   -1.8293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3712   -0.7107    0.3042 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3361   -0.4201    1.2650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0640    1.4066    1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122    1.4426    1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9950    1.8910    0.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7513   -2.1385    1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6959   -0.7560    2.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5222   -0.4234    2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5180   -2.1099    1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7037   -1.6883   -0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5369   -0.6077    2.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9484    0.0206    2.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8365    0.6778    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4837    0.4732   -1.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906    0.2859   -2.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5832   -1.2060   -2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081    0.7532   -2.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173    1.7566   -1.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0761    1.1672    0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083   -1.4563   -0.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2447   -0.2227   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    1.3604   -1.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9578    1.0989   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1207    0.1249   -2.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3804   -1.8042    0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2030   -1.0460    2.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 16  2  1  0
 20  2  1  0
 15  5  1  0
 12  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  7 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  1
 16 39  1  6
 17 40  1  0
 17 41  1  0
 18 42  1  1
 19 43  1  0
 20 44  1  6
 21 45  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(16alpha,17beta)-Estra-1,3,5(10)-triene-3,16,17-triol	ChEBI
1,3,5(10)-Estratriene-3,16-alpha,17beta-triol	ChEBI
16alpha,17beta-Estriol	ChEBI
16alpha-Hydroxyestradiol	ChEBI
3,16alpha,17beta-Trihydroxy-Delta(1,3,5)-estratriene	ChEBI
Deuslon-a	ChEBI
Estriel	ChEBI
Oestriol	ChEBI
Trihydroxyestrin	ChEBI
(16a,17b)-Estra-1,3,5(10)-triene-3,16,17-triol	Generator
(16Α,17β)-estra-1,3,5(10)-triene-3,16,17-triol	Generator
1,3,5(10)-Estratriene-3,16-a,17b-triol	Generator
1,3,5(10)-Estratriene-3,16-α,17β-triol	Generator
16a,17b-Estriol	Generator
16Α,17β-estriol	Generator
16a-Hydroxyestradiol	Generator
16Α-hydroxyestradiol	Generator
3,16a,17b-Trihydroxy-delta(1,3,5)-estratriene	Generator
3,16Α,17β-trihydroxy-δ(1,3,5)-estratriene	Generator
3,16a,17b-Trihydroxy-δ(1,3,5)-estratriene	HMDB
13b-Methyl-1,3,5(10)-gonatriene-3,16a,17b-triol	HMDB
16-alpha,17-beta-Estriol	HMDB
16-alpha,17-beta-Oestriol	HMDB
16-alpha-Hydroxyestradiol	HMDB
16a-Estriol	HMDB
16alpha,17beta-Oestriol	HMDB
16alpha-Hydroxy-17beta-estradiol	HMDB
16alpha-Hydroxyoestradiol	HMDB
3,16a,17b-Estriol	HMDB
3,16a,17b-Trihydroxyestra-1,3,5(10)-triene	HMDB
3,16alpha,17beta-Trihydroxy-1,3,5(10)-estratriene	HMDB
3,16alpha,17beta-Trihydroxyestra-1,3,5(10)-triene	HMDB
Aacifemine	HMDB
Colpogyn	HMDB
Colpovister	HMDB
Destriol	HMDB
Deuslon a	HMDB
Estra-1,3,5(10)-triene-3,16a,17b-triol	HMDB
Estratriol	HMDB
Follicular hormone hydrate	HMDB
Gynasan	HMDB
Hemostyptanon	HMDB
Holin V	HMDB
Hormomed	HMDB
Incurin	HMDB
Klimax e	HMDB
Klimoral	HMDB
Oekolp	HMDB
Oestratriol	HMDB
Oestriolum	HMDB
Orestin	HMDB
Orgastyptin	HMDB
Ortho-gynest	HMDB
Ovesterin	HMDB
Ovestin	HMDB
Ovestinon	HMDB
Ovestrion	HMDB
Ovo-vinces	HMDB
Theelol	HMDB
Tridestrin	HMDB
Triovex	HMDB
16-alpha-Hydroxy-estradiol	HMDB
(16beta,17beta)-Estra-1,3,5(10)-triene-3,16,17-triol	HMDB
16beta Hydroxy estradiol	HMDB
16beta-Hydroxy-estradiol	HMDB
Epiestriol	HMDB
16 alpha Hydroxy estradiol	HMDB
16alpha,17beta Estriol	HMDB
Estra-1,3,5(10)-triene-3,16beta,17beta-triol	HMDB
13beta-Methyl-1,3,5(10)-gonatriene-3,16alpha,17beta-triol	HMDB
13Β-methyl-1,3,5(10)-gonatriene-3,16α,17β-triol	HMDB
16alpha-Estriol	HMDB
16Α-estriol	HMDB
3,16alpha,17beta-Estriol	HMDB
3,16Α,17β-estriol	HMDB
3,16Α,17β-trihydroxyestra-1,3,5(10)-triene	HMDB
Estriol	HMDB

Chemical Formula

C₁₈H₂₄O₃

Average Mass

288.3814 Da

Monoisotopic Mass

288.17254 Da

IUPAC Name

(1S,10R,11S,13R,14R,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,13,14-triol

Traditional Name

(1S,10R,11S,13R,14R,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,13,14-triol

CAS Registry Number

50-27-1

SMILES

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

InChI Identifier

InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1

InChI Key

PROQIPRRNZUXQM-ZXXIGWHRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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	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, 50 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, 75 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, 101 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	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, 151 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, 176 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
Anisomeles ovata	KNApSAcK Database	22123792
Anser anser	FooDB	FooDB
Arabidopsis thaliana	LOTUS Database	35616633
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
Homo sapiens	LOTUS Database	35616633
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Mus musculus	LOTUS Database	35616633
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phaseolus vulgaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Punica granatum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sarcophaga bullata	LOTUS Database	35616633
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 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
16-alpha-hydroxysteroid
Hydroxysteroid
Phenanthrene
Tetralin
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Cyclic alcohol
Secondary alcohol
1,2-diol
Polyol
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

17beta-hydroxy steroid (CHEBI:27974 )
3-hydroxy steroid (CHEBI:27974 )
16alpha-hydroxy steroid (CHEBI:27974 )
C18 steroids (estrogens) and derivatives (C05141 )
Estrane and derivatives (C05141 )
Estrogens (C05141 )
C18 steroids (estrogens) and derivatives (LMST02010003 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	282 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	2.45	Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).

Predicted Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	2.54	ALOGPS
logP	2.67	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	10.33	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	81.27 m³·mol⁻¹	ChemAxon
Polarizability	33.08 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

External Links

HMDB ID

HMDB0000153

DrugBank ID

DB04573

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

27974

Good Scents ID

Not Available

References

General References

Diczfalusy E: The early history of estriol. J Steroid Biochem. 1984 Apr;20(4B):945-53. [PubMed:6374294 ]
Kashork CD, Sutton VR, Fonda Allen JS, Schmidt DE, Likhite ML, Potocki L, O'Brien WE, Shaffer LG: Low or absent unconjugated estriol in pregnancy: an indicator for steroid sulfatase deficiency detectable by fluorescence in situ hybridization and biochemical analysis. Prenat Diagn. 2002 Nov;22(11):1028-32. [PubMed:12424769 ]
Furuhashi N, Tsujiei M: [Clinical significance of serum and urinary estriol analysis in endocrine tests of the gonadal and placental system]. Nihon Rinsho. 1989 Dec;48 Suppl:1260-2. [PubMed:2621854 ]
Ronin-Walknowska E, Szczygielski A, Skoczowska M: [Usefulness of determining free estriol, placental lactogen, progesterone, placental alkaline phosphatase, uric acid, hematocrit, hemoglobin and proteins in the blood and estrogen in the urine in the prognosis of the status of newborn infants in EPH gestosis]. Ginekol Pol. 1987 Jan;58(1):21-6. [PubMed:3583036 ]
Fredricsson B, Carlstrom K, Eneroth P: Short-term variations in urinary estriol and renal function. Possible effects of extraneous conditions. Gynecol Obstet Invest. 1978;9(5):268-76. [PubMed:752645 ]
Andreolini F, Borra C, Caccamo F, Di Corcia A, Nicoletti I, Samperi R, Improta F: Estriol and its conjugates in late pregnancy determined by extraction with Carbopack B and liquid chromatography with fluorometric detection. Clin Chem. 1985 Oct;31(10):1698-702. [PubMed:2994907 ]
Truran PL, Read GF, Walker S: Radioimmunoassay for salivary estriol, with use of an 125I radioligand and a solid-phase separation technique. Clin Chem. 1982 Dec;28(12):2393-7. [PubMed:7139918 ]
Izumi H, Saito N, Ichiki S, Makino Y, Yukitake K, Kaneoka T: Prenatal diagnosis of congenital lipoid adrenal hyperplasia. Obstet Gynecol. 1993 May;81(5 ( Pt 2)):839-41. [PubMed:8469492 ]
Guedeney X, Chanez C, Grenier A, Scherrmann JM: Temperature-dependent immunoreactive assay to screen for digoxin-like immunoreactive factor(s). Clin Chem. 1991 Nov;37(11):1900-4. [PubMed:1718632 ]
Andreolini F, Di Corcia A, Lagana A, Samperi R, Raponi G: Preliminary isolation of urinary placental estriol before gas or liquid chromatography. Clin Chem. 1983 Dec;29(12):2076-8. [PubMed:6640903 ]
Evans JJ, Wilkinson AR, Aickin DR: Salivary estriol concentrations during normal pregnancies, and a comparison with plasma estriol. Clin Chem. 1984 Jan;30(1):120-1. [PubMed:6690116 ]
Kono H, Furuhashi N, Shinkawa O, Takahashi T, Tsujiei M, Yajima A: The maternal serum cortisol levels after onset of labor. Tohoku J Exp Med. 1987 Jun;152(2):133-7. [PubMed:3629582 ]
Moore ML: Biochemical markers for preterm labor and birth: what is their role in the care of pregnant women? MCN Am J Matern Child Nurs. 1999 Mar-Apr;24(2):80-6. [PubMed:10083784 ]
Pentikainen PJ, Pentikainen LA, Azarnoff DL, Dujovne CA: Plasma levels and excretion of estrogens in urine in chronic lever disease. Gastroenterology. 1975 Jul;69(1):20-7. [PubMed:1171044 ]
Nutman A, Freud E, Itzhaky D, Dolfin T, Tepper R: High maternal estriol level in pregnancy as a predictor of surgical intervention for undescended testis. Fertil Steril. 2005 Jul;84(1):249-52. [PubMed:16009196 ]
Pasqualini JR: Enzymes involved in the formation and transformation of steroid hormones in the fetal and placental compartments. J Steroid Biochem Mol Biol. 2005 Dec;97(5):401-15. Epub 2005 Oct 3. [PubMed:16202579 ]
Lardy H, Marwah A, Marwah P: C(19)-5-ene steroids in nature. Vitam Horm. 2005;71:263-99. [PubMed:16112271 ]
Shinawi M, Szabo S, Popek E, Wassif CA, Porter FD, Potocki L: Recognition of Smith-Lemli-Opitz syndrome (RSH) in the fetus: utility of ultrasonography and biochemical analysis in pregnancies with low maternal serum estriol. Am J Med Genet A. 2005 Sep 15;138(1):56-60. [PubMed:16097001 ]
Soldan SS, Alvarez Retuerto AI, Sicotte NL, Voskuhl RR: Immune modulation in multiple sclerosis patients treated with the pregnancy hormone estriol. J Immunol. 2003 Dec 1;171(11):6267-74. [PubMed:14634144 ]
Trimesta [Link]

Showing NP-Card for Estriol (NP0000940)

MOL for NP0000940 (Estriol)

3D MOL for NP0000940 (Estriol)

3D SDF for NP0000940 (Estriol)

3D-SDF for NP0000940 (Estriol)

PDB for NP0000940 (Estriol)

3D PDB for NP0000940 (Estriol)

SMILES for NP0000940 (Estriol)

INCHI for NP0000940 (Estriol)

Structure for NP0000940 (Estriol)

3D Structure for NP0000940 (Estriol)