What is the molecular formula of Estradiol?

Estradiol has a molecular formula of C 18 H 24 O 2

What is the InChI Key of Estradiol molecule?

The InChI Key of Estradiol is: VOXZDWNPVJITMN-ZBRFXRBCSA-N.

What is the molecular weight of Estradiol?

Estradiol presents a molecular weight of 272.382 g/mol.

Estradiol

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Estradiol are summarized together with 3D and 2D structures and relevant physico-chemical properties.

Table of Contents

1. What is Estradiol?
2. 3D Structure
3. Cartesian coordinates
4. 2D Drawing
5. Molecule descriptors
6. Physico-Chemical properties

What is the Estradiol?

The molecule Estradiol presents a molecular formula of C₁₈H₂₄O₂ and its IUPAC name is (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol.

Estradiol is a steroid hormone from the class of estrogens. It is the most important naturally occurring estrogen and is also produced synthetically. Estradiol participes in the development and maintenance of female reproductive tissues but it also has important effects in many other tissues including bone. In men, estradiol is produced in small amounts by the testes and adrenal glands. It is also produced by some types of cancer cells..

Estradiol binds to and activates the estrogen receptor (ER), a ligand-activated transcription factor. The ER-estradiol complex regulates gene expression and produces the biological effects of estradiol. Estradiol has both positive and negative effects on the cardiovascular system. It is a risk factor for venous thromboembolism but has protective effects on the heart and blood vessels..

Estradiol is used as a medication for the treatment of menopausal symptoms and low estrogen levels in women. It is also used to prevent osteoporosis in postmenopausal women and to treat breast cancer in women and men. Estradiol has been used to induce labor in pregnant women and to treat anemia in men..

The most common side effects of estradiol are headaches, breast tenderness, and nausea. Serious side effects include an increased risk of blood clots, heart attack, stroke, and endometrial cancer. Estradiol is a hormone and it should not be used by people with hormone-sensitive conditions such as breast cancer, uterine cancer, or endometriosis..

Estradiol should not be used during pregnancy because it may cause harm to the developing baby. If you are pregnant or think you may be pregnant, tell your doctor immediately. Estradiol passes into breast milk and may cause harm to the nursing baby. If you are breast-feeding or planning to breast-feed, tell your doctor..

3D structure

Cartesian coordinates

Geometry of Estradiol in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

Estradiol VOXZDWNPVJITMN-ZBRFXRBCSA-N chemical compound 2D structure molecule svg — Estradiol

Molecule descriptors

IUPAC name	(8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
InChI code	InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1
InChI Key	VOXZDWNPVJITMN-ZBRFXRBCSA-N
SMILES	C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CC[C@@H]2O

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

(+)-3,17.beta.-Estradiol
(+)-3,17b-Estradiol
(+)-3,17beta-Estradiol
(13S,17S)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-beta-diol
(17?)-Estra-1,3,5(10)-triene-3,17-diol
(17b)-Estra-1,3,5(10)-triene-3,17-diol
(17beta)-Estra-1,3,5(10)-triene-3,17-diol
(17beta)-estra-1(10),2,4-triene-3,17-diol
(1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0;{2,7}.0;{11,15}]heptadeca-2,4,6-triene-5,14-diol
(1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol
(8R,9S,13S,14S,17S)-13-Methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
(8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
(8S,9S,13S,14S,17S)-13-Methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
(9beta,13alpha,14beta,17alpha)-estra-1,3,5(10)-triene-3,17-diol
.alpha.-Estradiol
.alpha.-Oestradiol
.beta.-Estradiol
.beta.-Oestradiol
003E693
1,3,5,(10)-Estratrien-3,17.beta.-diol
1,3,5-Estratriene-3,17-beta-diol
1,3,5-Estratriene-3,17.beta.-diol
1,5-Estratriene-3,17.beta.-diol
13.BETA.-METHYL-1,3,5(10)-GONATRIENE-3,17.BETA.-OL
13b-Methyl-1,3,5(10)-gonatriene-3,17b-ol
13beta-Methyl-1,3,5(10)-gonatriene-3,17beta-ol
141290-02-0
17
17 ?-Estradiol
17 beta-Estradiol
17-.BETA.-Estradiol
17-.beta.-oestradiol
17-E
17-beta-Estra-1,3,5(10)-triene-3,17-diol
17-beta-OH-estradiol
17-beta-OH-oestradiol
17-beta-Oestra-1,3,5(10)-triene-3,17-diol
17-beta-estradiol
17-beta-oestradiol
17-decahydrocyclopenta[a]phenanthrene-3,17-diol
17.beta.-Estra-1,3,5(10)-triene-3,17-diol
17.beta.-Estra-1,5(10)-triene-3,17-diol
17.beta.-Estradiol
17.beta.-OH-estradiol
17.beta.-OH-oestradiol
17.beta.-Oestra-1,3,5(10)-triene-3,17-diol
17.beta.-Oestra-1,5(10)-triene-3,17-diol
17.beta.-Oestradiol
17?-Estradiol
17b-Estradiol
17b-Oestradiol
17beta estradiol (E2)
17beta oestradiol
17beta-Estra-1,3,5(10)-triene-3,17-diol
17beta-Estradiol
17beta-Oestra-1,3,5(10)-triene-3,17-diol
17beta-Oestradiol
17beta-estradiol (E2)
1a52
1g50
1jgl
1lhu
1qkt
1qku
2d06
2j7x
3,17-.beta.-Oestradiol
3,17-Epidihydroxyestratriene
3,17-Epidihydroxyoestratriene
3,17-beta-Dihydroxy-1,3,5(10)-oestratriene
3,17-beta-Dihydroxyestra-1,3,5(10)-triene
3,17-beta-Dihydroxyoestra-1,3,5-triene
3,17-beta-Estradiol
3,17-beta-Oestradiol
3,17.beta.-Dihydroxy-1,3,5(10)-estratriene
3,17.beta.-Dihydroxy-1,3,5(10)-oestratriene
3,17.beta.-Dihydroxyestra-1,3,5(10)-triene
3,17.beta.-Dihydroxyestra-1,3,5-triene
3,17.beta.-Dihydroxyoestra-1,3,5-triene
3,17.beta.-Estradiol
3,17b-Dihydroxyestra-1,3,5(10)-triene
3,17b-Estradiol
3,17beta-Dihydroxy-1,3,5(10)-estratriene
3,17beta-Dihydroxyestra-1,3,5(10)-triene
3,17beta-Dihydroxyestra-1,3,5-triene
3,17beta-Dihydroxyoestra-1,3,5-triene
3,17beta-Estradiol
3,17beta-dihydroxyestra-1,3,5(10)-trien
3,3,5(10)-triene
3,3,5-triene
4TI98Z838E
50-28-2
A-Oestradiol
A-estradiol
AC-22346
ACTIVELLA COMPONENT ESTRADIOL
ANGELIQ COMPONENT ESTRADIOL
AS-13729
Aerodiol
Alora
Altrad
Amnestrogen
Aquadiol
B-Estradiol
B8B5AEF5-4957-49EB-A14F-444A8212C482
BCP08579
BDBM17292
BIDD:ER0125
BIDD:PXR0065
BIJUVA COMPONENT ESTRADIOL
BPBio1_000532
BSPBio_000482
BSPBio_001065
Bardiol
Benzogynestry
Bio-E-Gel
Bio1_000403
Bio1_000892
Bio1_001381
Bio2_000363
Bio2_000843
C00951
CCG-100808
CCRIS 280
CLIMARA PRO COMPONENT ESTRADIOL
CMC_11154
COMBIPATCH COMPONENT ESTRADIOL
CPD000059126
CS-1938
Climaderm
Climara
Climara Forte
Compudose
Compudose 200
Compudose 365
Corpagen
D-3,17-beta-Estradiol
D-3,17-beta-Oestradiol
D-3,17.beta.-Estradiol
D-3,17.beta.-Oestradiol
D-3,17beta-Estradiol
D-3,17beta-Oestradiol
D-Estradiol
D-Oestradiol
D00105
DB00783
DSSTox_CID_573
DSSTox_GSID_20573
DSSTox_RID_75666
Dermestril
Destradiol
Dihydrofollicular hormone
Dihydrofolliculin
Dihydromenformon
Dihydrotheelin
Dihydroxyesterin
Dihydroxyestrin
Dihydroxyoestrin
Dimenformon
Diogyn
Diogynets
Divigel
E 2
E 8875
E(sub 2)
E2
EC 200-023-8
ESTRADIOL COMPONENT OF ACTIVELLA
ESTRADIOL COMPONENT OF ANGELIQ
ESTRADIOL COMPONENT OF BIJUVA
ESTRADIOL COMPONENT OF CLIMARA PRO
ESTRADIOL COMPONENT OF COMBIPATCH
ESTRADIOL COMPONENT OF ORIAHNN
ESTRADIOL COMPONENT OF PREFEST
ESTRADIOL HEMIHYDRATE
EU-0100503
Elestrim
Elestrin
Encore
Epiestriol 50
Epitope ID:136018
Esclim
Estasorb
Estra-1,3,5(10)-triene-3,17-beta-diol
Estra-1,3,5(10)-triene-3,17-diol
Estra-1,3,5(10)-triene-3,17-diol (17.beta.)-
Estra-1,3,5(10)-triene-3,17-diol (17beta)-
Estra-1,3,5(10)-triene-3,17-diol, (17beta)-
Estra-1,3,5(10)-triene-3,17-diol, (6,7-(sup 3)H,17-beta)-
Estra-1,3,5(10)-triene-3,17.beta.-diol
Estra-1,3,5(10)-triene-3,17b-diol
Estra-1,3,5(10)-triene-3,17beta-diol
Estra-1,5(10)-triene-3,17-diol (17.beta.)-
Estra-1,5(10)-triene-3,17-diol, (17.beta.)-
Estra-1,5(10)-triene-3,17.beta.-diol
Estrace
Estraderm
Estraderm MX
Estraderm TTS
Estraderm TTS 100
Estraderm TTS 50
Estradiol
Estradiol (JAN/USP/INN)
Estradiol 17-beta
Estradiol Anhydrous
Estradiol complex
Estradiol valerate metabolite e2
Estradiol, .beta.-
Estradiol, meets USP testing specifications
Estradiol-17 alpha
Estradiol-17 beta
Estradiol-17-beta
Estradiol-17-beta-6,7-(sup 3)H
Estradiol-17.beta.
Estradiol-3,17beta
Estradiolo
Estradiolum
Estradot
Estraldine
Estrapak 50
Estrasorb
Estreva
Estrifam
Estring
Estring vaginal ring
Estroclim
Estroclim 50
Estrodiolum
Estrofem 2
Estrogel
Estrogel HBF
Estrogen
Estrogens, esterified
Estropause
Estrovite
Evamist
Evorel
Extrasorb
Fem7
Femanest
Femestral
Femestrol
Femogen
Fempatch
Femtran
Follicyclin
GTPL1012
GTPL1013
Gelestra
Ginedisc
Ginosedol
GynPolar
Gynergon
Gynestrel
Gynodiol
Gynoestryl
HMS1362E07
HMS1569I04
HMS1792E07
HMS1990E07
HMS2051C17
HMS2090E18
HMS2096I04
HMS2236H04
HMS3261F07
HMS3403E07
HMS3713I04
HMS3884A08
HSDB 3589
HY-B0141
IDI1_002118
IMVEXXY
Innofem
KBio2_000405
KBio2_002269
KBio2_002973
KBio2_004837
KBio2_005541
KBio2_007405
KBio3_000769
KBio3_000770
KBio3_002749
KBioGR_000405
KBioGR_002269
KBioSS_000405
KBioSS_002270
KG70300000
LMST02010001
LP00503
Lamdiol
Lopac0_000503
MLS000069494
MLS000758312
MLS001076331
MLS001424022
Macrodiol
Macrol
Menest
Menorest
Menostar
Methyl 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate.
Microdiol
Minivelle
NC00058
NCGC00091544-00
NCGC00091544-01
NCGC00091544-02
NCGC00091544-04
NCGC00091544-05
NCGC00091544-06
NCGC00091544-07
NCGC00091544-09
NCGC00091544-10
NCGC00091544-11
NCGC00091544-12
NCGC00091544-13
NCGC00091544-14
NCGC00091544-15
NCGC00091544-16
NCGC00091544-18
NCGC00091544-27
NCGC00179321-01
NCGC00179321-02
NCGC00254177-01
NCGC00259606-01
NCGC00261188-01
NIOSH/KG7030000
NSC-20293
NSC-9895
NSC9895
Nordicol
ORIAHNN COMPONENT ESTRADIOL
Oesclim
Oestergon
Oestra-1,3,5(10)-triene-3,17-beta-diol
Oestra-1,3,5(10)-triene-3,17.beta.-diol
Oestra-1,3,5(10)-triene-3,17b-diol
Oestra-1,3,5(10)-triene-3,17beta-diol
Oestra-1,5(10)-triene-3,17.beta.-diol
Oestradiol
Oestradiol Berco
Oestradiol R
Oestradiol-17-beta
Oestradiol-17.beta.
Oestradiol-17beta
Oestradiol-17beta and esters
Oestradiolum
Oestrogel
Oestroglandol
Oestrogynal
Opera_ID_1688
Ovahormon
Ovasterol
Ovastevol
Ovociclina
Ovocyclin
Ovocycline
Ovocylin
PREFEST COMPONENT ESTRADIOL
Perlatanol
Prestwick0_000441
Prestwick1_000441
Prestwick2_000441
Prestwick3_000441
Prestwick_207
Primofol
Profoliol
Profoliol B
Progynon DH
Progynon-DH
Q-201503
Q422416
S-21400
SDCCGSBI-0050487.P002
SK-Estrogens
SL-1100
SMP1_000121
SMR000059126
SR-01000075866
SR-01000075866-1
SR-01000075866-4
SR-01000721892
SR-01000721892-3
Sandrena 1
Sandrena Gel
Sisare Gel
Syndiol
Systen
TX-004HR
Theelin, dihydro-
Tradelia
Trial SAT
Tritiated estradiol-17-beta
Trocosone
VIVELLE-DOT
Vagifem
Vivelle
WC-3011
WC3011
WLN: L E5 B666TTT&J E1 FQ OQ
Yuvvexy
Z1847670481
Zerella
Zesteem
Zesteen
Zumenon
[2,4,6,7-3H]-17beta-estradiol
[2,4,6,7-3H]-E2
[3H]-Estrogen
[3H]-estradiol
[3H]17beta-estradiol
[3H]E2
[3H]]estradiol
[3H]estradiol
alpha-estradiol (obsolete)
beta-Estradiol
bmse000642
cMAP_000005
cis-Estradiol
cis-Oestradiol
component of Menrium
delta-Estradiol
delta-Oestradiol
dihydro-Theelin
estra-1(10),2,4-triene-3,17-diol, (17beta)-
estradiol
estradiol-17beta
oestrodiol
progynon
s1709

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:

CAS number (Chemical Abstracts Service Registry Number) is a unique identifier is assigned to every chemical compound indexed in the CAS database.
Beilstein: The Beilstein database is a comprehensive source of information on organic chemistry, including information on chemical structures, properties, and reactions. The Beilstein database assigns unique identifiers which can be used to identify compounds in scientific literature and other sources.
ChEBI (Chemical Entities of Biological Interest): ChEBI is a database of small chemical molecules that are of interest in the field of biology.
PubChem CID (Compound Identifier): PubChem is a database of chemical compounds that is maintained by the National Institutes of Health (NIH).
RTECS number (Registry of Toxic Effects of Chemical Substances): The RTECS is a database of information on the toxic effects of chemicals, including information on their structures and properties.
ChEMBL (Compound Bioactivity Data): ChEMBL is a database of bioactivity data for small molecules, including information on their properties and structures.
CompTox Dashboard (Environmental Protection Agency): The CompTox Dashboard is a database of information on the toxicology and environmental effects of chemicals.

ZINC13520815
CAS-50-28-2
UNII-4TI98Z838E
AKOS015896570
BRD-K18910433-001-04-4
BRD-K18910433-001-43-2
DTXSID0020573
CHEMBL135
CHEBI:16469
Tox21_111148
Tox21_202057
Tox21_300288
Tox21_500503
EINECS 200-023-8
SPBio_002421
SCHEMBL8049
Spectrum5_002055

Physico-Chemical properties

IUPAC name	(8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
Molecular formula	C₁₈H₂₄O₂
Molecular weight	272.382
Melting point (ºC)
Boiling point (ºC)
Density (g/cm³)
Molar refractivity	81.03
LogP	3.6
Topological polar surface area	40.5

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (K_ow) data is applied in toxicology and drug research. K_ow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(K_ow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å² are required. Thus, molecules with a polar surface area greater than 140 Å² tend to be poorly permeable to cell membranes.