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Human Metabolome Database Version 3.5

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Showing metabocard for Estrone (HMDB00145)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:07:58 -0700
HMDB ID HMDB00145
Secondary Accession Numbers
  • HMDB04449
Metabolite Identification
Common Name Estrone
Description Estrone is a major mammalian estrogen. The conversion of the natural C19 steroids, testosterone and androstenedione into estrone is dependent on a complex key reaction catalyzed by the cytochrome P450 aromatase (EC 1.14.14.1, unspecific monooxygenase), which is expressed in many tissues of the adult human (e.g. ovary, fat tissue), but not in the liver. The ovaries after menopause continue to produce androstenedione and testosterone in significant amounts and these androgens are converted in fat, muscle, and skin into estrone. When women between the ages of 45 and 64 years have prophylactic oophorectomy (when hysterectomy is performed for benign disease to prevent the development of ovarian cancer), evidence suggests that oophorectomy increases the subsequent risk of coronary heart disease (CHD) and osteoporosis. Whereas 14,000 women die of ovarian cancer every year nearly 490,000 women die of heart disease and 48,000 women die within 1 year after hip fracture. Therefore, the decision to perform prophylactic oophorectomy should be approached with great caution for the majority of women who are at low risk of developing ovarian cancer. Steroid sulfatase (EC 3.1.6.2, STS) hydrolyzes steroid sulfates, such as estrone sulfate to estrone which can be converted to steroids with potent estrogenic properties, that is, estradiol; STS activity is much higher in breast tumors and high levels of STS mRNA expression in tumors are associated with a poor prognosis. The biological roles of estrogens in tumorigenesis are certainly different between the endometrium and breast, although both are considered "estrogen-dependent tissues". 17beta-hydroxysteroid dehydrogenases (EC 1.1.1.62, 17-HSDs) are enzymes involved in the formation of active sex steroids. estrone is interconverted by two enzymes 17-HSD types. Type 1 converts estrone to estradiol and Type 2 catalyzes the reverse reaction. (PMID: 17653961 Link_out, 17513923 Link_out, 17470679 Link_out, 17464097 Link_out).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. (+)-Estrone
  2. 1,3,5(10)-Estratrien-3-ol-17-one
  3. 3-Hydroxy-17-keto-estra-1,3,5-triene
  4. 3-Hydroxyestra-1,3,5(10)-trien-17-one
  5. 3-Hydroxyestra-1,3,5(10)-triene-17-one
  6. 3-Hydroxyoestra-1,3,5(10)-trien-17-one
  7. D1,3,5(10)-Estratrien-3-ol-17-one
Chemical Formula C18H22O2
Average Molecular Weight 270.3661
Monoisotopic Molecular Weight 270.161979948
IUPAC Name (1S,10R,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-one
Traditional IUPAC Name estrone
CAS Registry Number 53-16-7
SMILES [H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3
InChI Identifier InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1
InChI Key DNXHEGUUPJUMQT-CBZIJGRNSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Steroids and Steroid Derivatives
Sub Class Estrogens and Derivatives
Other Descriptors
  • 17-oxo steroid(ChEBI)
  • Aromatic Homomonocyclic Compounds
  • Aromatic Homopolycyclic Compounds
  • C18 steroids (estrogens) and derivatives(KEGG)
  • C18 steroids (estrogens) and derivatives(Lipidmaps)
  • Estrane and derivatives(KEGG)
  • Estrane(KEGG)
  • Estrogens(KEGG)
  • Hydroxysteroids
  • Ketosteroids
  • estrogen(ChEBI)
Substituents
  • Cyclohexane
  • Cyclohexene
  • Ketone
  • Phenanthrene
  • Phenol
  • Phenol Derivative
  • Sesquiterpene Backbone
  • Tetralin
Direct Parent Estrogens and Derivatives
Ontology
Status Detected and Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Component of Androgen and estrogen metabolism
  • Component of Sulfur metabolism
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Cytoplasm
  • Extracellular
  • Membrane (predicted from logP)
  • Endoplasmic reticulum
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point 258 - 260 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 0.03 mg/mL Not Available
LogP 3.13 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
Water Solubility 0.0039 g/L ALOGPS
LogP 4.03 ALOGPS
LogP 4.31 ChemAxon
LogS -4.84 ALOGPS
pKa (strongest acidic) 10.33 ChemAxon
pKa (strongest basic) -5.4 ChemAxon
Hydrogen Acceptor Count 2 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 37.3 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 79.08 ChemAxon
Polarizability 31.3 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Gas-MS Spectrum
MS/MS Spectrum Quattro_QQQ 10
MS/MS Spectrum Quattro_QQQ 25
MS/MS Spectrum Quattro_QQQ 40
MS/MS Spectrum EI-B (HITACHI M-80)
MS/MS Spectrum GC-MS
MS/MS Spectrum GC-MS
MS/MS Spectrum GC-MS
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane (predicted from logP)
  • Endoplasmic reticulum
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Liver
Pathways
Name SMPDB Link KEGG Link
Sulfate/Sulfite Metabolism SMP00041 map00920 Link_out
Androgen and Estrogen Metabolism SMP00068 map00150 Link_out
Normal Concentrations
Biofluid Status Value Age Sex Condition Comments
Blood Detected and Quantified
Article_icon
0.00017 +/- 0.000071 uM Adult (>18 years old) Female Normal Not Available
Blood Detected and Quantified
Article_icon
0.00020 (0.00011-0.00030) uM Adult (>18 years old) Male Normal Not Available
Blood Detected and Quantified
Article_icon
0.00012 (0.0-0.00024) uM Adult (>18 years old) Female Normal Not Available
Urine Detected and Quantified
Article_icon
0.0013 +/- 0.00085 umol/mmol creatinine Adult (>18 years old) Female Normal Not Available
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Comments
Blood Detected and Quantified
Article_icon
0.00022 (0.00013-0.00038) uM Adult (>18 years old) Male Positive coronary arteriograms Not Available
Blood Detected and Quantified
Article_icon
0.00021 (0.00011-0.00037) uM Adult (>18 years old) Both Minor electrocardiongraphic abnormalities and/or arrhythmia with negative coronary arteriograms Not Available
Blood Detected and Quantified
Article_icon
0.00035 (0.00014-0.00056) uM Adult (>18 years old) Female Menstrual cycle (follicular phase) Not Available
Blood Detected and Quantified
Article_icon
0.00050 (0.00028-0.00074) uM Adult (>18 years old) Female Menstrual cycle (midcycle) Not Available
Blood Detected and Quantified
Article_icon
0.00030 (0.00018-0.00042) uM Adult (>18 years old) Female Menstrual cycle (luteal phase) Not Available
Associated Disorders and Diseases
Disease References
Menstrual cycle
    • The Merck Manual, 17th ed. Mark H. Beers, MD, Robert Berkow, MD, eds. Whitehouse Station, NJ: Merck Research Labs, 1999.
    Normal
      • The Merck Manual, 17th ed. Mark H. Beers, MD, Robert Berkow, MD, eds. Whitehouse Station, NJ: Merck Research Labs, 1999.
      Associated OMIM IDs None
      DrugBank ID Not Available
      Phenol Explorer Compound ID Not Available
      Phenol Explorer Metabolite ID Not Available
      FoodDB ID FDB012798
      KNApSAcK ID C00003663 Link_out
      Chemspider ID 5660 Link_out
      KEGG Compound ID C00468 Link_out
      BioCyc ID ESTRONE Link_out
      BiGG ID 35059 Link_out
      Wikipedia Link Estrone Link_out
      NuGOwiki Link HMDB00145 Link_out
      Metagene Link HMDB00145 Link_out
      METLIN ID 264 Link_out
      PubChem Compound 5870 Link_out
      PDB ID J3Z Link_out
      ChEBI ID 17263 Link_out
      References
      Synthesis Reference Kocovsky, Paved; Baines, Richard S. Synthesis of estrone via a thallium(III)-mediated fragmentation of a 19-hydroxyandrost-5-ene precursor. Tetrahedron Letters (1993), 34(38), 6139-40.
      Material Safety Data Sheet (MSDS) Download (PDF)
      General References
      1. Czernik PJ, Little JM, Barone GW, Raufman JP, Radominska-Pandya A: Glucuronidation of estrogens and retinoic acid and expression of UDP-glucuronosyltransferase 2B7 in human intestinal mucosa. Drug Metab Dispos. 2000 Oct;28(10):1210-6. Pubmed: 10997942 Link_out
      2. Pfeiffer E, Graf E, Gerstner S, Metzler M: Stimulation of estradiol glucuronidation: a protective mechanism against estradiol-mediated carcinogenesis? Mol Nutr Food Res. 2006 Apr;50(4-5):385-9. Pubmed: 16598814 Link_out
      Enzymes
      Name: Arylsulfatase D
      Reactions:
        Gene Name: ARSD
        Uniprot ID: P51689 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Arylsulfatase E
        Reactions:
          Gene Name: ARSE
          Uniprot ID: P51690 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Estrogen sulfotransferase
          Reactions:
          • 3'-phosphoadenylyl sulfate + estrone = adenosine 3',5'-bisphosphate + estrone 3-sulfate [RN:R02350]
          Gene Name: SULT1E1
          Uniprot ID: P49888 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Estradiol 17-beta-dehydrogenase 2
          Reactions:
          • testosterone + NAD+ = androst-4-ene-3,17-dione + NADH + H+ [RN:R01836]
          Gene Name: HSD17B2
          Uniprot ID: P37059 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B28
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT2B28
          Uniprot ID: Q9BY64 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Estradiol 17-beta-dehydrogenase 8
          Reactions:
          • testosterone + NAD+ = androst-4-ene-3,17-dione + NADH + H+ [RN:R01836]
          Gene Name: HSD17B8
          Uniprot ID: Q92506 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B4
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT2B4
          Uniprot ID: P06133 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-4
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT1A4
          Uniprot ID: P22310 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B7
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT2B7
          Uniprot ID: P16662 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B15
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT2B15
          Uniprot ID: P54855 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2A1
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT2A1
          Uniprot ID: Q9Y4X1 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-1
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT1A1
          Uniprot ID: P22309 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-9
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT1A9
          Uniprot ID: O60656 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-3
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT1A3
          Uniprot ID: P35503 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B17
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT2B17
          Uniprot ID: O75795 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-6
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT1A6
          Uniprot ID: P19224 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-5
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT1A5
          Uniprot ID: P35504 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B11
          Reactions:
          • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
          Gene Name: UGT2B11
          Uniprot ID: O75310 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Steryl-sulfatase
          Reactions:
          • 3beta-hydroxyandrost-5-en-17-one 3-sulfate + H2O = 3beta-hydroxyandrost-5-en-17-one + sulfate [RN:R03404]
          Gene Name: STS
          Uniprot ID: P08842 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Estradiol 17-beta-dehydrogenase 11
          Reactions:
          • estradiol-17beta + NAD(P)+ = estrone + NAD(P)H + H+ [RN:R02352 R02353]
          Gene Name: HSD17B11
          Uniprot ID: Q8NBQ5 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Estradiol 17-beta-dehydrogenase 1
          Reactions:
          • estradiol-17beta + NAD(P)+ = estrone + NAD(P)H + H+ [RN:R02352 R02353]
          Gene Name: HSD17B1
          Uniprot ID: P14061 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: 3-keto-steroid reductase
          Reactions:
          • 4alpha-methyl-5alpha-cholest-7-en-3beta-ol + NADP+ = 4alpha-methyl-5alpha-cholest-7-en-3-one + NADPH + H+ [RN:R05691]
          Gene Name: HSD17B7
          Uniprot ID: P56937 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 3A4
          Reactions:
          • (1) taurochenodeoxycholate + NADPH + H+ + O2 = taurohyocholate + NADP+ + H2O [RN:R07205]
          • (2) lithocholate + NADPH + H+ + O2 = hyodeoxycholate + NADP+ + H2O [RN:R07206]
          Gene Name: CYP3A4
          Uniprot ID: P08684 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2C9
          Reactions:
          • (R)-limonene + NADPH + H+ + O2 = (+)-trans-carveol + NADP+ + H2O [RN:R06119]
          Gene Name: CYP2C9
          Uniprot ID: P11712 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2C19
          Reactions:
          • (R)-limonene + NADPH + H+ + O2 = (+)-trans-carveol + NADP+ + H2O [RN:R06119]
          Gene Name: CYP2C19
          Uniprot ID: P33261 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2E1
          Reactions:
          • --- []
          Gene Name: CYP2E1
          Uniprot ID: P05181 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 3A43
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP3A43
          Uniprot ID: Q9HB55 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 1B1
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP1B1
          Uniprot ID: Q16678 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2C18
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP2C18
          Uniprot ID: P33260 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2F1
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP2F1
          Uniprot ID: P24903 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 4X1
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP4X1
          Uniprot ID: Q8N118 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2B6
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP2B6
          Uniprot ID: P20813 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 3A5
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP3A5
          Uniprot ID: P20815 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 1A1
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP1A1
          Uniprot ID: P04798 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2A13
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP2A13
          Uniprot ID: Q16696 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 3A7
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP3A7
          Uniprot ID: P24462 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 4B1
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP4B1
          Uniprot ID: P13584 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 4Z1
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP4Z1
          Uniprot ID: Q86W10 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 1A2
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP1A2
          Uniprot ID: P05177 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 19A1
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP19A1
          Uniprot ID: P11511 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2C8
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP2C8
          Uniprot ID: P10632 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2S1
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP2S1
          Uniprot ID: Q96SQ9 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2J2
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP2J2
          Uniprot ID: P51589 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2A7
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP2A7
          Uniprot ID: P20853 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2A6
          Reactions:
          • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
          Gene Name: CYP2A6
          Uniprot ID: P11509 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Sex hormone-binding globulin
          Reactions:
            Gene Name: SHBG
            Uniprot ID: P04278 Link_out
            Protein Sequence: FASTA
            Gene Sequence: FASTA
            Name: Serum albumin
            Reactions:
              Gene Name: ALB
              Uniprot ID: P02768 Link_out
              Protein Sequence: FASTA
              Gene Sequence: FASTA
              Name: Estrogen receptor
              Reactions:
                Gene Name: ESR1
                Uniprot ID: P03372 Link_out
                Protein Sequence: FASTA
                Gene Sequence: FASTA
                Name: 17-beta-hydroxysteroid dehydrogenase type 6
                Reactions:
                • retinol + NAD+ = retinal + NADH + H+ [RN:R02124]
                Gene Name: HSD17B6
                Uniprot ID: O14756 Link_out
                Protein Sequence: FASTA
                Gene Sequence: FASTA
                Name: UDP-glucuronosyltransferase 2A3
                Reactions:
                • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
                Gene Name: UGT2A3
                Uniprot ID: Q6UWM9 Link_out
                Protein Sequence: FASTA
                Gene Sequence: FASTA
                Name: Cytochrome P450, family 1, subfamily A, polypeptide 1
                Reactions:
                  Gene Name: CYP1A1
                  Uniprot ID: A0N0X8 Link_out
                  Protein Sequence: FASTA
                  Gene Sequence: FASTA
                  Name: Estradiol 17-beta-dehydrogenase 12
                  Reactions:
                  • estradiol-17beta + NAD(P)+ = estrone + NAD(P)H + H+ [RN:R02352 R02353]
                  Gene Name: HSD17B12
                  Uniprot ID: Q53GQ0 Link_out
                  Protein Sequence: FASTA
                  Gene Sequence: FASTA
                  Name: HCG2039726, isoform CRA_f
                  Reactions:
                    Gene Name: UGT1A10
                    Uniprot ID: Q5DT02 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: HCG2039726, isoform CRA_e
                    Reactions:
                      Gene Name: UGT1A8
                      Uniprot ID: Q5DSZ6 Link_out
                      Protein Sequence: FASTA
                      Gene Sequence: FASTA
                      Name: UDP glycosyltransferase 1 family polypeptide A7
                      Reactions:
                        Gene Name: UGT1A7
                        Uniprot ID: Q5DSZ7 Link_out
                        Protein Sequence: FASTA
                        Gene Sequence: FASTA
                        Name: Cytochrome P450 2D6
                        Reactions:
                          Gene Name: CYP2D6
                          Uniprot ID: Q6NWU0 Link_out
                          Protein Sequence: FASTA
                          Gene Sequence: FASTA
                          Transporters
                          Name: Solute carrier organic anion transporter family member 1B1
                          Reactions:
                          • --- []
                          Gene Name: SLCO1B1
                          Uniprot ID: Q9Y6L6 Link_out
                          Protein Sequence: FASTA
                          Gene Sequence: FASTA
                          Name: Solute carrier family 22 member 7
                          Reactions:
                            Gene Name: SLC22A7
                            Uniprot ID: Q9Y694 Link_out
                            Protein Sequence: FASTA
                            Gene Sequence: FASTA