16alpha-hydroxyestrone (CHEBI:776)

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CHEBI:776 - 16α-hydroxyestrone

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ChEBI Name	16α-hydroxyestrone

ChEBI ID	CHEBI:776

ChEBI ASCII Name	16alpha-hydroxyestrone

Definition	The 16α-hydroxy derivative of estrone; a minor estrogen metabolite.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:60497

Supplier Information	eMolecules:479530

Download	Molfile XML SDF

more structures >>

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J2Z - Ideal conformer

Mrv1927 06022112183D

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Mrv1927 06022112183D

43 46 0 0 0 0 999 V2000

-4.4920 -1.5710 0.0340 O 0 0 0 0 0 0 0 0 0 0 0 0

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-0.2630 0.7140 0.0930 C 0 0 1 0 0 0 0 0 0 0 0 0

0.4990 -0.4260 -0.5950 C 0 0 2 0 0 0 0 0 0 0 0 0

-0.0270 -1.7870 -0.1630 C 0 0 1 0 0 0 0 0 0 0 0 0

-1.5380 -1.8980 -0.4230 C 0 0 1 0 0 0 0 0 0 0 0 0

0.3400 2.0360 -0.3820 C 0 0 1 0 0 0 0 0 0 0 0 0

1.7370 2.1690 0.2240 C 0 0 1 0 0 0 0 0 0 0 0 0

2.5410 0.9110 0.0230 C 0 0 0 0 0 0 0 0 0 0 0 0

1.9730 -0.2900 -0.3470 C 0 0 0 0 0 0 0 0 0 0 0 0

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4.7100 -0.1340 0.0650 C 0 0 0 0 0 0 0 0 0 0 0 0

6.0520 -0.0500 0.2640 O 0 0 0 0 0 0 0 0 0 0 0 0

4.1340 -1.3420 -0.2990 C 0 0 0 0 0 0 0 0 0 0 0 0

2.7730 -1.4140 -0.5020 C 0 0 0 0 0 0 0 0 0 0 0 0

-4.6290 1.0290 1.1530 H 0 0 0 0 0 0 0 0 0 0 0 0

-5.6260 0.7990 -1.0070 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.7260 2.5050 -0.2470 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.4080 1.7790 1.3630 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.8230 0.5810 -1.4000 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.2870 -1.6970 2.2370 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.7590 -0.8570 1.8780 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.2160 0.0810 2.2840 H 0 0 0 0 0 0 0 0 0 0 0 0

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0.3430 -0.3320 -1.6690 H 0 0 0 0 0 0 0 0 0 0 0 0

0.4940 -2.5670 -0.7190 H 0 0 0 0 0 0 0 0 0 0 0 0

0.1550 -1.9220 0.9030 H 0 0 0 0 0 0 0 0 0 0 0 0

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0.4100 2.0390 -1.4700 H 0 0 0 0 0 0 0 0 0 0 0 0

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2.2540 3.0030 -0.2500 H 0 0 0 0 0 0 0 0 0 0 0 0

1.6450 2.3670 1.2920 H 0 0 0 0 0 0 0 0 0 0 0 0

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6 7 1 0 0 0 0

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7 12 1 0 0 0 0

13 9 1 0 0 0 0

13 14 1 0 0 0 0

9 10 1 0 0 0 0

12 11 1 0 0 0 0

14 15 1 0 0 0 0

10 11 1 0 0 0 0

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15 17 1 0 0 0 0

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17 18 2 0 0 0 0

21 20 2 0 0 0 0

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18 19 1 0 0 0 0

3 22 1 1 0 0 0

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5 24 1 0 0 0 0

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reading 43 atoms

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43 atoms created

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Wikipedia	License
Water is an inorganic compound with the chemical formula H2O. It is a transparent, tasteless, odorless, and nearly colorless chemical substance. It is the main constituent of Earth's hydrosphere and the fluids of all known living organisms (in which it acts as a solvent). It is vital for all known forms of life, despite not providing food energy or organic micronutrients. Its chemical formula, H2O, indicates that each of its molecules contains one oxygen and two hydrogen atoms, connected by covalent bonds. The hydrogen atoms are attached to the oxygen atom at an angle of 104.45°. In liquid form, H2O is also called "water" at standard temperature and pressure. Because Earth's environment is relatively close to water's triple point, water exists on Earth as a solid, a liquid, and a gas. It forms precipitation in the form of rain and aerosols in the form of fog. Clouds consist of suspended droplets of water and ice, its solid state. When finely divided, crystalline ice may precipitate in the form of snow. The gaseous state of water is steam or water vapor. Water covers about 71% of the Earth's surface, with seas and oceans making up most of the water volume (about 96.5%). Small portions of water occur as groundwater (1.7%), in the glaciers and the ice caps of Antarctica and Greenland (1.7%), and in the air as vapor, clouds (consisting of ice and liquid water suspended in air), and precipitation (0.001%). Water moves continually through the water cycle of evaporation, transpiration (evapotranspiration), condensation, precipitation, and runoff, usually reaching the sea. Water plays an important role in the world economy. Approximately 70% of the fresh water used by humans goes to agriculture. Fishing in salt and fresh water bodies has been, and continues to be, a major source of food for many parts of the world, providing 6.5% of global protein. Much of the long-distance trade of commodities (such as oil, natural gas, and manufactured products) is transported by boats through seas, rivers, lakes, and canals. Large quantities of water, ice, and steam are used for cooling and heating in industry and homes. Water is an excellent solvent for a wide variety of substances, both mineral and organic; as such, it is widely used in industrial processes and in cooking and washing. Water, ice, and snow are also central to many sports and other forms of entertainment, such as swimming, pleasure boating, boat racing, surfing, sport fishing, diving, ice skating, snowboarding, and skiing.
Read full article at Wikipedia

Formula

C18H22O3

Net Charge

Average Mass

286.371

Monoisotopic Mass

286.15689

InChI

InChI=1S/C18H22O3/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/h3,5,8,13-16,19-20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,18+/m1/s1

InChIKey

WPOCIZJTELRQMF-QFXBJFAPSA-N

SMILES

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

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606)	Found in urine (BTO:0001419). See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI
Homo sapiens (NCBI:txid9606)	Found in blood serum (BTO:0000133). See: PubMed

Roles Classification
Biological Role(s):	mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human blood serum metabolite Any metabolite (endogenous or exogenous) found in human blood serum samples. estrogen A hormone that stimulates or controls the development and maintenance of female sex characteristics in mammals by binding to oestrogen receptors. The oestrogens are named for their importance in the oestrous cycle. The oestrogens that occur naturally in the body, notably estrone, estradiol, estriol, and estetrol are steroids. Other compounds with oestrogenic activity are produced by plants (phytoestrogens) and fungi (mycoestrogens); synthetic compounds with oestrogenic activity are known as xenoestrogens. human urinary metabolite Any metabolite (endogenous or exogenous) found in human urine samples.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	16α-hydroxyestrone (CHEBI:776) has functional parent estrone (CHEBI:17263) 16α-hydroxyestrone (CHEBI:776) has role estrogen (CHEBI:50114) 16α-hydroxyestrone (CHEBI:776) has role human blood serum metabolite (CHEBI:85234) 16α-hydroxyestrone (CHEBI:776) has role human urinary metabolite (CHEBI:84087) 16α-hydroxyestrone (CHEBI:776) has role mouse metabolite (CHEBI:75771) 16α-hydroxyestrone (CHEBI:776) is a 16α-hydroxy steroid (CHEBI:16799) 16α-hydroxyestrone (CHEBI:776) is a 17-oxo steroid (CHEBI:19168) 16α-hydroxyestrone (CHEBI:776) is a 3-hydroxy steroid (CHEBI:36834) 16α-hydroxyestrone (CHEBI:776) is a secondary α-hydroxy ketone (CHEBI:2468)

Incoming	16α-hydroxyestrone 16-O-(β-D-glucuronide) (CHEBI:137489) has functional parent 16α-hydroxyestrone (CHEBI:776) 16α-hydroxyestrone 16-O-(β-D-glucuronide)(1−) (CHEBI:136636) has functional parent 16α-hydroxyestrone (CHEBI:776) 16α-hydroxyestrone 3-O-(β-D-glucuronide) (CHEBI:137488) has functional parent 16α-hydroxyestrone (CHEBI:776) 16α-hydroxyestrone 3-O-(β-D-glucuronide)(1−) (CHEBI:136635) has functional parent 16α-hydroxyestrone (CHEBI:776)

IUPAC Name

3,16α-dihydroxyestra-1,3,5(10)-trien-17-one

Synonyms	Sources
16 alpha OHE	ChEBI
16α-hydroxyestrone	UniProt
16alpha-Hydroxyestrone	KEGG COMPOUND
16alpha-OHE	ChEBI
16alpha-OHE1	ChEBI
3,16α-dihydroxy-1,3,5(10)-estratrien-17-one	LIPID MAPS
3,16alpha-Dihydroxyestra-1,3,5(10)-trien-17-one	ChemIDplus
estra-1,3,5(10)-triene-3,16α-diol-17-one	ChEBI

Manual Xrefs	Databases
103012	ChemSpider
16-Hydroxyestrone	Wikipedia
C05300	KEGG COMPOUND
FDB021959	FooDB
HMDB0000335	HMDB
J2Z	PDBeChem
LMST02010041	LIPID MAPS
View more database links

Registry Numbers	Types	Sources
3214335	Beilstein Registry Number	Beilstein
566-76-7	CAS Registry Number	ChemIDplus

Citations

Schumacher CP, Sicart MT, Khadari-Essalouh L, Robbe Y (2001)
Glutathione uptake after intraperitoneal administration and glutathione radiopharmacology after rectal administration, in mice.
Farmaco (Societa chimica italiana : 1989) 56, 175-180 [PubMed:11409324]
[show Abstract]

Last Modified

02 June 2021

CHEBI:776 - 16α-hydroxyestrone

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