Metabolite 5,6-Epoxyretinoic acid

Name

5,6-Epoxyretinoic acid

Description

Not Available

Structure

Similar Structures

Synonyms

5,6-Epoxy-RA / 5,6-Epoxy-retinoic acid

UNII

R1UDJ9769D

CAS number

13100-69-1

Weight

Average: 316.4345
Monoisotopic: 316.203844762

Chemical Formula

C₂₀H₂₈O₃

InChI Key

KEEHJLBAOLGBJZ-WEDZBJJJSA-N

InChI

InChI=1S/C20H28O3/c1-15(8-6-9-16(2)14-17(21)22)10-13-20-18(3,4)11-7-12-19(20,5)23-20/h6,8-10,13-14H,7,11-12H2,1-5H3,(H,21,22)/b9-6+,13-10+,15-8+,16-14+

IUPAC Name

(2E,4E,6E,8E)-3,7-dimethyl-9-{2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}nona-2,4,6,8-tetraenoic acid

SMILES

C\C(\C=C\C12OC1(C)CCCC2(C)C)=C/C=C/C(/C)=C/C(O)=O

Reactions

Tretinoin

5,6-Epoxyretinoic acid
- 5,6-Epoxyretinoic acid
  
  rac-5,6-Epoxy-retinoyl-beta-D-glucuronide

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0gb9-9174000000-06301725f04dbf9da5b0
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-000t-0090000000-11bb0d4fb944a76302d0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00di-0093000000-c743faaa2970a1e9e91e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00e9-0891000000-ba37f25807fcb06fb98e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-001i-0190000000-c757ad3c24be6c080f2e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4i-0960000000-12cabdf15214f53aee3a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0kx3-6970000000-84e2ce5be80369c2424a

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	206.4794583	predicted	DarkChem Lite v0.1.0
[M-H]-	206.6219583	predicted	DarkChem Lite v0.1.0
[M-H]-	191.66023	predicted	DeepCCS 1.0 (2019)
[M+H]+	205.6876583	predicted	DarkChem Lite v0.1.0
[M+H]+	204.0545583	predicted	DarkChem Lite v0.1.0
[M+H]+	194.03476	predicted	DeepCCS 1.0 (2019)
[M+Na]+	207.0334583	predicted	DarkChem Lite v0.1.0
[M+Na]+	206.4677583	predicted	DarkChem Lite v0.1.0
[M+Na]+	201.1959	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0012451
KEGG Compound: C16680
ChemSpider: 4515523
ChEBI: 80658
ChEMBL: CHEMBL455053

Predicted Properties

Property	Value	Source
logP	4.54	Chemaxon
pKa (Strongest Acidic)	4.7	Chemaxon
pKa (Strongest Basic)	-4.3	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	3	Chemaxon
Hydrogen Donor Count	1	Chemaxon
Polar Surface Area	49.83 Å²	Chemaxon
Rotatable Bond Count	5	Chemaxon
Refractivity	96.52 m³·mol^-1	Chemaxon
Polarizability	37.2 Å³	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite 5,6-Epoxyretinoic acid

Structure for 5,6-Epoxyretinoic acid

Collision Cross Sections (CCS)