Metabolite 18-Hydroxyretinoic acid

Name

18-Hydroxyretinoic acid

Description

Not Available

Structure

Similar Structures

Synonyms

18-Hydroxy-retinoic acid / 18-OH-RA

UNII

REU22CK3HJ

CAS number

63531-93-1

Weight

Average: 316.4345
Monoisotopic: 316.203844762

Chemical Formula

C₂₀H₂₈O₃

InChI Key

XSJOIRFEYHJNAW-FCKHSPHMSA-N

InChI

InChI=1S/C20H28O3/c1-15(7-5-8-16(2)13-19(22)23)10-11-18-17(14-21)9-6-12-20(18,3)4/h5,7-8,10-11,13,21H,6,9,12,14H2,1-4H3,(H,22,23)/b8-5+,11-10+,15-7+,16-13+

IUPAC Name

(2E,4E,6E,8E)-9-[2-(hydroxymethyl)-6,6-dimethylcyclohex-1-en-1-yl]-3,7-dimethylnona-2,4,6,8-tetraenoic acid

SMILES

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

Reactions

Tretinoin

18-Hydroxyretinoic acid

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0uds-1193000000-626f700ca215d387c08a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00sm-0090000000-b25d331ba89343bbec7e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00kr-0093000000-b89c9c1f75336b64e223
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0089-0390000000-cb0e26786510017a32ec
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-0090000000-fc75ac21f34f22adb745
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0170-1490000000-d05d47830c3bb34a2bad
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-000f-5930000000-f89d58537157ce4b2c65

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	208.8796583	predicted	DarkChem Lite v0.1.0
[M-H]-	209.2706583	predicted	DarkChem Lite v0.1.0
[M-H]-	192.95518	predicted	DeepCCS 1.0 (2019)
[M+H]+	209.6717583	predicted	DarkChem Lite v0.1.0
[M+H]+	210.6075583	predicted	DarkChem Lite v0.1.0
[M+H]+	195.31319	predicted	DeepCCS 1.0 (2019)
[M+Na]+	209.8763583	predicted	DarkChem Lite v0.1.0
[M+Na]+	209.6591583	predicted	DarkChem Lite v0.1.0
[M+Na]+	202.58131	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0012452
KEGG Compound: C16679
ChemSpider: 5005673
ChEBI: 80657
ZINC: ZINC000030731379

Predicted Properties

Property	Value	Source
Water Solubility	0.00849 mg/mL	ALOGPS
logP	4.79	ALOGPS
logP	3.73	Chemaxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.76	Chemaxon
pKa (Strongest Basic)	-1.8	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	3	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	57.53 Å²	Chemaxon
Rotatable Bond Count	6	Chemaxon
Refractivity	99.57 m³·mol^-1	Chemaxon
Polarizability	37.47 Å³	Chemaxon
Number of Rings	1	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite 18-Hydroxyretinoic acid

Structure for 18-Hydroxyretinoic acid

Collision Cross Sections (CCS)