What is the molecular formula of Diethylstilbestrol?

Diethylstilbestrol has a molecular formula of C 18 H 20 O 2

What is the InChI Key of Diethylstilbestrol molecule?

The InChI Key of Diethylstilbestrol is: RGLYKWWBQGJZGM-ISLYRVAYSA-N.

What is the molecular weight of Diethylstilbestrol?

Diethylstilbestrol presents a molecular weight of 268.35 g/mol.

Diethylstilbestrol

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

Table of Contents

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

What is the Diethylstilbestrol?

The molecule Diethylstilbestrol presents a molecular formula of C₁₈H₂₀O₂ and its IUPAC name is 4-[(E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol.

Diethylstilbestrol (DES) is a synthetic, non-steroidal estrogen that was first synthesized in 1938. It was used in the United States from 1941 to 1971 to prevent miscarriages and other pregnancy complications. Between 5 and 10 million women and girls were exposed to DES during pregnancy..

DES was also used in livestock to promote growth. It is no longer used in either humans or animals in the United States..

Diethylstilbestrol is a known human carcinogen. Women who were exposed to DES during pregnancy have an increased risk of developing clear cell adenocarcinoma of the vagina and cervix. These cancers are rare, but can be aggressive and difficult to treat..

DES exposure also puts women at increased risk for breast cancer, non-Hodgkin lymphoma, and other health problems. Men exposed to DES before birth may have an increased risk of testicular cancer and other health problems..

If you think you or your child may have been exposed to DES, talk to your doctor. There are no medical tests that can definitively diagnose DES exposure. However, your doctor can help you manage your health risks..

3D structure

Cartesian coordinates

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

2D drawing

Diethylstilbestrol RGLYKWWBQGJZGM-ISLYRVAYSA-N chemical compound 2D structure molecule svg — Diethylstilbestrol

Molecule descriptors

IUPAC name	4-[(E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
InChI code	InChI=1S/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3/b18-17+
InChI Key	RGLYKWWBQGJZGM-ISLYRVAYSA-N
SMILES	CC/C(=C(/CC)c1ccc(O)cc1)c1ccc(O)cc1

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.

(E)-3,4-Bis(4-hydroxyphenyl)-3-hexene
(E)-4,4'-(1,2-Diethyl-1,2-ethenediyl)bisphenol
(E)-4,4'-(hex-3-ene-3,4-diyl)diphenol
(E)-Diethylstilbestrol
(Z)-4,4'-(1,2-Diethyl-1,2-ethylenediyl)bisphenol
.alpha.,.alpha.'-Diethyl-(E)-4,4'-stilbenediol
.alpha.,.alpha.'-Diethyl-4,4'-stilbenediol
.alpha.,.alpha.'-Diethylstilbenediol
002D373
3,4'-Dihydroxyphenyl)hex-3-ene
3,4-(Di-4-hydroxyphenyl)hex-3-ene, (E)-
3,4-Bis(4-hydroxyphenyl)-3-hexene
3,4-Bis(p-hydroxyphenyl)-3-hexene
3,4-Bis(p-hydroxyphenyl)-3-hexene, trans
3-Hexene,3,4-bis(p-hydroxyphenyl)-, (E)-
3-Hexene,4-bis(p-hydroxyphenyl)-
3erd
4, .alpha.,.alpha.'-diethyl-
4, .alpha.,.alpha.'-diethyl-, (E)-
4, .alpha.,.alpha.-diethyl-
4, 2,2'-diethyl-
4,2-Diethyl-1,2-ethenediyl)bisphenol
4,4'-(1,2-Diethyl-1,2-ethenediyl)bisphenol, trans
4,4'-(3-HEXENE-3,4-DIYL)DIPHENOL
4,4'-(3E)-hex-3-ene-3,4-diyldiphenol
4,4'-(Hex-3-ene-3,4-diyl)diphenol
4,4'-Dihydroxy-.alpha.,.beta.-diethylstilbene
4,4'-Dihydroxy-alpha,beta-diethylstilbene
4,4'-Dihydroxydiethylstilbene
4,4'-Stilbenediol, .alpha.,.alpha.'-diethyl-, (E)-
4,4'-Stilbenediol, .alpha.,.alpha.-diethyl-, (E)-
4,4'-Stilbenediol, alpha,alpha'-diethyl-, (E)-
4,4'-Stilbenediol, alpha,alpha'-diethyl-, (Z)-
4-[(3E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
4-[(E)-1-ethyl-2-(4-hydroxyphenyl)but-1-enyl]phenol
4-[(E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
56-53-1
6898-97-1
731DCA35BT
A831077
AS-13377
Acnestrol
Agostilben
Antigestil
BDBM20625
BIDD:ER0159
BPBio1_000850
BRN 2056095
BSPBio_000772
BSPBio_002201
Bertrol
Bio-des
Bufon
C07620
CCG-38961
CCRIS 240
CS-0369240
Climaterine
Comestrol
Comestrol estrobene
Cyren
Cyren A
D00577
D0526
D81873
DB00255
DES
DES (synthetic estrogen)
DIETHYLSTILBESTROL (diethylstilbestr
DSSTox_CID_465
DSSTox_GSID_20465
DSSTox_RID_75608
Dawe's destrol
Desma
Destrol
Di-Estryl
DiBestrol 2 Premix
Diaethylstilboestrolum
Diastyl
Dibestrol
Dibestrol '2' premix
Dicorvin
Diethyl stilbestrol
Diethylstilbesterol
Diethylstilbestrol
Diethylstilbestrol (USP/INN)
Diethylstilbestrol, mixture of cis and trans
Diethylstilbestrol,mixture of cis and trans
Diethylstilbestrolum
Diethylstilboesterol
Dietilestilbestrol
Dietilstilbestrolo
Distilbene
Domestrol
Dyestrol
E-Diethylstilbestrol
Estilbin ''MCO''
Estilbin MCO
Estril
Estrobene
Estrogenine
Estromenin
Estrosyn
Fonatol
GTPL2801
Grafestrol
Gynopharm
HMS1570G14
HMS1920G08
HMS2090C14
HMS2091M18
HMS2097G14
HMS2232N11
HMS3650A09
HMS3714G14
HMS501J21
HSDB 3060
HY-14598
Hi-Bestrol
IDI1_000519
Idroestril
Iscovesco
LS-14649
MG 137
MLS000028447
MLS002174252
MLS002222298
Makarol
Menostilbeen
Micrest
Microest
Milestrol
NCGC00090749-01
NCGC00090749-02
NCGC00090749-03
NCGC00090749-04
NCGC00090749-05
NCGC00090749-06
NCGC00090749-07
NCGC00090749-08
NCGC00090749-09
NCGC00090749-15
NCGC00254539-01
NCGC00259956-01
NSC 3070
NSC-3070
NSC-756736
NSC3070
NSC756736
Neo-Oestranol I
New-Estranol 1
OeKolp
Oestrogenine
Oestrol vetag
Oestromenin
Oestromensil
Oestromensyl
Oestromienin
Oestromon
Pabestrol
Palestrol
Percutatrine oestrogenique iscovesco
Pharmakon1600-01500244
Phenol 4,4'-(1,2-diethyl-1,2-ethenediyl)bis-, (E)-
Phenol, 4,4'-((1E)-1,2-diethyl-1,2-ethenediyl)bis-
Phenol, 4,4'-(1,2-diethyl-1,2-ethenediyl)bis-, (E)-
Phenol, 4,4'-(1,2-diethyl-1,2-ethylenediyl)bis-, (Z)-
Phenol, 4,4'-[(1E)-1,2-diethyl-1,2-ethenediyl]bis-
Phenol,4'-(1,2-diethyl-1,2-ethenediyl)bis-, (E)-
Prestwick2_000756
Prestwick3_000756
Prestwick_1070
Protectona
Q423989
REGID_for_CID_448537
RGLYKWWBQGJZGM-ISLYRVAYSA-
Rcra waste number U089
Rumestrol 1
Rumestrol 2
SBI-0051346.P003
SMR000058263
SPECTRUM1500244
SR-01000745070
SR-01000745070-3
SR-01000745070-4
SR-01000745070-5
SR-01000745070-9
STIL
STK366318
SW197137-4
Sedestran
Serral
Sexocretin
Sibol
Sintestrol
Stibilium
Stil-Rol
Stilbestro
Stilbestroform
Stilbestrol
Stilbestrol, diethyl-
Stilbestrone
Stilbetin
Stilboefral
Stilboestroform
Stilboestrol
Stilbofolin
Stilbol
Stilkap
Synestrin
Synthestrin
Synthoestrin
Synthofolin
Syntofolin
TRANS-DIETHYSTILBESTEROL
Tampovagan
Tampovagan stilboestrol
Tylosterone
Vagestrol
WLN: QR DY2&UY2&R DQ
alpha,alpha'-Diethyl-(E)-4,4'-stilbenediol
alpha,alpha'-Diethylstilbenediol
cis-Des
cis-Diethylstilbesterol
cis-alpha,alpha'-Diethyl-4,4'-stilbenediol
diethylstilbestrol
diethylstilbestrol (DES)
neo-Oestranol 1
s1859
strobene
trans-.alpha.,.alpha.'-Diethyl-4,4'-stilbenediol
trans-.alpha.,.alpha.'-diethyl-4-4'-stilbenediol
trans-.alpha.,4'-stilbenediol
trans-4,4'-(1,2-Diethyl-1,2-ethenediyl)bisphenol
trans-Diethyl Stilbestrol
trans-Diethylstilbesterol
trans-Diethylstilbestrol
trans-Diethylstilboesterol

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.

ZINC1290
CAS-56-53-1
UNII-731DCA35BT
AKOS005111142
BRD-K17084514-001-01-7
BRD-K45330754-001-09-2
DTXSID3020465
CHEMBL411
CHEBI:41922
CHEBI:92795
Tox21_202407
Tox21_300526
EINECS 200-278-5
SCHEMBL9223
Spectrum5_000799

Physico-Chemical properties

IUPAC name	4-[(E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
Molecular formula	C₁₈H₂₀O₂
Molecular weight	268.35
Melting point (ºC)
Boiling point (ºC)
Density (g/cm³)
Molar refractivity	85.09
LogP	4.8
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.