2-Hydroxyestradiol (CED0008768)

Record Information

Version

1.0

Creation Date

2016-05-19 02:39:14 UTC

Update Date

2026-05-14 18:45:08 UTC

SynCED ID

CED0008768

Secondary Accession Numbers

CHEM008140

Identification

Common Name

2-Hydroxyestradiol

Class

Small Molecule

Description

2-Hydroxyestradiol is an organic compound with the formula C18H24O3 and an average molecular weight of 288.38 g/mol. 2-Hydroxyestradiol belongs to the estrane steroids, a subclass of steroids and steroid derivatives within the organic compounds. This substance is recorded as being found in or released from electrical and electronic equipment, specifically antennas and radio transmission systems. Regarding its biological activity, histidine kinase (cyaC) is a recorded protein target for 2-Hydroxyestradiol. The compound is associated with several health effects, including obesity (PMC8632231 ) and cryptorchidism (PMC4977511 ).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(17beta)-Estra-1,3,5(10)-triene-2,3,17-triol	ChEBI
2-Hydroxyestradiol-17beta	ChEBI
2-OH-e2	ChEBI
2-OH-Estradiol	ChEBI
(17b)-Estra-1,3,5(10)-triene-2,3,17-triol	Generator
(17Β)-estra-1,3,5(10)-triene-2,3,17-triol	Generator
2-Hydroxyestradiol-17b	Generator
2-Hydroxyestradiol-17β	Generator
(17b)-Estra-1,3, 5(10)-triene-2,3,17-triol	HMDB
(17beta)- Estra-1,3, 5 (10)-triene-2,3,17-triol	HMDB
1,3,5(10)-Estratriene-2,3,17Beta-triol	HMDB
17beta-2-Hydroxyestradiol	HMDB
2,3,17b-Trihydroxyestra-1,3,5(10)-triene	HMDB
2-Hydroxy-17beta-estradiol	HMDB
2-Hydroxy-estradiol	HMDB
ECS	HMDB
Estra-1,3,5 (10)-triene-2,3,17.beta.-triol	HMDB
Estra-1,3,5(10)-triene-2,3,17-beta-triol	HMDB
Estra-1,3,5(10)-triene-2,3,17-triol (acd/name 4.0)	HMDB
Estra-1,3,5(10)-triene-2,3,17b-triol	HMDB
Estra-1,3,5(10)-triene-2,3,17beta-triol	HMDB
2-Hydroxyestradiol-17 alpha	HMDB
2-Hydroxyestradiol-17 beta	HMDB
2-Hydroxyestradiol, (17alpha)-isomer	HMDB
2-Hydroxyestradiol, 4-(14)C-labeled	HMDB

Chemical Formula

C₁₈H₂₄O₃

Average Molecular Mass

288.381 g/mol

Monoisotopic Mass

288.173 g/mol

CAS Registry Number

362-05-0

IUPAC Name

(1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-4,5,14-triol

Traditional Name

(1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-4,5,14-triol

SMILES

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

InChI Identifier

InChI=1S/C18H24O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,17,19-21H,2-7H2,1H3/t11-,12+,14-,17-,18-/m0/s1

InChI Key

DILDHNKDVHLEQB-XSSYPUMDSA-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
2-hydroxysteroid
Hydroxysteroid
17-hydroxysteroid
Phenanthrene
Tetralin
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Cyclic alcohol
Secondary alcohol
Polyol
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

17beta-hydroxy steroid (CHEBI:28744 )
2-hydroxy steroid (CHEBI:28744 )
C18 steroids (estrogens) and derivatives (C05301 )
Estrane and derivatives (C05301 )
C18 steroids (estrogens) and derivatives (LMST02010027 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

antagonist (PMC10153636 )?Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances.
anti-inflammatory agent (PMC12599235 )?

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.051 g/L	ALOGPS
logP	3.39	ALOGPS
logP	3.44	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.67	ChemAxon
pKa (Strongest Basic)	-0.88	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	81.89 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0adr-2490000000-7e8a9e3990faceb5f6d0	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-002u-1002900000-79ac7707883246949511	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00ei-2950000000-326e2d3fee4fb8b3ca6c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-2910000000-553a7988f4c2019ec5d5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f96-8975000000-eef1fcf44ed6a27f53a9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dr-0190000000-0e1c17e32d9c1e4063eb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dr-0790000000-01416dcd9eea3747d3c5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-6970000000-d27a7add654c423ec534	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-805faf5743eec20547cb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-c39e06f8fdeeb111e97f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0596-1190000000-36538cb7b1a03d7b2ff7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-572916cfebc6538c52d0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01w0-0490000000-7a41b9ec75d4c7c28c73	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004j-3910000000-4dd2fe1697c6e685073e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-843a74fabb1d0eb512a1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-40c60966bb1ce4624953	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-1009-0090000000-1c821729dedb3f0fecbe	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2646.0 Log mg/kg [1500:4700]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference
inflammation	Has Therapeutic Effect On	Not Available	Not Available	PMC12599235 , PMC12599235
obesity	Associated With?	Not Available	A disorder characterized by having a high amount of body fat. (NCI CTCAE)	PMC8632231
cryptorchidism	Associated With?	Not Available	Not Available	PMC4977511

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000506	Antennas?Antennas, commonly used in communication technologies, can be a source of synthetic chemical contamination through the materials and coatings used in their construction.	Electrical & Electronic Equipment	PubChem
CEDs000530	Radio Transmission Systems?Radio transmission systems utilize a variety of synthetic chemicals in their manufacturing and maintenance processes.	Electrical & Electronic Equipment	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem
CEDs00745	Corn Oil	Agriculture & land management	PMC12599235

Pathways

10 pathwaysPathway Source: PathBank

Levonorgestrel Action Pathway

Norgestrel Action Pathway

Etonogestrel Action Pathway

Megestrol acetate Action Pathway

Progesterone Action Pathway

Norethisterone Action Pathway

Drospirenone Action Pathway

Norelgestromin Action Pathway

Dienogest Action Pathway

Segesterone acetate Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.679 Applicability Domain 1.0 Statistical Significance 6.00e-05 Supporting Reference Compounds 73 E-value 0.467095
Click to view 3D structure	Estrogen sulfotransferase	Q95MF8	Sus scrofa	Predicted (SEA)	Prediction Confidence Score 0.627 Applicability Domain 0.627 Statistical Significance 1.00e-05 Supporting Reference Compounds 1 E-value 0.0778492
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	Prediction Confidence Score 0.613 Applicability Domain 0.783 Statistical Significance 4.00e-05 Supporting Reference Compounds 33 E-value 0.311397
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	Prediction Confidence Score 0.555 Applicability Domain 0.75 Statistical Significance 3.60e-04 Supporting Reference Compounds 201 E-value 2.80257
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.541 Applicability Domain 0.75 Statistical Significance 0.0014 Supporting Reference Compounds 593 E-value 11.2103
Click to view 3D structure	Solute carrier organic anion transporter family member 1A1	P46720	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.537 Applicability Domain 0.75 Statistical Significance 2.00e-05 Supporting Reference Compounds 10 E-value 0.155698
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.527 Applicability Domain 0.75 Statistical Significance 7.00e-05 Supporting Reference Compounds 40 E-value 0.544945
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	Prediction Confidence Score 0.522 Applicability Domain 0.75 Statistical Significance 1.20e-04 Supporting Reference Compounds 21 E-value 0.934191
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	Prediction Confidence Score 0.516 Applicability Domain 0.75 Statistical Significance 3.20e-04 Supporting Reference Compounds 174 E-value 2.49118
Click to view 3D structure	17-beta-hydroxysteroid dehydrogenase type 1	P14061	Humans	Predicted (SEA)	Prediction Confidence Score 0.474 Applicability Domain 0.538 Statistical Significance 2.80e-04 Supporting Reference Compounds 42 E-value 2.17978
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	Prediction Confidence Score 0.462 Applicability Domain 0.75 Statistical Significance 0.0012 Supporting Reference Compounds 146 E-value 9.34191
Click to view 3D structure	Steryl-sulfatase	P08842	Humans	Predicted (SEA)	Prediction Confidence Score 0.435 Applicability Domain 0.509 Statistical Significance 1.20e-04 Supporting Reference Compounds 14 E-value 0.934191
Click to view 3D structure	Solute carrier family 22 member 3	O88446	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.429 Applicability Domain 0.75 Statistical Significance 5.00e-05 Supporting Reference Compounds 3 E-value 0.389246
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	Prediction Confidence Score 0.42 Applicability Domain 0.552 Statistical Significance 0.0018 Supporting Reference Compounds 154 E-value 13.8572
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.42 Applicability Domain 0.509 Statistical Significance 0.0056 Supporting Reference Compounds 472 E-value 43.5956
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	Prediction Confidence Score 0.415 Applicability Domain 0.538 Statistical Significance 0.0013 Supporting Reference Compounds 127 E-value 10.1982
Click to view 3D structure	Aldo-keto reductase family 1 member B10	O60218	Humans	Predicted (SEA)	Prediction Confidence Score 0.398 Applicability Domain 0.75 Statistical Significance 9.40e-04 Supporting Reference Compounds 49 E-value 7.31783
Click to view 3D structure	Solute carrier family 22 member 1	O15245	Humans	Predicted (SEA)	Prediction Confidence Score 0.355 Applicability Domain 0.75 Statistical Significance 1.40e-04 Supporting Reference Compounds 30 E-value 1.08989
Click to view 3D structure	Polyunsaturated fatty acid lipoxygenase ALOX15	P12530	Oryctolagus cuniculus	Predicted (SEA)	Prediction Confidence Score 0.354 Applicability Domain 0.529 Statistical Significance 3.20e-04 Supporting Reference Compounds 47 E-value 2.49118
Click to view 3D structure	Cytochrome P450 2B6	P20813	Humans	Predicted (SEA)	Prediction Confidence Score 0.341 Applicability Domain 0.75 Statistical Significance 0.0017 Supporting Reference Compounds 150 E-value 13.6236
Click to view 3D structure	Disabled homolog 2-interacting protein	Q5VWQ8	Humans	Predicted (SEA)	Prediction Confidence Score 0.34 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 4 E-value 0.0778492
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.509 Statistical Significance 0.017 Supporting Reference Compounds 372 E-value 132.032
Click to view 3D structure	Adenylate cyclase type 10	Q96PN6	Humans	Predicted (SEA)	Prediction Confidence Score 0.335 Applicability Domain 1.0 Statistical Significance 2.00e-05 Supporting Reference Compounds 4 E-value 0.155698
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	Prediction Confidence Score 0.328 Applicability Domain 0.396 Statistical Significance 0.0031 Supporting Reference Compounds 74 E-value 24.1333
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.326 Applicability Domain 0.426 Statistical Significance 8.10e-04 Supporting Reference Compounds 19 E-value 6.30579
Click to view 3D structure	Sulfotransferase 1C3	Q6IMI6	Humans	Known	Not Available
Click to view 3D structure	Catechol O-methyltransferase	P21964	Humans	Known	Not Available