Metabolite Canrenone

Name

Canrenone

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 340.4559
Monoisotopic: 340.203844762

Chemical Formula

C₂₂H₂₈O₃

InChI Key

UJVLDDZCTMKXJK-WNHSNXHDSA-N

InChI

InChI=1S/C22H28O3/c1-20-9-5-15(23)13-14(20)3-4-16-17(20)6-10-21(2)18(16)7-11-22(21)12-8-19(24)25-22/h3-4,13,16-18H,5-12H2,1-2H3/t16-,17+,18+,20+,21+,22-/m1/s1

IUPAC Name

(1R,3aS,3bR,9aR,9bS,11aS)-9a,11a-dimethyl-2,3,3a,3b,7,8,9,9a,9b,10,11,11a-dodecahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolane]-5',7-dione

SMILES

[H][C@@]12CC[C@@]3(CCC(=O)O3)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@]12C

Reactions

Spironolactone

7-alpha-thiospironolactone
- 7-alpha-thiospironolactone
  
  Canrenone
- 7-alpha-thiospironolactone
  
  7-alpha-thiomethylspironolactone

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-01u0-0294000000-4ef8f41e0a3349fc5759
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-0a4j-2910000000-895da7d842991e1f2631
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-0a4i-3900000000-44a9709cabb5e8f1da5d
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-0079-0962000000-d3aa34556f83b16405c8
LC-MS/MS Spectrum - LC-ESI-ITFT , positive	LC-MS/MS	splash10-05tr-0962000000-924d636ff93f46fb7ccc
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0006-0029000000-4ec0eae00545c759b48b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-0019000000-4777b0d070976273575a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00xr-0496000000-5be60c6ac326043ed3f5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000b-0094000000-49889cd77c8d19b992fd
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-03la-0069000000-62d17708a1dc75efde47
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01tj-1960000000-38ad5128ed97240341bd
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0006-0029000000-4ec0eae00545c759b48b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-0019000000-4777b0d070976273575a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00xr-0496000000-5be60c6ac326043ed3f5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000b-0094000000-49889cd77c8d19b992fd
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-03la-0069000000-62d17708a1dc75efde47
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01tj-1960000000-38ad5128ed97240341bd
1H NMR Spectrum	1D NMR	Not Applicable
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable
[1H,13C] 2D NMR Spectrum	2D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	192.2057639	predicted	DarkChem Lite v0.1.0
[M-H]-	192.7230639	predicted	DarkChem Lite v0.1.0
[M-H]-	183.92747	predicted	DeepCCS 1.0 (2019)
[M-H]-	192.2057639	predicted	DarkChem Lite v0.1.0
[M-H]-	192.7230639	predicted	DarkChem Lite v0.1.0
[M-H]-	183.92747	predicted	DeepCCS 1.0 (2019)
[M+H]+	191.0078639	predicted	DarkChem Lite v0.1.0
[M+H]+	193.1812639	predicted	DarkChem Lite v0.1.0
[M+H]+	185.82289	predicted	DeepCCS 1.0 (2019)
[M+H]+	191.0078639	predicted	DarkChem Lite v0.1.0
[M+H]+	193.1812639	predicted	DarkChem Lite v0.1.0
[M+H]+	185.82289	predicted	DeepCCS 1.0 (2019)
[M+Na]+	191.8228639	predicted	DarkChem Lite v0.1.0
[M+Na]+	193.2297639	predicted	DarkChem Lite v0.1.0
[M+Na]+	192.38304	predicted	DeepCCS 1.0 (2019)
[M+Na]+	191.8228639	predicted	DarkChem Lite v0.1.0
[M+Na]+	193.2297639	predicted	DarkChem Lite v0.1.0
[M+Na]+	192.38304	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0003033
ChemSpider: 13192
ChEBI: 135445
ChEMBL: CHEMBL1463345
ZINC: ZINC000003881648
Wikipedia: Canrenone

Predicted Properties

Property	Value	Source
Water Solubility	0.0042 mg/mL	ALOGPS
logP	2.79	ALOGPS
logP	3.6	Chemaxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	-4.8	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	2	Chemaxon
Hydrogen Donor Count	0	Chemaxon
Polar Surface Area	43.37 Å²	Chemaxon
Rotatable Bond Count	0	Chemaxon
Refractivity	97.48 m³·mol^-1	Chemaxon
Polarizability	38.67 Å³	Chemaxon
Number of Rings	5	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Canrenone

Structure for Canrenone

Collision Cross Sections (CCS)