PhytoHub: Showing entry for Fucoxanthin

Fucoxanthin

Identification

PhytoHub ID

PHUB000359

Name

Fucoxanthin

Systematic Name

Not Available

Synonyms

Not Available

CAS Number

Not Available

Average Mass

658.92

Monoisotopic Mass

658.423339588

Chemical Formula

C₄₂H₅₈O₆

IUPAC Name

(1S,3R)-3-hydroxy-4-[(1M,3E,5E,7E,9E,11E,13E,15E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyl-17-oxooctadeca-1,3,5,7,9,11,13,15-octaen-1-ylidene]-3,5,5-trimethylcyclohexyl acetate

InChI Key

SJWWTRQNNRNTPU-XJUZQKKNSA-N

InChI Identifier

InChI=1S/C42H58O6/c1-29(18-14-19-31(3)22-23-37-38(6,7)26-35(47-33(5)43)27-40(37,10)46)16-12-13-17-30(2)20-15-21-32(4)36(45)28-42-39(8,9)24-34(44)25-41(42,11)48-42/h12-22,34-35,44,46H,24-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,32-21+/t23-,34-,35-,40+,41+,42-/m0/s1

SMILES

[H]C(=[C@@]=C1C(C)(C)C[C@@H](C[C@@]1(C)O)OC(C)=O)C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)C(=O)C[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 5.75e-04 g/l
LogS (ALOGPS): -6.06
LogP (ALOGPS): 7.54
Hydrogen Acceptors: 5
Hydrogen Donors: 2
Rotatable Bond Count: 12
Polar Surface Area: 96.36
Refractivity: 202.75920000000002
Polarizability: 79.28467826983514
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -2.737175756069491
pKa (strongest acidic): 14.037805745956275
Number of Rings: 3
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

ChEBI: 5186
PubChem: 5281239
MetaboLights: MTBLC5186

Taxonomy as Food Phytochemical

Family: Terpenoids
Class: Carotenoids
Sub-class: Not Available

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(43.01838972,1.015806487);(139.1122901,1.503447747);(155.1072047,3.435330154);(157.1228548,1.013054129);(169.1228548,1.834444007);(199.1334195,1.680847029);(223.1334195,1.051525348);(247.1334195,0.8694469942);(249.1490695,1.290348623);(251.1647196,1.253248348);(289.1803697,0.8901697134);(315.1960197,1.032477862);(317.2116698,1.039324756);(405.2429699,0.8522155724);(407.25862,1.44344454);(409.27427,1.146214166);(429.2793554,1.041313534);(433.27427,0.9826807262);(435.2899201,1.307416511);(445.27427,1.274952877);(447.2899201,3.597424128);(471.2899201,6.568686976);(471.2899201,0.9459749025);(473.3055702,2.128781215);(489.3004848,9.931262802);(581.3994706,2.848655301);(599.4100352,6.661254466);(617.4205999,3.967588744);(623.4100352,10.91162216);(641.4205999,18.78003502);(659.4311646,7.701005161)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(155.1072047,2.852471006);(169.1228548,2.405102542);(199.1334195,2.47242832);(211.1334195,1.621219169);(213.1279402,1.598189656);(223.1486756,1.597046358);(247.1334195,2.384180688);(279.1748904,11.04784847);(291.1748904,4.365102615);(303.1748904,1.426982146);(405.2429699,1.57484642);(409.27427,1.807789007);(427.2637054,5.480275022);(429.2429699,1.670846677);(429.2793554,1.850640862);(429.2793554,4.029951529);(431.25862,1.360395021);(431.2950055,2.452879048);(433.27427,1.494466448);(441.2793554,2.614947757);(445.27427,6.283755676);(447.2899201,6.372148183);(449.3055702,2.294745333);(459.2899201,2.702117407);(471.2899201,4.339749799);(473.3055702,1.412566936);(489.3004848,5.480176735);(581.3994706,2.809682942);(599.4100352,4.868024991);(623.4100352,3.983277774);(641.4205999,3.346145468)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(43.01838972,2.209724375);(57.07042529,2.15118957);(81.03403978,3.53118188);(121.0653399,3.759728582);(135.08099,2.068628427);(139.1122901,2.685912098);(155.1072047,2.096612444);(159.08099,2.284944086);(169.1228548,2.49697);(197.09664,1.982404728);(201.1279402,1.98349214);(213.1279402,3.362811642);(223.1122901,2.282150029);(263.1435902,1.982404728);(267.1748904,1.98349214);(277.1592403,2.006877469);(279.1748904,7.992236179);(291.1748904,1.925078748);(299.1435902,2.135244251);(301.1592403,3.247683492);(303.1748904,6.072211617);(317.2116698,2.213364928);(345.2218405,2.66799669);(359.2374906,6.655056432);(409.27427,1.927837831);(429.2793554,3.004589991);(431.2950055,2.728382952);(447.2899201,10.97436284);(471.2899201,2.784604599);(473.3055702,3.975060603);(489.3004848,2.82776451)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(41.00273965,3.901993589);(59.01330434,2.2201905);(137.09664,2.622582923);(151.1122901,1.808016785);(153.0915547,1.740737438);(155.1072047,3.666556218);(169.1228548,2.358713345);(181.1228548,1.301295914);(197.1177694,5.323795647);(199.1334195,5.632971911);(201.1490695,0.6753401678);(211.1334195,1.626271692);(443.2950055,1.028941136);(445.27427,0.8150093099);(447.2899201,1.100401024);(459.2899201,0.8531912384);(459.2899201,0.7704557425);(461.3055702,1.232259828);(471.2899201,1.220834981);(485.3055702,2.342984672);(487.2848347,0.8000006588);(489.3004848,1.320018482);(503.3161349,2.879972879);(579.3838205,0.6745789336);(597.3943852,7.377571821);(597.3943852,1.484235655);(613.3892998,0.6984875372);(615.4049499,8.181659251);(621.3943852,1.511084727);(639.4049499,11.18514505);(657.4155145,21.64470095)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(17.00273965,1.608837676);(41.00273965,4.15127811);(59.01330434,10.32107692);(137.09664,1.719157491);(151.1122901,1.951602542);(153.0915547,1.426291717);(155.1072047,2.984558579);(167.1072047,0.9467630421);(169.1228548,2.552791957);(179.1072047,0.9522514791);(195.1021193,1.877101979);(197.1177694,2.356146601);(199.1334195,2.374469979);(419.2950055,1.137146958);(443.2950055,2.431154916);(445.27427,1.946852075);(447.2899201,1.98837914);(459.2899201,2.592890014);(461.3055702,2.947464475);(471.2899201,1.588966499);(485.3055702,0.8694912078);(487.2848347,1.051786972);(489.3004848,0.9125277708);(503.3161349,0.8529343751);(597.3943852,14.89351168);(599.3736497,0.9232428694);(615.4049499,9.141175943);(621.3943852,0.9857724996);(639.4049499,10.93495634);(641.3842144,1.330472452);(657.4155145,8.24894574)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00273965,10.18113165);(59.01330434,16.46060541);(139.0759046,1.667800012);(151.1122901,1.080652293);(153.0915547,2.591972042);(155.1072047,3.782413033);(167.1072047,4.711565618);(169.1228548,7.862416437);(195.1021193,1.153711591);(197.1177694,1.17545825);(223.1334195,1.074737037);(417.2793554,1.773289374);(419.2950055,4.091854048);(445.27427,1.944110006);(459.2899201,4.135150051);(459.2899201,1.913209039);(461.3055702,2.777319884);(515.3161349,2.792608807);(527.3525204,1.033635819);(529.3317849,1.547211974);(559.3423496,2.362999508);(571.3787351,1.953206574);(583.3787351,1.214446684);(597.3943852,3.095346829);(599.3736497,4.372373949);(599.3736497,2.746659951);(611.3736497,1.068512993);(615.4049499,2.501677077);(639.4049499,1.94808443);(641.3842144,3.72999315);(641.3842144,1.255846484)

Food Sources

	Name	Group
	Algae	Aquatic foods	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

Back

Showing entry for Fucoxanthin

Identification

Structure for Fucoxanthin

Calculated Properties

External Links

Taxonomy as Food Phytochemical

Spectra from Phytohub

Food Sources

Role as Biomarker of intake

Metabolism

Inter-Individual Variations in Metabolism