Crocin (CED0003840)

Record Information
Version1.0
Creation Date2016-05-22 05:32:30 UTC
Update Date2026-08-22 14:45:17 UTC
Accession NumberCHEM018798
Identification
Common NameCrocin
ClassSmall Molecule
Description
Crocin (C44H64O24) is a chemical compound used industrially as a dye and as an antioxidant for both biological and industrial applications (PMC13312991). Crocin belongs to the diterpenoids, a subclass of prenol lipids within the organic compounds. With an average molecular weight of 976.97 g/mol, Crocin is a heavy molecule. This compound is found in or released from 14 recorded sources across multiple sectors. In the healthcare, pharmaceuticals, and veterinary products sector, it is associated with medical devices. Within the energy, oil, and gas sector, as well as industrial manufacturing and chemical processing, it is found in lubricants. It is present in textiles, leather, and furnishings, specifically in synthetic textiles, carpets, and rugs. In the food, food processing, and cookware sector, it is linked to food packaging and the preparation of wine or sparkling wine. Furthermore, it is found in electrical and electronic equipment, including batteries, capacitors, cell phones, printed circuit boards, wires, cables, and one additional source. It is also found in one other sector. Recorded routes of exposure for crocin include touch, oral, and inhalation.
Contaminant Type
  • PFAS
  • Phytotoxin
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
alpha-CrocinChEBI
Bis(beta-D-gentiobiosyl) crocetinChEBI
C.I. 75100ChEBI
Crocetin di-beta-D-gentiobiose esterChEBI
Crocetin di-gentiobiose esterChEBI
Crocetin digentiobiosideChEBI
CrocineChEBI
Natural red 1ChEBI
Natural yellow 19ChEBI
Natural yellow 6ChEBI
SaffronChEBI
trans-Crocetin bis(beta-D-gentiobiosyl) esterChEBI
a-CrocinGenerator
Α-crocinGenerator
Bis(b-D-gentiobiosyl) crocetinGenerator
Bis(β-D-gentiobiosyl) crocetinGenerator
Crocetin di-b-D-gentiobiose esterGenerator
Crocetin di-β-D-gentiobiose esterGenerator
trans-Crocetin bis(b-D-gentiobiosyl) esterGenerator
trans-Crocetin bis(β-D-gentiobiosyl) esterGenerator
all-trans-Crocetin di-beta-D-gentiobiosyl esterHMDB
all-trans-Crocetin di-beta-delta-gentiobiosyl esterHMDB
Crocetin bis(gentiobiosyl) esterHMDB
Crocetin digentiobiose esterHMDB
Crocin 1HMDB
Gardenia yellowHMDB
Saffron (JP15)HMDB
CrocinMeSH
Chemical FormulaC44H64O24
Average Molecular Mass976.972 g/mol
Monoisotopic Mass976.379 g/mol
CAS Registry Number42553-65-1
IUPAC Namebis[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl] (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate
Traditional Namesaffron
SMILESC\C(\C=C\C=C(/C)C(=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)=C/C=C/C=C(\C)/C=C/C=C(\C)C(=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O
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+/t23-,24-,25-,26-,27-,28-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38-,41-,42-,43+,44+/m1/s1
InChI KeySEBIKDIMAPSUBY-RTJKDTQDSA-N
Chemical Taxonomy
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 Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
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
Polarizability100.07 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrumsplash10-0fb9-0000008009-3b75a0bb1954441908e5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0002009000-9e622eb534e813be910cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0059-1259001000-27e1be6013a6ff14a567Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0570-0107109005-8d4ac227319c8db4f8a8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01p9-0316529102-33fcee1955a03eb2acbeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03mr-1948544002-585ea2a4ab28ee86f4acNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-1514037019-77be269ba2dd85c94f6bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0c29-3914005115-42287fc2024b10a75c14Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0uml-8933015221-e452e968e696d68b4e6fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a70-0101229114-188a76b2b8dade56be41Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ce9-0384029001-234bd0906e1d9e993e0bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0491033013-b4cd69b33ee6311f8a36Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pk9-0018019003-dec192fc122debfcf133Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0bt9-4200019082-19b8afa05b75bf20b85bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-2000009001-de243920ac2be1b58304Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity ValuesNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
7PesticidesAgriculture & land managementNot Available
120Wires and cablesElectrical & Electronic EquipmentNot Available
121Printed circuit boardsElectrical & Electronic EquipmentNot Available
125BatteriesElectrical & Electronic EquipmentNot Available
130SemiconductorsElectrical & Electronic EquipmentNot Available
138LubricantsEnergy, oil & gasNot Available
147Food packagingFood, food processing & cookwareNot Available
174LubricantsIndustrial manufacturing & chemical processingNot Available
234Medical devicesHealthcare, pharmaceuticals & veterinary productsNot Available
451Carpets and RugsTextiles, leather & furnishingsNot Available
454Synthetic textilesTextiles, leather & furnishingsNot Available
490Personal care & cosmeticsNot Available
492Cell phonesElectrical & Electronic EquipmentNot Available
493CapacitorsElectrical & Electronic EquipmentNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureEndo-beta-N-acetylglucosaminidaseQ9ZB22Arthrobacter protophormiaePredicted (SEA)0.389246
Click to view 3D structureLectinB4EH87Burkholderia cenocepacia (strain ATCC BAA-245 / DSM 16553 / LMG 16656/ NCTC 13227 / J2315 / CF5610) (Burkholderia cepacia (strain J2315))Predicted (SEA)1.24559
Click to view 3D structureType 1 fimbrin D-mannose specific adhesinP08191Escherichia coli K-12Predicted (SEA)2.56902
CD44 antigen structureClick to view 3D structureCD44 antigenP16070HumansPredicted (SEA)1.32344
Click to view 3D structureCD44 antigenP15379Mus musculusPredicted (SEA)1.32344
Click to view 3D structureN-acetyllactosaminide alpha-1,3-galactosyltransferaseP50127Sus scrofaPredicted (SEA)2.41333
Click to view 3D structureKiller cell lectin-like receptor subfamily B member 1AP27471Rattus norvegicusPredicted (SEA)0.544945
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)391.037
Click to view 3D structurePA-I galactophilic lectinQ05097Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228)Predicted (SEA)1.94623
Click to view 3D structureOligo-1,6-glucosidase IMA1P53051Saccharomyces cerevisiae S288cPredicted (SEA)10.1982
Galectin-3 structureClick to view 3D structureGalectin-3P17931HumansPredicted (SEA)11.7552
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)363.244
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)650.82
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)614.62
Click to view 3D structureBeta-1,4-galactosyltransferase 1P08037Bos taurusPredicted (SEA)6.53933
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)1112.85
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)349.465
Click to view 3D structureSolute carrier family 2, facilitated glucose transporter member 1P11167Rattus norvegicusPredicted (SEA)5.68299
Click to view 3D structurePeptidoglycan-N-acetylglucosamine deacetylaseQ8DP63Streptococcus pneumoniae (strain ATCC BAA-255 / R6)Predicted (SEA)7.23998
Lysine-specific histone demethylase 1A structureClick to view 3D structureLysine-specific histone demethylase 1AO60341HumansPredicted (SEA)404.115
Click to view 3D structureAsialoglycoprotein receptor 1P34927Mus musculusPredicted (SEA)11.4438
Click to view 3D structureTrehalose-phosphataseA8NS89Brugia malayiPredicted (SEA)17.9832
Click to view 3D structureAlpha 1,4 galactosyltransferaseQ8KHJ3Neisseria meningitidisPredicted (SEA)11.5217
Click to view 3D structureN-acetyllactosaminide alpha-1,3-galactosyltransferaseP14769Bos taurusPredicted (SEA)11.5217
N-acetylglucosamine-6-phosphate deacetylase structureClick to view 3D structureN-acetylglucosamine-6-phosphate deacetylaseQ9Y303HumansPredicted (SEA)5.3716
Concentrations
Not Available
External Links
DrugBank IDDB11874
HMDB IDHMDB0002398
FooDB IDFDB014549
Phenol Explorer IDNot Available
KNApSAcK IDC00003769
BiGG IDNot Available
BioCyc IDCPD-8666
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkCrocin
Chemspider ID4444645
ChEBI ID79068
PubChem Compound ID5281233
Kegg Compound IDC08589
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=14514073
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=17704979
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21398065
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24132704
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24275090
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24401376
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=24659065
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=24697694
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=24839356
10. Ochiai T, Shimeno H, Mishima K, Iwasaki K, Fujiwara M, Tanaka H, Shoyama Y, Toda A, Eyanagi R, Soeda S: Protective effects of carotenoids from saffron on neuronal injury in vitro and in vivo. Biochim Biophys Acta. 2007 Apr;1770(4):578-84. Epub 2006 Dec 5.
11. Carmona M, Zalacain A, Sanchez AM, Novella JL, Alonso GL: Crocetin esters, picrocrocin and its related compounds present in Crocus sativus stigmas and Gardenia jasminoides fruits. Tentative identification of seven new compounds by LC-ESI-MS. J Agric Food Chem. 2006 Feb 8;54(3):973-9.