U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C44H64O24
Molecular Weight 976.9646
Optical Activity UNSPECIFIED
Defined Stereocenters 20 / 20
E/Z Centers 7
Charge 0

SHOW SMILES / InChI
Structure of CROCIN

SMILES

CC(\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]3O[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O

InChI

InChIKey=SEBIKDIMAPSUBY-RTJKDTQDSA-N
InChI=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

HIDE SMILES / InChI

Molecular Formula C44H64O24
Molecular Weight 976.9646
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 20 / 20
E/Z Centers 7
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including http://iglobaljournal.com/wp-content/uploads/2012/01/1.-Singla-Bhat-2011.pdf | http://saffronhealthsci.com/product/ | https://www.ncbi.nlm.nih.gov/pubmed/24393168

Crocin is the chemical constituent isolated from the Saffron, the dried trifid stigma of the plant Crocus sativus L. and also from the fruits of Gardenia(Gardenia jasminoides Ellis) Of the carotenoids present in saffron, highly water-soluble crocin (mono and diglycosyl esters of a polyene dicarboxylic acid, named crocetin) is responsible for the majority of its color, and appears to possess various health-promoting properties, as an antioxidant, antitumor, memory enhancer, antidepressant, anxiolytic and aphrodisiac. It is also worth noting that the crocin principle of saffron exhibited high efficacy along with no major toxicity in experimental models. A proteomic study revealed that crocin physically binds to a wide range of cellular proteins such as structural proteins, membrane transporters, and enzymes involved in ATP and redox homeostasis and signal transduction. CROCIN RICH products provide highly purified natural crocin as dietary supplements, they are the purest and most effective formulation of crocin available.

CNS Activity

Curator's Comment: Crocin is CNS active in animals. No human data available however as a constituent of saffron (Crocus sativus L.) crocin may be responsible for its antidepressant action https://www.ncbi.nlm.nih.gov/pubmed/15341662

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
56.0 µM [Kd]
Conditions
PubMed

PubMed

TitleDatePubMed
Evidence of neuroprotective effects of saffron and crocin in a Drosophila model of parkinsonism.
2016 Jan
Patents

Patents

Sample Use Guides

Crocin as dietary supplement (each tablet provides crocin equivalent to 275mg of top grade saffron): Take one tablet per day with 4 to 8 oz. of water in the middle of or 30 minutes before meal.
Route of Administration: Oral
The half-maximal proliferation inhibitory concentration (IC50) of crocin was determined to be 209 ± 5, 275 ± 8, 380 ± 7 and 660 ± 23 nM for HCC1806, HCC70, HeLa, and CCD1059sk cells, respectively
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:42:51 GMT 2023
Edited
by admin
on Sat Dec 16 10:42:51 GMT 2023
Record UNII
877GWI46C2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CROCIN
INCI  
Official Name English
CROCIN [INCI]
Common Name English
ALL-TRANS-CROCETIN DI-.BETA.-D-GENTIOBIOSYL ESTER
Common Name English
.ALPHA.-CROCIN
Common Name English
TRANS-CROCETIN DI(.BETA.-D-GENTIOBIOSYL) ESTER
Common Name English
8,8'-DIAPO-.PSI.,.PSI.-CAROTENEDIOIC ACID, BIS(6-O-.BETA.-D-GLUCOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL) ESTER
Common Name English
CROCETIN DI-GENTIOBIOSE ESTER [MI]
Common Name English
Crocin [WHO-DD]
Common Name English
.BETA.-D-GLUCOPYRANOSE, 6-O-.BETA.-D-GLUCOPYRANOSYL-, 1,1'-((2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-TETRAMETHYL-2,4,6,8,10,12,14-HEXADECAHEPTAENEDIOATE)
Systematic Name English
Code System Code Type Description
WIKIPEDIA
Crocin
Created by admin on Sat Dec 16 10:42:51 GMT 2023 , Edited by admin on Sat Dec 16 10:42:51 GMT 2023
PRIMARY
DAILYMED
877GWI46C2
Created by admin on Sat Dec 16 10:42:51 GMT 2023 , Edited by admin on Sat Dec 16 10:42:51 GMT 2023
PRIMARY
FDA UNII
877GWI46C2
Created by admin on Sat Dec 16 10:42:51 GMT 2023 , Edited by admin on Sat Dec 16 10:42:51 GMT 2023
PRIMARY
MERCK INDEX
m3849
Created by admin on Sat Dec 16 10:42:51 GMT 2023 , Edited by admin on Sat Dec 16 10:42:51 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID7046172
Created by admin on Sat Dec 16 10:42:51 GMT 2023 , Edited by admin on Sat Dec 16 10:42:51 GMT 2023
PRIMARY
PUBCHEM
5281233
Created by admin on Sat Dec 16 10:42:51 GMT 2023 , Edited by admin on Sat Dec 16 10:42:51 GMT 2023
PRIMARY
CAS
42553-65-1
Created by admin on Sat Dec 16 10:42:51 GMT 2023 , Edited by admin on Sat Dec 16 10:42:51 GMT 2023
PRIMARY
HSDB
8211
Created by admin on Sat Dec 16 10:42:51 GMT 2023 , Edited by admin on Sat Dec 16 10:42:51 GMT 2023
PRIMARY
ECHA (EC/EINECS)
255-881-6
Created by admin on Sat Dec 16 10:42:51 GMT 2023 , Edited by admin on Sat Dec 16 10:42:51 GMT 2023
PRIMARY
DRUG BANK
DB11874
Created by admin on Sat Dec 16 10:42:51 GMT 2023 , Edited by admin on Sat Dec 16 10:42:51 GMT 2023
PRIMARY
RXCUI
2262278
Created by admin on Sat Dec 16 10:42:51 GMT 2023 , Edited by admin on Sat Dec 16 10:42:51 GMT 2023
PRIMARY