Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C38H54O19 |
Molecular Weight | 814.824 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 15 / 15 |
E/Z Centers | 7 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(\C=C\C=C(/C)C(=O)O[C@@H]1O[C@H](CO)[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]2O[C@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O
InChI
InChIKey=CZSBHMFVVLYIQQ-DRVLGOCHSA-N
InChI=1S/C38H54O19/c1-18(11-7-13-20(3)34(50)56-37-32(48)29(45)26(42)23(16-40)54-37)9-5-6-10-19(2)12-8-14-21(4)35(51)57-38-33(49)30(46)27(43)24(55-38)17-52-36-31(47)28(44)25(41)22(15-39)53-36/h5-14,22-33,36-49H,15-17H2,1-4H3/b6-5+,11-7+,12-8+,18-9+,19-10+,20-13+,21-14+/t22-,23-,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,36-,37+,38+/m1/s1
Molecular Formula | C38H54O19 |
Molecular Weight | 814.824 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 15 / 15 |
E/Z Centers | 7 |
Optical Activity | UNSPECIFIED |
Crocetin gentiobiosylglucosyl ester (Crocin II) is extracted from saffron (Crocus sativus L.). Tricrocin is a water soluble crocetin glycoside, a carotenoid pigment of saffron (Crocus sativus L.) that has been used as a spice for flavoring and coloring food preparations, and in Chinese traditional medicine as an anodyne or tranquilizer. Saffron is now used worldwide in folk medicine and is reputed to be useful in treating various human disorders such as heart and blood disorders. Stroke and heart attack are involved in reputed folkloric uses of saffron. Saffron is orally administrated as a decoction. Saffron extract exerts a protective effect on renal ischemia reperfusion induced oxidative damage in rats; Crocetin esters present in saffron stigmas and in Gardenia jasminoides Ellis fruit are the compounds responsible for their color. Crocin, in general term, includes Crocin-I (Crocetin-di-beta -D-gentiobiosyl ester), Crocin-II (Crocetin-beta-D-gentiobiosyl-beta-D-glucosyl ester), Crocin-III (Crocetin-mono-beta-D-gentiobiosyl ester), Crocin-IV (beta-D-monoglucoside ester of monomethyl alpha-crocetin). Saffron from Zhejiang (containing 21.15 ug/ml of Crocetin gentiobiosylglucosyl ester) has significant antitumor effects in vitro and in vivo through caspase-8-caspase-9-caspase-3 mediated cell apoptosis. It thus appears to have a potential as a therapeutic agent.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL392 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25124576 |
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Target ID: map04210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25124576 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25124576
Curator's Comment: Concentration of Crocetin gentiobiosylglucosyl ester (Crocin II) in Jiande Saffron Extract is 21.15 ug/ml.
Mice: In vivo, when mice were orally administered Jiande saffron extract at dose of 100mg/kg/d for 28 days, xenograft tumor size was reduced.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25124576
Curator's Comment: Concentration of Crocetin gentiobiosylglucosyl ester (Crocin II) in Jiande Saffron Extract is 21.15 ug/ml.
Jiande Saffron Extract inhibited A549 cells growth with IC50 value of 1.03 mg/ml.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 10:00:59 GMT 2023
by
admin
on
Sat Dec 16 10:00:59 GMT 2023
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Record UNII |
ZF2MOD2N6Y
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Record Status |
Validated (UNII)
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Record Version |
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