PhytoHub: Showing entry for Antheraxanthin

Antheraxanthin

Identification

PhytoHub ID

PHUB000343

Name

Antheraxanthin

Systematic Name

Not Available

Synonyms

Not Available

CAS Number

640-03-9

Average Mass

584.885

Monoisotopic Mass

584.422945663

Chemical Formula

C₄₀H₅₆O₃

IUPAC Name

(1R,3S,6S)-6-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

InChI Key

OFNSUWBAQRCHAV-OYQUVCAXSA-N

InChI Identifier

InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40-38(8,9)27-35(42)28-39(40,10)43-40/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t34-,35+,39-,40+/m1/s1

SMILES

C\C(\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 6.58e-04 g/l
LogS (ALOGPS): -5.95
LogP (ALOGPS): 8.37
Hydrogen Acceptors: 3
Hydrogen Donors: 2
Rotatable Bond Count: 10
Polar Surface Area: 52.989999999999995
Refractivity: 193.63890000000004
Polarizability: 74.09181486088492
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -1.089506579901021
pKa (strongest acidic): 15.139684034106129
Number of Rings: 3
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

ChEBI: 27867
PubChem: 5281223
MetaboLights: MTBLC27867
PeakForestCompound: 000295

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

LC-MS/MS	LC-ESI-QTOF	Positive	medium	View Spectrum	(81.07,0.13513514);(93.07,0.2962963);(95.086,0.28528529);(105.07,0.3013013);(107.085,0.52452452);(109.101,0.35135135);(119.086,0.91391391);(120.091,0.21321321);(121.101,0.54154154);(122.104,0.08008008);(123.081,0.1961962);(123.117,0.15915916);(125.095,0.07507508);(131.086,0.34934935);(132.09,0.08308308);(133.101,0.75175175);(134.106,0.11811812);(135.081,0.0970971);(135.117,0.54354354);(136.12,0.09109109);(137.096,0.14114114);(143.086,0.30530531);(144.092,0.13813814);(145.101,1.0);(146.106,0.23123123);(147.117,0.4024024);(148.121,0.08608609);(149.096,0.14914915);(149.133,0.10610611);(151.076,0.14614615);(155.106,0.12012012);(156.093,0.09009009);(157.101,0.78978979);(158.106,0.21621622);(159.117,0.87087087);(160.121,0.17417417);(161.098,0.12012012);(161.132,0.25125125);(163.111,0.20620621);(165.091,0.25625626);(169.101,0.38438438);(170.107,0.1021021);(171.117,0.77277277);(172.122,0.19319319);(173.132,0.63463463);(174.135,0.11411411);(175.112,0.0970971);(175.148,0.71471471);(176.151,0.11311311);(177.128,0.12312312);(181.101,0.14014014);(181.122,0.15515516);(182.107,0.07807808);(183.117,0.45245245);(184.122,0.14414414);(185.132,0.54854855);(186.137,0.16316316);(187.147,0.4004004);(188.152,0.08608609);(189.127,0.14514515);(191.142,0.13113113);(193.101,0.08708709);(195.117,0.33633634);(196.122,0.19019019);(197.132,0.62962963);(198.137,0.2032032);(199.148,0.33333333);(201.126,0.09009009);(201.164,0.25825826);(202.167,0.07307307);(203.143,0.21721722);(207.116,0.19319319);(207.137,0.16216216);(208.123,0.11811812);(209.132,0.52352352);(210.137,0.16116116);(211.147,0.44944945);(212.152,0.11411411);(213.163,0.18118118);(215.144,0.08808809);(217.159,0.1021021);(221.132,0.25525526);(221.154,0.46746747);(222.137,0.12912913);(222.157,0.16816817);(223.149,0.38338338);(224.153,0.15115115);(225.163,0.22322322);(227.181,0.08108108);(233.13,0.11311311);(235.147,0.24024024);(236.153,0.11511512);(237.164,0.27127127);(239.179,0.17217217);(241.195,0.07607608);(247.146,0.13013013);(247.167,0.07307307);(248.154,0.07007007);(249.163,0.23223223);(250.169,0.09009009);(251.178,0.16216216);(252.183,0.07707708);(253.192,0.0960961);(255.174,0.07007007);(257.191,0.09009009);(261.163,0.15015015);(262.168,0.07607608);(263.178,0.18618619);(265.195,0.17217217);(273.161,0.07007007);(275.18,0.11911912);(276.184,0.07107107);(277.193,0.11011011);(279.21,0.08208208);(281.189,0.07207207);(283.205,0.12412412);(287.179,0.08908909);(287.2,0.10610611);(289.193,0.1041041);(301.192,0.07007007);(379.258,0.07807808);(492.355,0.0980981);(567.417,0.12412412);(584.414,0.2962963);(585.429,0.57457457);(586.432,0.21721722)
LC-MS/MS	LC-ESI-QTOF	Positive	medium	View Spectrum	(81.07,0.135);(93.07,0.296);(95.086,0.285);(105.07,0.301);(107.085,0.525);(109.101,0.351);(119.086,0.914);(120.091,0.213);(121.101,0.541);(122.104,0.08);(123.081,0.196);(123.117,0.159);(125.095,0.075);(131.086,0.349);(132.09,0.083);(133.101,0.751);(134.106,0.118);(135.081,0.097);(135.117,0.543);(136.12,0.091);(137.096,0.141);(143.086,0.305);(144.092,0.138);(145.101,1.0);(146.106,0.232);(147.117,0.402);(148.121,0.086);(149.096,0.149);(149.133,0.107);(151.076,0.147);(155.106,0.12);(156.093,0.09);(157.101,0.79);(158.106,0.216);(159.117,0.871);(160.121,0.175);(161.098,0.12);(161.132,0.251);(163.111,0.207);(165.091,0.256);(169.101,0.385);(170.107,0.102);(171.117,0.773);(172.122,0.194);(173.132,0.634);(174.135,0.114);(175.112,0.097);(175.148,0.715);(176.151,0.113);(177.128,0.123);(181.101,0.14);(181.122,0.156);(182.107,0.078);(183.117,0.452);(184.122,0.145);(185.132,0.548);(186.137,0.163);(187.147,0.4);(188.152,0.086);(189.127,0.145);(191.142,0.131);(193.101,0.087);(195.117,0.336);(196.122,0.19);(197.132,0.63);(198.137,0.203);(199.148,0.334);(201.126,0.09);(201.164,0.258);(202.167,0.073);(203.143,0.217);(207.116,0.193);(207.137,0.162);(208.123,0.118);(209.132,0.523);(210.137,0.161);(211.147,0.449);(212.152,0.115);(213.163,0.181);(215.144,0.088);(217.159,0.102);(221.132,0.255);(221.154,0.468);(222.137,0.129);(222.157,0.168);(223.149,0.384);(224.153,0.151);(225.163,0.223);(227.181,0.081);(233.13,0.113);(235.147,0.24);(236.153,0.115);(237.164,0.271);(239.179,0.172);(241.195,0.076);(247.146,0.13);(247.167,0.073);(248.154,0.07);(249.163,0.232);(250.169,0.09);(251.178,0.162);(252.183,0.077);(253.192,0.096);(255.174,0.071);(257.191,0.09);(261.163,0.15);(262.168,0.076);(263.178,0.186);(265.195,0.172);(273.161,0.07);(275.18,0.119);(276.184,0.071);(277.193,0.11);(279.21,0.083);(281.189,0.072);(283.205,0.124);(287.179,0.089);(287.2,0.106);(289.193,0.104);(301.192,0.07);(379.258,0.078);(492.355,0.098);(567.417,0.124);(584.414,0.296);(585.429,0.575);(586.432,0.217)

Food Sources

	Name	Group
	Bell pepper (Capsicum annuum, mild varieties)	Vegetables, Fruit vegetables	Publications	Show
	Paprika	Herbs and Spices	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 Antheraxanthin