PANCREATIN (CHEM007043)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:20:51 UTC
Update Date2016-11-09 01:09:51 UTC
Accession NumberCHEM007043
Identification
Common NamePANCREATIN
ClassSmall Molecule
DescriptionA retinoic acid in which the exocyclic double bonds have 7E,9Z,11E,13E geometry.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(2E,4E,6Z,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acidChEBI
(7E,9Z,11E,13E)-Retinoic acidChEBI
9(Z)-Retinoic acidChEBI
9-cis-TretinoinChEBI
AlitretinoinChEBI
AlitretinoinaChEBI
AlitretinoineChEBI
AlitretinoinumChEBI
PanretinChEBI
PanretynChEBI
(2E,4E,6Z,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoateGenerator
(7E,9Z,11E,13E)-RetinoateGenerator
9(Z)-RetinoateGenerator
9-cis-RetinoateGenerator
9 cis Retinoic acidMeSH
9CRA compoundMeSH
ToctinoMeSH
15-apo-beta-Caroten-15-OateHMDB
15-apo-beta-Caroten-15-Oic acidHMDB
9-RetinoateHMDB
9-Retinoic acidHMDB
AberelHMDB
AberelaHMDB
AirolHMDB
AknotenHMDB
all-trans- Vitamin a1 acidHMDB
all-trans-b-RetinoateHMDB
all-trans-b-Retinoic acidHMDB
all-trans-beta-RetinoateHMDB
all-trans-beta-Retinoic acidHMDB
all-trans-Vitamin a acidHMDB
alpha-VitaminsyreHMDB
AtragenHMDB
AvitaHMDB
AvitoinHMDB
b-RetinoateHMDB
b-Retinoic acidHMDB
beta-RetinoateHMDB
beta-Retinoic acidHMDB
DermairolHMDB
EffedermHMDB
Epi-aberelHMDB
EudynaHMDB
Isotretinoin retinoateHMDB
Isotretinoin retinoic acidHMDB
Panretin gelHMDB
PanrexinHMDB
RenovaHMDB
RetacnylHMDB
Retin aHMDB
Retin-aHMDB
Retin-a microHMDB
RetinoateHMDB
Retinoic acidHMDB
RetinovaHMDB
trans-RetinoateHMDB
trans-Retinoic acidHMDB
trans-Vitamin a acidHMDB
TretinoinHMDB
Tretinoin/all-trans retinoateHMDB
Tretinoin/all-trans retinoic acidHMDB
TretinonHMDB
VesanoidHMDB
VesnaroidHMDB
Chemical FormulaC20H28O2
Average Molecular Mass300.435 g/mol
Monoisotopic Mass300.209 g/mol
CAS Registry Number8049-47-6
IUPAC Name(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
Traditional Namealitretinoin
SMILESC\C(\C=C\C1=C(C)CCCC1(C)C)=C\C=C\C(\C)=C\C(O)=O
InChI IdentifierInChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8-,16-14+
InChI KeySHGAZHPCJJPHSC-ZVCIMWCZSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassRetinoids
Direct ParentRetinoids
Alternative Parents
Substituents
  • Retinoic acid
  • Diterpenoid
  • Retinoid skeleton
  • Medium-chain fatty acid
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Fatty acyl
  • Unsaturated fatty acid
  • Fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0048 g/LALOGPS
logP5.66ALOGPS
logP5.01ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity97.79 m³·mol⁻¹ChemAxon
Polarizability35.89 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-2190000000-86aaab132a5b092ebf10Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0a4i-5139000000-29caedb85908ca2b99f4Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uei-0494000000-28e6366fdd47e8ba2117Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-2980000000-3e7fc78de83c23830416Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052r-5900000000-ef4d86f8bcf86959f794Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052b-0090000000-e07ffb4c1e5c63ab1b59Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052b-0090000000-a0a8411213bbd2543243Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-3690000000-97e6a74798dd69c30ad1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052b-0090000000-5f942e3b870e7bd0121bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0190000000-22b445382d3977280045Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-016r-4900000000-0005b37f6d54a42a84f6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0zir-0973000000-3040e9e4a1a5448efbcbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-060c-1950000000-f3b9c9b378f60b8c49a9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ar3-5910000000-de22eb65f274483f3f98Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB00523
HMDB IDHMDB0002369
FooDB IDFDB001084
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAlitretinoin
Chemspider ID395778
ChEBI ID50648
PubChem Compound ID449171
Kegg Compound IDC15493
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10684759
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11978340
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=12611604
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=12882648
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=15217968
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=15292987
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=15519497
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=16144296
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=17019405
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=18400206
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=18404486
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=19678713
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=7670094
14. Mertz JR, Shang E, Piantedosi R, Wei S, Wolgemuth DJ, Blaner WS: Identification and characterization of a stereospecific human enzyme that catalyzes 9-cis-retinol oxidation. A possible role in 9-cis-retinoic acid formation. J Biol Chem. 1997 May 2;272(18):11744-9.