BREXANOLONE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H34O2
Molecular Weight	318.4935
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of BREXANOLONE

Structure Search

SMILES

[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CC[C@@]4([H])C[C@H](O)CC[C@]34C

InChI

InChIKey=AURFZBICLPNKBZ-SYBPFIFISA-N

InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15+,16-,17+,18-,19-,20-,21+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C21H34O2
Molecular Weight	318.4935
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:10:21 UTC 2023` Edited by `admin` on `Sat Dec 16 08:10:21 UTC 2023`
Record UNII	S39XZ5QV8Y
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

BREXANOLONE

Official Name

English

ALLOPREGNAN-3.ALPHA.-OL-20-ONE [MI]

Common Name

English

brexanolone [INN]

Common Name

English

Brexanolone [WHO-DD]

Common Name

English

ALLOTETRAHYDROPROGESTERONE

Common Name

English

3α-Hydroxy-5α-pregnan-20-one

Systematic Name

English

BREXANOLONE [ORANGE BOOK]

Common Name

English

PREGNAN-20-ONE, 3-HYDROXY-, (3.ALPHA.,5.ALPHA.)-

Systematic Name

English

SGE-102

Code

English

(+)-3.ALPHA.-HYDROXY-5.ALPHA.-PREGNAN-20-ONE

Systematic Name

English

ALLOPREGNAN-3.ALPHA.-OL-20-ONE

Common Name

English

BREXANOLONE [USAN]

Common Name

English

ALLOPREGNANOLONE

Common Name

English

SAGE-547

Code

English

ZULRESSO

Brand Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

426114

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

FDA ORPHAN DRUG

399013

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

Code System Code Type Description

INN

10446

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

FDA UNII

S39XZ5QV8Y

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

DRUG CENTRAL

5324

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

NCI_THESAURUS

C169815

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

CHEBI

50169

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

USAN

DE-17

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

RXCUI

2121777

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

MERCK INDEX

m1537

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

Merck Index

SMS_ID

100000177178

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

EPA CompTox

DTXSID901016239

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

DAILYMED

S39XZ5QV8Y

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

WIKIPEDIA

ALLOPREGNANOLONE

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

DRUG BANK

DB11859

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

CAS

516-54-1

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

LACTMED

Brexanolone

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

PUBCHEM

92786

Created by admin on Sat Dec 16 08:10:21 UTC 2023 , Edited by admin on Sat Dec 16 08:10:21 UTC 2023

PRIMARY

Related Record Type Details


					S39XZ5QV8Y

EXCRETED UNCHANGED

Comments:

Following administration of radiolabeled brexanolone, 47% was recovered in feces (primarily as metabolites) and 42% in urine (with less than 1% as unchanged brexanolone).

Qualification:

URINE

Amount:


					W80H4WI8LW

URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 2B17

METABOLIC ENZYME -> SUBSTRATE


					RU3465V8V1

TARGET -> ACTIVATOR

Comments:

MODULATOR

Interaction Type:

ALLOSTERIC

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Comments:

Plasma protein binding was greater than 99% and is independent of plasma concentrations.

Interaction Type:

BINDING

Amount:


					0M77ZW789J

URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 2B7

METABOLIC ENZYME -> SUBSTRATE

Related Record Type Details


					9VG5ZMS5CJ

3.ALPHA.-HYDROXY-5.ALPHA.-DIHYDROPROGESTERONE SULFATE

METABOLITE -> PARENT


					A39RY7Z3WG

3.BETA.-HYDROXY-5.ALPHA.-DIHYDROPROGESTERONE SULFATE

METABOLITE -> PARENT

Related Record Type Details


					S39XZ5QV8Y

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Volume of Distribution	PHARMACOKINETIC

Biological Half-life	PHARMACOKINETIC