Beta-carotene

Beta-carotene

CAROTENOID INFO
CAROTENOID NAME	Beta-carotene
STRUCTURE
OTHER NAME	Solatene, Provitamin A, Carotaben, all-trans-beta-Carotene, Betacarotene, Provatene
SYSNAME/SYNONYMS	beta,beta-Carotene
MOLECULAR FORMULA	C40H56
MOLECULAR WEIGHT	536.8726
IUPAC NAME	1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene
InChI	OENHQHLEOONYIE-JLTXGRSLSA-N
CANONICAL SMILES	CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CCCC2(C)C)C)C)C
ISOMERIC SMILES	CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(CCCC2(C)C)C)C)C)/C)/C
KEGG ID	C02094
PUBCHEM ID	5178
CHEBI ID	CHEBI:17579
UV SPECTRA	Lambda max (nm):methanol 341, 429 (shoulder), 449, 475, %III/II=24.6 ; acetonitrile/methanol/THF (58:35:7) 278, 353, 429 (shoulder), 453, 479, %III/II=26 . (Watanabe et al, 2000)
NMR SPECTRA	1H-NMR d(270 MHz, CDCl3): 6.16 (7, 7'-H), 6.15 (8, 8'-H), 6.15 (10, 10'-H), 6.65 (11, 11'-H), 6.35 (12, 12'-H), ca. 6.25 (14, 14'-H), ca. 6.63 (15, 15'-H), 1.028 (1, 1'-gem-Me), 1.719 (5, 5'-Me), 1.972 (9, 9', 13, 13'-Me); 13C-NMR d(CDCl3): 34.3 (1, 1'), 39.7 (2, 2'), 19.3 (3, 3'), 33.2 (4, 4'), 129.3 (5, 5'), 138.0 (6, 6'), 126.7 (7, 7'), 137.8 (8, 8'), 136.0 (9, 9'), 130.8 (10, 10'), 125.0 (11, 11'), 137.3 (12, 12'), 136.4 (13, 13'), 132.4 (14, 14'), 130.0 (15, 15'), 29.0 (1, 1'-gem-Me), 21.7 (5, 5'-Me), 12.7 (9, 9'-Me), 12.7 (13, 13'-Me). (Watanabe et al, 2000)
MASS SPECTRA	m/z: 536 (M, 100%), 444 (M-92, 10%), 430 (M-106, 0.6%); (70 eV) m/z (ion, intensity relative to base peak in %): 536 (M, 45), 444 (16), 430 (4), 219 (13),197 (12), 157 (26), 145 (34), 133 (32), 119 (72), 105 (62), 95 (51), 91 (45), 81 (48), 69 (100), 55 (60), 41 (48) (Ref. 0066) FD-MS m/z: 536 (100%). (Watanabe et al, 2000)
HPLC CHROMATOGRAM	RF-TLC on 0.25 mm RP-18 layers (Merck, Art. 15423) using several ratio of light petroleum (bp 40-60degC)-acetonitrile-methanol ex: 1:6:3 Rf=0.09, 3:1:6 Rf=0.20; HPLC (column: Vydac 218TP54, acetonitrile-methanol-tetrahydrofuran 40:56:4, flow: 1 ml/min) tR = ca. 11 min (all-E isomer) ;HPLC (column: Spherisorb A5Y (alumina) 0.28times25 cm, eluent: hexane with controlled water content) tR = ca. 32 min (all-E isomer) ; HPLC (column: calcium hydroxide (Nakarai) 0.4times30 cm, eluent: acetone-hexane 99.9:0.1, flow: 0.5 ml/min) tR = ca. 28 min (all-E isomer) .(Watanabe et al, 2000)
OTHER SPECTRA	IR spectra :vmax (KBr)/cm-1: 1629 and 1599w (C=C) and 965s (CH) . (Watanabe et al, 2000);
REFERENCES	1. Watanabe K, Yasugi E, Oshima M : "How to search the glycolipid data in LIPIDBANK for Web: the newly developed lipid database" Japan Trend Glycosci. and Glycotechnol. 2000. 12, 175-184.(PMID:12058481)
CAROTENOID INFO

Following are pathways, organisms and genes in which caretonoid is found.