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465-42-9 | CAPSANTHIN
CAS No: 465-42-9 Catalog No: AG003OP0 MDL No:MFCD03423725
Product Description
Catalog Number:
AG003OP0
Chemical Name:
CAPSANTHIN
CAS Number:
465-42-9
Molecular Formula:
C40H56O3
Molecular Weight:
584.8708
MDL Number:
MFCD03423725
IUPAC Name:
(2E,4E,6E,8E,10E,12E,14E,16E,18E)-19-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
InChI:
InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-23-36-33(5)25-34(41)26-38(36,6)7)15-11-12-16-30(2)18-14-20-32(4)22-24-37(43)40(10)28-35(42)27-39(40,8)9/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t34-,35+,40+/m1/s1
InChI Key:
VYIRVAXUEZSDNC-RDJLEWNRSA-N
SMILES:
C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)C[C@H](CC1(C)C)O)/C)/C)/C=C/C=C(/C=C/C(=O)[C@]1(C)C[C@H](CC1(C)C)O)\C
EC Number:
207-364-1
UNII:
420NY1J57N
Properties
Complexity:
1310
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
3
Defined Bond Stereocenter Count:
9
Exact Mass:
584.423g/mol
Formal Charge:
0
Heavy Atom Count:
43
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
584.885g/mol
Monoisotopic Mass:
584.423g/mol
Rotatable Bond Count:
11
Topological Polar Surface Area:
57.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
10.6
Literature
| Title | Journal |
|---|---|
| Red paprika (Capsicum annuum L.) and its main carotenoids, capsanthin and β-carotene, prevent hydrogen peroxide-induced inhibition of gap-junction intercellular communication. | Chemico-biological interactions 20160725 |
| Putative supramolecular complexes formed by carotenoids and xanthophylls with ascorbic acid to reverse multidrug resistance in cancer cells. | Anticancer research 20120201 |
| Nitrocapsanthin and nitrofucoxanthin, respective products of capsanthin and fucoxanthin reaction with peroxynitrite. | Journal of agricultural and food chemistry 20111012 |
| Phytochemicals and antioxidant activity of fruits and leaves of paprika (Capsicum Annuum L., var. special) cultivated in Korea. | Journal of food science 20110301 |
| Recent advances in the study on capsaicinoids and capsinoids. | European journal of pharmacology 20110110 |
| Carotenoid composition and vitamin A value in ají (Capsicum baccatum L.) and rocoto (C. pubescens R. & P.), 2 pepper species from the Andean region. | Journal of food science 20101001 |
| Purified canola lutein selectively inhibits specific isoforms of mammalian DNA polymerases and reduces inflammatory response. | Lipids 20100801 |
| Production of single cell protein using waste capsicum powder produced during capsanthin extraction. | Letters in applied microbiology 20100201 |
| Dietary capsanthin, the main carotenoid in paprika (Capsicum annuum), alters plasma high-density lipoprotein-cholesterol levels and hepatic gene expression in rats. | The British journal of nutrition 20091201 |
| Total synthesis of capsanthin and capsorubin using Lewis acid-promoted regio- and stereoselective rearrangement of tetrasubsutituted epoxides. | Organic & biomolecular chemistry 20071007 |
| Antioxidant activities of different colored sweet bell peppers (Capsicum annuum L.). | Journal of food science 20070301 |
| Proteome analysis of bell pepper (Capsicum annuum L.) chromoplasts. | Plant & cell physiology 20061201 |
| [Effects of the dietary incorporation of carotenoid pigments on gonad development and oocyte maturity in females of rainbow trout (Oncorhynchus mykiss, Walbaum, 1972)]. | Archivos latinoamericanos de nutricion 20040601 |
| Incorporation of carotenoids from paprika oleoresin into human chylomicrons. | The British journal of nutrition 20030601 |
| Quantification of carotenoids in chicken plasma after feeding free or esterified lutein and capsanthin using high-performance liquid chromatography and liquid chromatography-mass spectrometry analysis. | Poultry science 20030301 |
| Effect of ascorbic acid on the stability of beta-carotene and capsanthin in paprika (Capsicum annuum) powder. | Die Nahrung 20021001 |
| Degradation of non-esterified and esterified xanthophylls by free radicals. | Biochimica et biophysica acta 20020115 |
| The supramolecular structure of self-assembly formed by capsanthin derivatives. | Enantiomer 20020101 |
| Total synthesis of capsanthin using lewis acid-promoted regio- and stereoselective rearrangement of tetrasubstituted epoxide. | Chemical & pharmaceutical bulletin 20011201 |
| Cancer chemopreventive activity of carotenoids in the fruits of red paprika Capsicum annuum L. | Cancer letters 20011030 |
| Structure-reactivity relationship in the oxidation of carotenoid pigments of the pepper (Capsicum annuum L.). | Journal of agricultural and food chemistry 20011001 |
| Supramolecular assemblies of carotenoids. | Chirality 20010101 |
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