| Common Name |
6-Ketoestriol
| Description |
6-Ketoestriol is a normal human metabolite that is in elevated concentration in the urine of patients with prolactinoma. (PMID 9812172 ).
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
(16a,17b)-3,16,17-Trihydroxy-estra-1,3,5(10)-trien-6-oneHMDB
6-oxo-16a,17b-EstriolHMDB
6-OxoestratriolHMDB
6-OxoestriolHMDB
| Chemical Formlia |
C18H22O4
| Average Molecliar Weight |
302.3649
| Monoisotopic Molecliar Weight |
302.151809192
| IUPAC Name |
(1S,10R,11S,13R,14R,15S)-5,13,14-trihydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-8-one
| Traditional Name |
6-ketoestriol
| CAS Registry Number |
7323-86-6
| SMILES |
[H][C@@]12C[C@@H](O)[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(C=C(O)C=C3)C(=O)C[C@@]21[H]
| InChI Identifier |
InChI=1S/C18H22O4/c1-18-5-4-11-10-3-2-9(19)6-13(10)15(20)7-12(11)14(18)8-16(21)17(18)22/h2-3,6,11-12,14,16-17,19,21-22H,4-5,7-8H2,1H3/t11-,12-,14+,16-,17+,18+/m1/s1
| InChI Key |
PYFIDTBVOMQKDC-XCYHEEQWSA-N
| Chemical Taxonomy |
| Classification |
Not classified
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Cell signaling
Fuel and energy storage
Fuel or energy source
Hormones, Membrane component
Membrane integrity/stability
| Application |
Nutrients
Stabilizers
Surfactants and Emlisifiers
| Cellliar locations |
Cytoplasm
Extracellliar
Membrane
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.39 mg/mLALOGPS
logP1.63ALOGPS
logP1.53ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)8.88ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity82.05 m3·mol-1ChemAxon
Polarizability33.21 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
Membrane
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB022098
| KNApSAcK ID |
Not Available
| Chemspider ID |
10051287
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB00530
| Metagene Link |
HMDB00530
| METLIN ID |
5515
| PubChem Compound |
11876959
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: D-alpha-Hydroxyglutaric acid (disodium salt)
References |
| Synthesis Reference |
Marrian, G. F.; Sneddon, A. Partial synthesis of 6-oxoestriol and 6a-hydroxyestriol. Biochemical Journal (1960), 74 430-2. |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Lee SH, Nam SY, Chung BC: Altered profile of endogenous steroids in the urine of patients with prolactinoma. Clin Biochem. 1998 Oct;31(7):529-35. [PubMed:9812172 ]
|
PMID: 21228322