Bovine Metabolome Database: Showing metabocard for Finasteride (BMDB0001984)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:49:35 UTC

Update Date

2020-04-22 15:09:16 UTC

BMDB ID

BMDB0001984

Secondary Accession Numbers

BMDB01984

Metabolite Identification

Common Name

Finasteride

Description

Finasteride, also known as proscar or propecia, belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Based on a literature review a significant number of articles have been published on Finasteride.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(5alpha,17beta)-(1,1-Dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide	ChEBI
Finasterida	ChEBI
Finasteridum	ChEBI
Propecia	Kegg
Proscar	Kegg
(5a,17b)-(1,1-Dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide	Generator
(5Α,17β)-(1,1-dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide	Generator
Chibro-proscar	HMDB
Finastid	HMDB
Finpecia	HMDB
Prostide	HMDB
Chibro proscar	HMDB
Eucoprost	HMDB
Merck brand 1 OF finasteride	HMDB
Merck brand 2 OF finasteride	HMDB
Cahill may roberts brand OF finasteride	HMDB
Lipha brand OF finasteride	HMDB
Merck frosst brand 1 OF finasteride	HMDB
Frosst iberica brand OF finasteride	HMDB
MSD Chibropharm brand OF finasteride	HMDB
Merck sharp and dohme brand 1 OF finasteride	HMDB
Propeshia	HMDB
MSD Brand OF finasteride	HMDB
Merck frosst brand 2 OF finasteride	HMDB
Merck sharp and dhome brand 2 OF finasteride	HMDB

Chemical Formula

C₂₃H₃₆N₂O₂

Average Molecular Weight

372.5441

Monoisotopic Molecular Weight

372.277678406

IUPAC Name

(1S,2R,7R,10S,11S,14S,15S)-N-tert-butyl-2,15-dimethyl-5-oxo-6-azatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-ene-14-carboxamide

Traditional Name

(1S,2R,7R,10S,11S,14S,15S)-N-tert-butyl-2,15-dimethyl-5-oxo-6-azatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-ene-14-carboxamide

CAS Registry Number

98319-26-7

SMILES

[H][C@@]12CC[C@H](C(=O)NC(C)(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])NC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18+,22-,23+/m0/s1

InChI Key

DBEPLOCGEIEOCV-WSBQPABSSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

20-hydroxysteroid
Androgen-skeleton
3-hydroxysteroid
Hydroxysteroid
4-azasteroid
Azasteroid
Cyclic carboximidic acid
Carboximidic acid
Carboximidic acid derivative
Azacycle
Organoheterocyclic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:5062 )
aza-steroid (CHEBI:5062 )

Ontology

Status

Expected but not Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.53	ALOGPS
logP	3.07	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	14.53	ChemAxon
pKa (Strongest Basic)	0.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.2 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	108.2 m³·mol⁻¹	ChemAxon
Polarizability	43.96 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1579000000-3a73a92e1d34b87c3e4c	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0a4i-5910000000-7dd7b7fbb29b6ae08f4c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0ab9-1319000000-9f18f09bea4e9168f1df	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0002-5900000000-3ad6a0d10c51f9892144	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4i-0119000000-f683db304300c01e907a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4i-0129000000-a097bfd2187d4d4c97c6	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-00xr-0119000000-43c6646bf19d62255966	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-01b9-2539000000-c47506144391db372c4b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-014i-0900000000-a55cf309ee5a976c5e45	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0aou-9400000000-e2d92afbb0c688a7c65f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0a4i-0936000000-473b441c435f8a167da5	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-05fr-0109000000-a6753fafb9b44a98b5ea	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0aor-9500000000-2323be14f82809784cbb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-00di-0009000000-5429921102770ed801ec	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00di-0009000000-42255449abab8a1efb5b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00di-0009000000-5f84c9991fe026c30104	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0009000000-832f340612f54390180c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-00di-0009000000-acfb1d6450dbdd3c37ce	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0009000000-47e745329afb05408179	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-0ab9-0219000000-040ec285d4c909fdf035	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0009000000-a6be7718311b4f11aad5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zmi-0439000000-e0a2fad4c18c6da72e1c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uej-3790000000-df2f90aa3664e0df8776	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0009000000-be3980c97e5b8f8767a6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-3029000000-5489b391a47dec8eb0f1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dl-9131000000-a1b8897126899f67f5fb	View in MoNA

Biological Properties

Cellular Locations

Cell membrane
Cytoplasm
Membrane

Biospecimen Locations

Not Available

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0001984

DrugBank ID

DB01216

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022782

KNApSAcK ID

Not Available

Chemspider ID

51714

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Finasteride

METLIN ID

Not Available

PubChem Compound

57363

PDB ID

Not Available

ChEBI ID

5062

References

Synthesis Reference

Peng, Dongming; Huang, Kelong; Liu, Yanfei. Improved synthesis of finasteride. Zhongguo Yaowu Huaxue Zazhi (2005), 15(5), 288-290.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Finasteride (BMDB0001984)

Structure for BMDB0001984 (Finasteride)