Bovine Metabolome Database: Showing metabocard for Boldione (BMDB0003422)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:04:30 UTC

Update Date

2020-04-22 15:12:16 UTC

BMDB ID

BMDB0003422

Secondary Accession Numbers

BMDB03422

Metabolite Identification

Common Name

Boldione

Description

Boldione, also known as ADD or ADT, 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 small amount of articles have been published on Boldione.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1,4-Androstadiene-3,17-dione	ChEBI
1-Dehydroandrostenedione	ChEBI
ADD	ChEBI
ADT	ChEBI
Androstadienedione	ChEBI
Androst-1,4-diene-3,17-dione	MeSH
Boldione	ChEBI
Androsta-1,4-diene-3, 17-dione	HMDB
Androsta-1,4-diene-3,17-dione	HMDB
Androstane-1,4-diene-3, 17-dione	HMDB
Androstra-1,4-diene-3,17-dione	HMDB

Chemical Formula

C₁₉H₂₄O₂

Average Molecular Weight

284.3927

Monoisotopic Molecular Weight

284.177630012

IUPAC Name

(1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-5,14-dione

Traditional Name

androsta-1,4-diene-3,17-dione

CAS Registry Number

897-06-3

SMILES

[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C19H24O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1

InChI Key

LUJVUUWNAPIQQI-QAGGRKNESA-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

Androgen-skeleton
Oxosteroid
17-oxosteroid
3-oxosteroid
3-oxo-delta-1,4-steroid
Delta-1,4-steroid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:40799 )
17-oxo steroid (CHEBI:40799 )

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	2.78	ALOGPS
logP	3.93	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	18.83	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.7 m³·mol⁻¹	ChemAxon
Polarizability	32.47 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-0590000000-6541a31ec672647c2513	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	splash10-0002-0920000000-c2ed6077391b4b85511a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ , positive	splash10-0096-7900000000-0e538c3554828587687d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ , positive	splash10-00dm-3900000000-5d42203f518a99185773	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ , positive	splash10-00dj-1900000000-19c879c287403c0ed2ef	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ , positive	splash10-00dj-0910000000-004b73c2f16c9747052b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ , positive	splash10-00y1-0960000000-9c049fde9edd83e377b4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ , positive	splash10-000i-0090000000-59ad5b9288fa52be718c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ , positive	splash10-004l-5900000000-c06d7a1d1deabe2ff1f6	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ , positive	splash10-05dl-4900000000-fa822a5bff16e6c79e5f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ , positive	splash10-00di-2910000000-d9af7cc7fbe8d5314eb4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ , positive	splash10-00di-1920000000-9967f8cfb367b47cc432	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ , positive	splash10-014i-0790000000-0d6677503a198b1035c0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ , positive	splash10-014i-0090000000-696830f2bd076fad3e71	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-00di-0910000000-f76cb8acbe3dda64f678	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0090000000-97401279a4ed4f0109a4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kr-0390000000-086427ce5de936a67dfa	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gbl-3490000000-d0da828aadfb92f0e18e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-3bf930b2450afcd9c7b3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0090000000-45c4760674e826b36a01	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fto-2190000000-493a7a2fafd41fe4def6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-88e0917a0373fe627050	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0090000000-f15eb753b2ac78e32ce9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0kaj-0390000000-5831bde5b618b84ffa7e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0090000000-07ee8f0bccd26372634c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0aor-0790000000-f0dab0651773a8d88ad7	View in MoNA