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138-55-6 | 1-Cyclohexene-1-carboxaldehyde, 4-(β-D-glucopyranosyloxy)-2,6,6-trimethyl-, (4R)-
CAS No: 138-55-6 Catalog No: AG0017T2 MDL No:
Product Description
Catalog Number:
AG0017T2
Chemical Name:
1-Cyclohexene-1-carboxaldehyde, 4-(β-D-glucopyranosyloxy)-2,6,6-trimethyl-, (4R)-
CAS Number:
138-55-6
Molecular Formula:
C16H26O7
Molecular Weight:
330.3734
IUPAC Name:
(4R)-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexene-1-carbaldehyde
InChI:
InChI=1S/C16H26O7/c1-8-4-9(5-16(2,3)10(8)6-17)22-15-14(21)13(20)12(19)11(7-18)23-15/h6,9,11-15,18-21H,4-5,7H2,1-3H3/t9-,11-,12-,13+,14-,15-/m1/s1
InChI Key:
WMHJCSAICLADIN-WYWSWGBSSA-N
SMILES:
OC[C@H]1O[C@@H](O[C@@H]2CC(=C(C(C2)(C)C)C=O)C)[C@@H]([C@H]([C@@H]1O)O)O
UNII:
ON5B022511
Properties
Complexity:
473
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
6
Defined Bond Stereocenter Count:
0
Exact Mass:
330.168g/mol
Formal Charge:
0
Heavy Atom Count:
23
Hydrogen Bond Acceptor Count:
7
Hydrogen Bond Donor Count:
4
Isotope Atom Count:
0
Molecular Weight:
330.377g/mol
Monoisotopic Mass:
330.168g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
116A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.5
Literature
| Title | Journal |
|---|---|
| Quantification of main bioactive metabolites from saffron (Crocus sativus) stigmas by a micellar electrokinetic chromatographic (MEKC) method. | Journal of pharmaceutical and biomedical analysis 20120701 |
| Comparison of different tandem mass spectrometric techniques (ESI-IT, ESI- and IP-MALDI-QRTOF and vMALDI-TOF/RTOF) for the analysis of crocins and picrocrocin from the stigmas of Crocus sativus L. | Rapid communications in mass spectrometry : RCM 20120330 |
| Identification of differentially accumulated proteins associated with embryogenic and non-embryogenic calli in saffron (Crocus sativus L.). | Proteome science 20120101 |
| Genomewide analysis of carotenoid cleavage dioxygenases in unicellular and filamentous cyanobacteria. | Comparative and functional genomics 20120101 |
| Picrocrocin kinetics in aqueous saffron spice extracts (Crocus sativus L.) upon thermal treatment. | Journal of agricultural and food chemistry 20110112 |
| Determination of some phenolic compounds in Crocus sativus L. corms and its antioxidant activities study. | Pharmacognosy magazine 20110101 |
| Crocins transport in Crocus sativus: the long road from a senescent stigma to a newborn corm. | Phytochemistry 20100901 |
| Extraction of crocin from saffron (Crocus sativus) using molecularly imprinted polymer solid-phase extraction. | Journal of separation science 20100801 |
| Effects of mild temperature conditions during dehydration procedures on saffron quality parameters. | Journal of the science of food and agriculture 20100315 |
| Picrocrocin content and quality categories in different (345) worldwide samples of saffron ( Crocus sativus L.). | Journal of agricultural and food chemistry 20100127 |
| Use of in vitro assays to assess the potential antiproliferative and cytotoxic effects of saffron (Crocus sativus L.) in human lung cancer cell line. | Pharmacognosy magazine 20100101 |
| Crocus sativus L.: A comprehensive review. | Pharmacognosy reviews 20100101 |
| Crocus sativus L. (Saffron) extract and its active constituents (crocin and safranal) on ischemia-reperfusion in rat skeletal muscle. | Evidence-based complementary and alternative medicine : eCAM 20090901 |
| Metabolite and target transcript analyses during Crocus sativus stigma development. | Phytochemistry 20090501 |
| Parabens as agents for improving crocetin esters' shelf-life in aqueous saffron extracts. | Molecules (Basel, Switzerland) 20090316 |
| Saffron is a monomorphic species as revealed by RAPD, ISSR and microsatellite analyses. | BMC research notes 20090101 |
| Interaction of safranal and picrocrocin with ctDNA and their preferential mechanisms of binding to GC- and AT-rich oligonucleotides. | DNA and cell biology 20081201 |
| Effect of centrifugal ultrafiltration on the composition of aqueous extracts of saffron spice (Crocus sativus L.). | Journal of agricultural and food chemistry 20080827 |
| Bacillus subtilis FZB24 affects flower quantity and quality of saffron (Crocus sativus). | Planta medica 20080801 |
| Quality and functionality of saffron: quality control, species assortment and affinity of extract and isolated saffron compounds to NMDA and sigma1 (sigma-1) receptors. | Planta medica 20080601 |
| Rapid determination of crocetin esters and picrocrocin from saffron spice (Crocus sativus L.) using UV-visible spectrophotometry for quality control. | Journal of agricultural and food chemistry 20080514 |
| Protective effects of carotenoids from saffron on neuronal injury in vitro and in vivo. | Biochimica et biophysica acta 20070401 |
| A new approach to saffron aroma. | Critical reviews in food science and nutrition 20070101 |
| An EST database from saffron stigmas. | BMC plant biology 20070101 |
| Determination of total safranal by in situ acid hydrolysis in supercritical fluid media: Application to the quality control of commercial saffron. | Analytica chimica acta 20060925 |
| 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. | Journal of agricultural and food chemistry 20060208 |
| Near-infrared spectroscopy in saffron quality control: determination of chemical composition and geographical origin. | Journal of agricultural and food chemistry 20051130 |
| Influence of different drying and aging conditions on saffron constituents. | Journal of agricultural and food chemistry 20050518 |
| Oxidative remodeling of chromoplast carotenoids: identification of the carotenoid dioxygenase CsCCD and CsZCD genes involved in Crocus secondary metabolite biogenesis. | The Plant cell 20030101 |
| Antinociceptive and anti-inflammatory effects of Crocus sativus L. stigma and petal extracts in mice. | BMC pharmacology 20020101 |
| [In vitro evaluation of the chemopreventive potential of saffron]. | Revista de investigacion clinica; organo del Hospital de Enfermedades de la Nutricion 20020101 |
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