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Showing Compound alpha-Crocin (FDB014549)

Record Information
Version1.0
Creation date2010-04-08 22:11:20 UTC
Update date2019-11-26 03:10:19 UTC
Primary IDFDB014549
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namealpha-Crocin
Descriptionalpha-Crocin, also known as a-crocin, belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. alpha-Crocin is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number42553-65-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
a-CrocinGenerator
Α-crocinGenerator
All-trans-crocetin di-beta-d-gentiobiosyl esterbiospider
All-trans-crocetin di-beta-delta-gentiobiosyl esterbiospider
Alpha-crocinbiospider
Bis(b-D-gentiobiosyl) crocetinGenerator
Bis(beta-D-gentiobiosyl) crocetinChEBI
Bis(β-D-gentiobiosyl) crocetinGenerator
Crocetin bis(gentiobiosyl) esterbiospider
Crocetin di-b-D-gentiobiose esterGenerator
Crocetin di-beta-D-gentiobiose esterChEBI
Crocetin di-gentiobiose esterChEBI
Crocetin di-β-D-gentiobiose esterGenerator
Crocetin digentiobiose esterbiospider
Crocetin digentiobiosidebiospider
Crocetin digentiobiosyl esterbiospider
Crocindb_source
Crocin 1HMDB
CrocineChEBI
Gardenia yellowHMDB
Gardenindb_source
SaffronHMDB
Saffron (jp15)HMDB
trans-Crocetin bis(b-D-gentiobiosyl) esterGenerator
trans-Crocetin bis(beta-D-gentiobiosyl) esterChEBI
trans-Crocetin bis(β-D-gentiobiosyl) esterGenerator
α-crocinGenerator
Predicted Properties
PropertyValueSource
Water Solubility0.57 g/LALOGPS
logP-0.02ALOGPS
logP-3.2ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)11.67ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count22ChemAxon
Hydrogen Donor Count14ChemAxon
Polar Surface Area391.2 ŲChemAxon
Rotatable Bond Count20ChemAxon
Refractivity233.49 m³·mol⁻¹ChemAxon
Polarizability100.94 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC44H64O24
IUPAC namebis[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl] (2Z,4E,6E,8E,10Z,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate
InChI IdentifierInChI=1S/C44H64O24/c1-19(11-7-13-21(3)39(59)67-43-37(57)33(53)29(49)25(65-43)17-61-41-35(55)31(51)27(47)23(15-45)63-41)9-5-6-10-20(2)12-8-14-22(4)40(60)68-44-38(58)34(54)30(50)26(66-44)18-62-42-36(56)32(52)28(48)24(16-46)64-42/h5-14,23-38,41-58H,15-18H2,1-4H3/b6-5+,11-7+,12-8+,19-9-,20-10+,21-13+,22-14-
InChI KeySEBIKDIMAPSUBY-WOPHWFRHSA-N
Isomeric SMILESC\C(\C=C\C=C(/C)C(=O)OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)=C\C=C\C=C(/C)\C=C\C=C(\C)C(=O)OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O
Average Molecular Weight976.9646
Monoisotopic Molecular Weight976.378752976
Classification
Description belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentDiterpenoids
Alternative Parents
Substituents
  • Diterpenoid
  • Disaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Fatty acid ester
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Oxane
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Secondary alcohol
  • Polyol
  • Acetal
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Primary alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 54.09%; H 6.60%; O 39.30%DFC
Melting PointMp 215° (186° dec.)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]21D +1760 (H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
SpectraNot Available
ChemSpider ID4444645
ChEMBL IDCHEMBL446785
KEGG Compound IDC08589
Pubchem Compound ID5281233
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02398
CRC / DFC (Dictionary of Food Compounds) IDJQK77-A:JRZ09-L
EAFUS IDNot Available
Dr. Duke IDCROCIN|CROCIN-1|ALPHA-CROCIN|TRANS-CROCIN
BIGG IDNot Available
KNApSAcK IDC00003769
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDCrocin
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
cholereticDUKE
colorant37958 DUKE
dye37958 DUKE
neuroprotective63726 Any compound that can be used for the treatment of neurodegenerative disorders.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.