precursor metabolite

Showing entry for Astaxanthin

Identification

PhytoHub ID
PHUB000344
Name
Astaxanthin
Systematic Name
(3S,3'S)-3,3'-dihydroxy-β,β-carotene-4,4'-dione
Synonyms
  • (3S,3'S)-Astaxanthin
CAS Number
472-61-7
Average Mass
596.852
Monoisotopic Mass
596.386560154
Chemical Formula
C40H52O4
IUPAC Name
(6S)-6-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
InChI Key
MQZIGYBFDRPAKN-UWFIBFSHSA-N
InChI Identifier
InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-/m0/s1
SMILES
C\C(\C=C\C=C(/C)\C=C\C1=C(C)C(=O)[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C(=O)[C@@H](O)CC1(C)C
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
6.67e-04 g/l
LogS (ALOGPS)
-5.95
LogP (ALOGPS)
7.40
Hydrogen Acceptors
4
Hydrogen Donors
2
Rotatable Bond Count
10
Polar Surface Area
74.6
Refractivity
195.98260000000008
Polarizability
73.74748916450507
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-3.5105688194131655
pKa (strongest acidic)
13.071697897767281
Number of Rings
2
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Terpenoids
Class
Carotenoids
Sub-class
Not Available

Taxonomy as Metabolite

Metabolite Family
Terpenoid metabolites
Metabolite Class
Carotenoid metabolites
Metabolite Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
AstaxanthinTerpenoidsCarotenoidsNot AvailableShow Food Phytochemical

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
LC-MS/MSLC-ESI-QTOFPositivemediumView Spectrum(147.117,0.00900901);(173.134,0.004004);(174.134,0.001001);(189.128,0.001001);(201.128,0.002002);(203.142,0.002002);(219.137,0.001001);(221.153,0.001001);(267.171,0.001001);(273.183,0.001001);(285.183,0.003003);(287.199,0.003003);(288.206,0.001001);(297.18,0.003003);(299.197,0.002002);(311.2,0.001001);(312.207,0.001001);(357.065,0.002002);(358.069,0.001001);(359.232,0.002002);(361.251,0.003003);(363.233,0.002002);(377.247,0.004004);(379.262,0.01101101);(380.264,0.002002);(389.243,0.001001);(429.272,0.002002);(430.279,0.001001);(433.267,0.002002);(434.281,0.001001);(443.293,0.002002);(451.286,0.001001);(473.303,0.001001);(474.307,0.001001);(491.314,0.004004);(492.32,0.001001);(504.323,0.002002);(505.33,0.002002);(551.392,0.001001);(561.371,0.00500501);(562.38,0.003003);(564.075,0.00600601);(564.874,0.001001);(565.072,0.00600601);(565.873,0.002002);(566.068,0.003003);(567.068,0.002002);(578.371,0.001001);(579.383,0.03203203);(580.387,0.01201201);(581.389,0.003003);(596.097,0.002002);(596.118,0.001001);(596.185,0.002002);(596.307,0.004004);(596.34,0.004004);(596.384,0.11811812);(596.871,0.001001);(596.921,0.001001);(597.042,0.002002);(597.09,0.00500501);(597.13,0.001001);(597.166,0.003003);(597.213,0.00500501);(597.253,0.002002);(597.275,0.002002);(597.298,0.002002);(597.325,0.00500501);(597.341,0.00500501);(597.394,1.0);(597.456,0.002002);(597.477,0.002002);(597.516,0.00600601);(597.55,0.002002);(597.582,0.002002);(597.856,0.001001);(597.892,0.003003);(598.073,0.002002);(598.111,0.001001);(598.152,0.001001);(598.193,0.002002);(598.218,0.002002);(598.258,0.002002);(598.311,0.003003);(598.337,0.003003);(598.397,0.37337337);(598.446,0.002002);(598.466,0.002002);(598.489,0.002002);(598.52,0.003003);(598.902,0.001001);(599.11,0.001001);(599.126,0.002002);(599.15,0.002002);(599.175,0.00700701);(599.218,0.00900901);(599.277,0.001001);(599.315,0.00500501);(599.348,0.003003);(599.4,0.07207207);(599.448,0.002002);(599.465,0.002002);(599.487,0.002002);(599.536,0.01601602);(599.575,0.001001);(600.075,0.001001);(600.119,0.001001);(600.168,0.003003);(600.197,0.001001);(600.221,0.002002);(600.335,0.001001);(600.394,0.00500501);(600.422,0.003003);(600.542,0.00500501)
LC-MS/MSLC-ESI-QTOFPositivemediumView Spectrum(107.085,0.05705706);(109.101,0.03603604);(111.08,0.04404404);(119.086,0.07907908);(133.065,0.07207207);(133.102,0.08308308);(135.08,0.15615616);(135.117,0.04404404);(137.096,0.05505506);(145.101,0.08508509);(147.117,1.0);(148.121,0.11211211);(155.107,0.03503504);(157.101,0.0990991);(159.117,0.10610611);(161.096,0.03803804);(161.132,0.05505506);(163.075,0.04704705);(169.101,0.03903904);(171.116,0.09109109);(173.132,0.35835836);(174.136,0.05105105);(183.117,0.05305305);(185.132,0.11311311);(187.112,0.04704705);(187.147,0.05205205);(189.127,0.06506507);(195.116,0.04304304);(197.132,0.08708709);(199.148,0.04804805);(201.127,0.25625626);(202.13,0.03603604);(203.142,0.11911912);(207.116,0.03503504);(209.132,0.11111111);(211.148,0.11111111);(213.127,0.07307307);(215.143,0.0990991);(219.138,0.0970971);(221.132,0.04304304);(221.153,0.03703704);(223.147,0.07307307);(225.163,0.06006006);(227.142,0.04904905);(231.137,0.04004004);(233.153,0.05305305);(235.148,0.03603604);(237.164,0.04204204);(253.159,0.04304304);(255.174,0.05005005);(261.164,0.04404404);(267.173,0.05205205);(269.188,0.04604605);(273.184,0.04804805);(275.18,0.05805806);(279.173,0.04004004);(281.19,0.05605606);(285.184,0.15915916);(286.188,0.03903904);(287.2,0.1041041);(293.19,0.04704705);(297.184,0.07607608);(299.2,0.09409409);(311.2,0.05605606);(345.22,0.03803804);(351.231,0.03803804);(359.235,0.04204204);(361.252,0.03803804);(363.232,0.05205205);(377.246,0.08908909);(378.251,0.03903904);(379.263,0.11411411);(389.248,0.03603604);(429.278,0.03903904);(473.305,0.04104104);(504.323,0.04204204);(505.328,0.04404404);(561.373,0.06106106);(579.382,0.17417417);(580.387,0.07507508);(596.385,0.18818819);(597.393,0.45445445);(598.396,0.19219219);(599.4,0.04104104)
LC-MS/MSLC-ESI-QTOFPositivemediumView Spectrum(379.262,0.011);(579.383,0.032);(580.387,0.012);(596.384,0.118);(597.394,1.0);(598.397,0.373);(599.218,0.01);(599.4,0.073);(599.536,0.016)
LC-MS/MSLC-ESI-QTOFPositivemediumView Spectrum(107.085,0.057);(109.101,0.036);(111.08,0.045);(119.086,0.079);(133.065,0.072);(133.102,0.083);(135.08,0.157);(135.117,0.044);(137.096,0.055);(145.101,0.085);(147.117,1.0);(148.121,0.113);(155.107,0.035);(157.101,0.099);(159.117,0.107);(161.096,0.038);(161.132,0.055);(163.075,0.047);(169.101,0.039);(171.116,0.091);(173.132,0.358);(174.136,0.051);(183.117,0.054);(185.132,0.113);(187.112,0.047);(187.147,0.052);(189.127,0.065);(195.116,0.043);(197.132,0.088);(199.148,0.048);(201.127,0.257);(202.13,0.036);(203.142,0.119);(207.116,0.035);(209.132,0.111);(211.148,0.112);(213.127,0.073);(215.143,0.1);(219.138,0.097);(221.132,0.043);(221.153,0.037);(223.147,0.074);(225.163,0.06);(227.142,0.049);(231.137,0.04);(233.153,0.054);(235.148,0.037);(237.164,0.042);(253.159,0.043);(255.174,0.05);(261.164,0.044);(267.173,0.052);(269.188,0.046);(273.184,0.049);(275.18,0.058);(279.173,0.04);(281.19,0.056);(285.184,0.159);(286.188,0.04);(287.2,0.104);(293.19,0.047);(297.184,0.076);(299.2,0.095);(311.2,0.056);(345.22,0.038);(351.231,0.038);(359.235,0.042);(361.252,0.038);(363.232,0.052);(377.246,0.089);(378.251,0.039);(379.263,0.115);(389.248,0.036);(429.278,0.039);(473.305,0.041);(504.323,0.042);(505.328,0.044);(561.373,0.061);(579.382,0.174);(580.387,0.075);(596.385,0.189);(597.393,0.454);(598.396,0.192);(599.4,0.041)

Food Sources

NameGroup
CrustaceansAquatic foods PublicationsShow
Pink salmonAquatic foods PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
AstaxanthinCrustaceansAquatic foods PublicationsShow
AstaxanthinPink salmonAquatic foods PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Astaxanthin Astaxanthinratplasmaunchanged8h-12h0.5-2µmol/LNot AvailableC40H52O4596.386560154 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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