Metabolite Retinol

Name

Retinol

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 286.4516
Monoisotopic: 286.229665582

Chemical Formula

C₂₀H₃₀O

InChI Key

FPIPGXGPPPQFEQ-OVSJKPMPSA-N

InChI

InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+

IUPAC Name

(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol

SMILES

C\C(=C/CO)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C

Reactions

Beta carotene

Retinol
- Retinol
  
  retinoic acid

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-00di-1190000000-7c2230ee88e04e8f3741
Mass Spectrum (Electron Ionization)	MS	splash10-052r-2950000000-c24ec8ff8d0ba6c1f23f
MS/MS Spectrum - Quattro_QQQ 10V, Positive	LC-MS/MS	splash10-000i-0290000000-25c523b646154b291da8
MS/MS Spectrum - Quattro_QQQ 25V, Positive	LC-MS/MS	splash10-05gj-3900000000-a63c286f931608f650a3
MS/MS Spectrum - Quattro_QQQ 40V, Positive	LC-MS/MS	splash10-05mo-9700000000-e627db30469c74bb037f
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-016v-0960000000-528a5f4aa375c8ecb2df
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4l-0090000000-41f441fad2158160fb38
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0pvu-0190000000-f43383d756b5f117cb16
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00rt-1930000000-65d472a8c4915adc55ec
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0kdi-1790000000-3625d49135458bd1fe52
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-05ox-3910000000-f8a5c82210c7016d3815
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-016v-0960000000-528a5f4aa375c8ecb2df
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4l-0090000000-41f441fad2158160fb38
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00rt-1930000000-65d472a8c4915adc55ec
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0pvu-0190000000-f43383d756b5f117cb16
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0kdi-1790000000-3625d49135458bd1fe52
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-05ox-3910000000-f8a5c82210c7016d3815
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]-	202.6109289	predicted	DarkChem Lite v0.1.0
[M-H]-	203.0449289	predicted	DarkChem Lite v0.1.0
[M-H]-	202.5888289	predicted	DarkChem Lite v0.1.0
[M-H]-	202.3235289	predicted	DarkChem Lite v0.1.0
[M-H]-	185.7355	predicted	DeepCCS 1.0 (2019)
[M-H]-	202.6109289	predicted	DarkChem Lite v0.1.0
[M-H]-	203.0449289	predicted	DarkChem Lite v0.1.0
[M-H]-	202.5888289	predicted	DarkChem Lite v0.1.0
[M-H]-	202.3235289	predicted	DarkChem Lite v0.1.0
[M-H]-	185.7355	predicted	DeepCCS 1.0 (2019)
[M+H]+	204.7211289	predicted	DarkChem Lite v0.1.0
[M+H]+	204.0586289	predicted	DarkChem Lite v0.1.0
[M+H]+	203.5388289	predicted	DarkChem Lite v0.1.0
[M+H]+	203.3750289	predicted	DarkChem Lite v0.1.0
[M+H]+	188.0935	predicted	DeepCCS 1.0 (2019)
[M+H]+	204.7211289	predicted	DarkChem Lite v0.1.0
[M+H]+	204.0586289	predicted	DarkChem Lite v0.1.0
[M+H]+	203.5388289	predicted	DarkChem Lite v0.1.0
[M+H]+	203.3750289	predicted	DarkChem Lite v0.1.0
[M+H]+	188.0935	predicted	DeepCCS 1.0 (2019)
[M+Na]+	202.4290289	predicted	DarkChem Lite v0.1.0
[M+Na]+	203.3937289	predicted	DarkChem Lite v0.1.0
[M+Na]+	203.1978289	predicted	DarkChem Lite v0.1.0
[M+Na]+	203.2812289	predicted	DarkChem Lite v0.1.0
[M+Na]+	194.8832	predicted	DeepCCS 1.0 (2019)
[M+Na]+	202.4290289	predicted	DarkChem Lite v0.1.0
[M+Na]+	203.3937289	predicted	DarkChem Lite v0.1.0
[M+Na]+	203.1978289	predicted	DarkChem Lite v0.1.0
[M+Na]+	203.2812289	predicted	DarkChem Lite v0.1.0
[M+Na]+	194.8832	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0000305
KEGG Compound: C17276
ChemSpider: 393012
BindingDB: 50092056
ChEBI: 17336
ChEMBL: CHEMBL986
ZINC: ZINC000003831417
PharmGKB: PA451884
PDBe Ligand: RTL
Wikipedia: Retinol

Predicted Properties

Property	Value	Source
Water Solubility	0.00758 mg/mL	ALOGPS
logP	6.38	ALOGPS
logP	4.69	Chemaxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	16.44	Chemaxon
pKa (Strongest Basic)	-2.2	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	1	Chemaxon
Hydrogen Donor Count	1	Chemaxon
Polar Surface Area	20.23 Å²	Chemaxon
Rotatable Bond Count	5	Chemaxon
Refractivity	97.92 m³·mol^-1	Chemaxon
Polarizability	36.54 Å³	Chemaxon
Number of Rings	1	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	Yes	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Retinol

Structure for Retinol

Collision Cross Sections (CCS)