Global Information Lookup Global Information

Pregnane information


Pregnane
Skeletal formula of pregnane
Ball-and-stick model of the pregnane molecule
Names
IUPAC name
5ξ-Pregnane[1]
Systematic IUPAC name
(1S,3aS,3bS,5aΞ,9aS,9bS,11aR)-1-Ethyl-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene
Identifiers
CAS Number
  • 481-26-5 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:8386 checkY
ChemSpider
  • 5256760 checkY
PubChem CID
  • 6857422
UNII
  • 10Z78HHV4C checkY
CompTox Dashboard (EPA)
  • DTXSID10425881 Edit this at Wikidata
InChI
  • InChI=1S/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16?,17-,18-,19-,20-,21+/m0/s1 checkY
    Key: JWMFYGXQPXQEEM-WZBAXQLOSA-N checkY
  • InChI=1/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16?,17-,18-,19-,20-,21+/m0/s1
    Key: JWMFYGXQPXQEEM-WZBAXQLOBZ
SMILES
  • C41CCCC[C@@]1([C@@H]3[C@H]([C@@H]2CC[C@@H]([C@@]2(C)CC3)CC)CC4)C
Properties
Chemical formula
C21H36
Molar mass 288.511 g/mol
Density 0.926 g/ml
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Pregnane, also known as 17β-ethylandrostane or as 10β,13β-dimethyl-17β-ethylgonane, is a C21 steroid and, indirectly, a parent of progesterone. It is a parent hydrocarbon for two series of steroids stemming from 5α-pregnane (originally allopregnane) and 5β-pregnane (17β-ethyletiocholane). It has a gonane core.

5β-Pregnane is the parent of pregnanediones, pregnanolones, and pregnanediols, and is found largely in urine as a metabolic product of 5β-pregnane compounds.

  1. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 1530. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

and 25 Related for: Pregnane information

Request time (Page generated in 0.5644 seconds.)

Pregnane

Last Update:

steroids stemming from 5α-pregnane (originally allopregnane) and 5β-pregnane (17β-ethyletiocholane). It has a gonane core. 5β-Pregnane is the parent of pregnanediones...

Word Count : 207

Allopregnanolone

Last Update:

virilization of the male fetus. Allopregnanolone is an endogenous inhibitory pregnane neurosteroid. It is made from pregnenolone, and is a positive allosteric...

Word Count : 4804

Pregnane X receptor

Last Update:

In the field of molecular biology, the pregnane X receptor (PXR), also known as the steroid and xenobiotic sensing nuclear receptor (SXR) or nuclear receptor...

Word Count : 1978

List of neurosteroids

Last Update:

allopregnanedione): 5α-pregnane-3,20-dione – GABAA receptor positive allosteric modulator 5β-Dihydroprogesterone (5β-DHP; pregnanedione): 5β-pregnane-3,20-dione –...

Word Count : 2007

Asclepias tuberosa

Last Update:

lactation or with infants due to its toxins, which include resinoids and pregnanes. Native Americans and European pioneers used the boiled roots to treat...

Word Count : 2601

Steroid

Last Update:

serves as a skeleton. These parent structures have specific names, such as pregnane, androstane, etc. The derivatives carry various functional groups called...

Word Count : 8393

Allopregnanediol

Last Update:

Allopregnanediol, or 5α-pregnane-3α,20α-diol, is an endogenous metabolite of progesterone and allopregnanolone and an isomer of pregnanediol (5β-pregnan-3α...

Word Count : 213

C21H36

Last Update:

2817 u) may refer to: Allopregnane, or 5α-Pregnane Pregnane, also known as 17β-ethylandrostane 5β-Pregnane This set index page lists chemical structure...

Word Count : 65

Gonane

Last Update:

common forms include 5α-gonane and 5β-gonane. Estrane, androstane, and pregnane are variants of gonane with additional methyl or ethyl groups attached...

Word Count : 682

Progestogen

Last Update:

progestogens are characterized by their basic 21-carbon skeleton, called a pregnane skeleton (C21). In similar manner, the estrogens possess an estrane skeleton...

Word Count : 1566

Allopregnane

Last Update:

Allopregnane, also known as 5α-pregnane or as 10β,13β-dimethyl-17β-ethyl-5α-gonane, is a steroid and a parent compound of a variety of steroid derivatives...

Word Count : 120

Pregnanedione

Last Update:

Pregnanedione, or pregnane-3,20-dione, may refer to: 5α-Dihydroprogesterone (5α-pregnane-3,20-dione) 5β-Dihydroprogesterone (5β-pregnane-3,20-dione) Progesterone...

Word Count : 69

Triamcinolone

Last Update:

its elimination half-life would suggest. Triamcinolone is a synthetic pregnane corticosteroid and derivative of cortisol (hydrocortisone) and is also...

Word Count : 1498

Triamcinolone acetonide

Last Update:

cyclic 16,17-acetal with acetone, is a synthetic halogenated cyclic ketal pregnane corticosteroid. It is the C16α,17α acetonide of triamcinolone. Triamcinolone...

Word Count : 1237

Dihydrotestosterone

Last Update:

5α-pregnane-3α,17α-diol-20-one → androsterone → 5α-androstane-3α,17β-diol → DHT. progesterone → 5α-dihydroprogesterone → allopregnanolone → 5α-pregnane-3α...

Word Count : 6821

Bile acid

Last Update:

Pregnanediol Pregnanetriol Pregnenediol Pregnanedione Pregnenedione 5α-Pregnane 5β-Pregnane C23 Cardanolide C24 Cholane Bile acid C27 Cholestane Functional group...

Word Count : 4587

Flucloxacillin

Last Update:

Meclizine Nigramide J Okadaic acid PK-11195 S-07662 T-0901317 PXRTooltip Pregnane X receptor Agonists: 17α-Hydroxypregnenolone 17α-Hydroxyprogesterone Δ4-Androstenedione...

Word Count : 2055

Estrane

Last Update:

such as estradiol, estrone, and estriol are estratrienes. Androstane Pregnane International Union of Pure and Applied Chemistry (2014). Nomenclature...

Word Count : 109

Zuranolone

Last Update:

nasopharyngitis, and urinary tract infection. An orally active inhibitory pregnane neurosteroid, zuranolone acts as a positive allosteric modulator of the...

Word Count : 1167

Fentanyl

Last Update:

Meclizine Nigramide J Okadaic acid PK-11195 S-07662 T-0901317 PXRTooltip Pregnane X receptor Agonists: 17α-Hydroxypregnenolone 17α-Hydroxyprogesterone Δ4-Androstenedione...

Word Count : 16050

Metacycline

Last Update:

[citation needed] It has been found to act as an agonist of the human pregnane X receptor ligand-binding domain and to induce CYP3A4 expression in vitro...

Word Count : 97

Androstane

Last Update:

derivatives with carbons present at positions 1 through 19. Estrane and pregnane C19H32 Wilson JD (1996). "Role of dihydrotestosterone in androgen action"...

Word Count : 126

Omeprazole

Last Update:

Meclizine Nigramide J Okadaic acid PK-11195 S-07662 T-0901317 PXRTooltip Pregnane X receptor Agonists: 17α-Hydroxypregnenolone 17α-Hydroxyprogesterone Δ4-Androstenedione...

Word Count : 3794

Gut microbiota

Last Update:

neuroprotective antioxidant that scavenges hydroxyl radicals. IPA binds to the pregnane X receptor (PXR) in intestinal cells, thereby facilitating mucosal homeostasis...

Word Count : 14058

Permethrin

Last Update:

Meclizine Nigramide J Okadaic acid PK-11195 S-07662 T-0901317 PXRTooltip Pregnane X receptor Agonists: 17α-Hydroxypregnenolone 17α-Hydroxyprogesterone Δ4-Androstenedione...

Word Count : 3422

PDF Search Engine © AllGlobal.net