(Q27103135)

Lutein 5,6-epoxide (English)

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

5 October 2016

stereoisomer of

2 references

inferred from InChIKey

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

inferred from InChI

1 reference

inferred from InChI

chemical formula

C₄₀H₅₆O₃

1 reference

Lutein 5,6-epoxide (English)

20 November 2016

canonical SMILES

CC1=CC(CC(C1C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC23C(CC(CC2(O3)C)O)(C)C)C)C)(C)C)O

1 reference

Lutein 5,6-epoxide (English)

20 November 2016

isomeric SMILES

CC1=C[C@@H](CC([C@H]1/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@]23[C@](O2)(C[C@H](CC3(C)C)O)C)/C)/C)(C)C)O

1 reference

Carotenoid changes in the peel of ripening persimmon (Diospyros kaki) cv Triumph

Lutein 5,6-epoxide (English)

20 November 2016

2 references

Characterization of the carotenoid complex of the leaves of different varieties of subtropical persimmon

Tethya aurantia

1 reference

Investigations of carotenoids in some animals of the Adriatic Sea—VI. Representatives of sponges, annelids, molluscs and echinodermates

Protula tubularia

1 reference

Investigations of carotenoids in some animals of the Adriatic Sea—VI. Representatives of sponges, annelids, molluscs and echinodermates

Aplysia depilans

1 reference

Investigations of carotenoids in some animals of the Adriatic Sea—VI. Representatives of sponges, annelids, molluscs and echinodermates

Aplysia fasciata

1 reference

Investigations of carotenoids in some animals of the Adriatic Sea—VI. Representatives of sponges, annelids, molluscs and echinodermates

Aplysia punctata

1 reference

Investigations of carotenoids in some animals of the Adriatic Sea—VI. Representatives of sponges, annelids, molluscs and echinodermates

Coscinasterias tenuispina

1 reference

Investigations of carotenoids in some animals of the Adriatic Sea—VI. Representatives of sponges, annelids, molluscs and echinodermates

Holothuria tubulosa

1 reference

Investigations of carotenoids in some animals of the Adriatic Sea—VI. Representatives of sponges, annelids, molluscs and echinodermates

Lycopodium annotinum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Lycopodium clavatum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Diphasiastrum tristachyum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Equisetum arvense

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Equisetum hyemale

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Equisetum fluviatile

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Equisetum telmateia

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Equisetum palustre

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Equisetum pratense

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Equisetum sylvaticum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Adiantum capillus-veneris

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Adiantum formosum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Adiantum pedatum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Adiantum venustum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Coniogramme japonica

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Pityrogramma sulphurea

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Cyrtomium falcatum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Dryopteris carthusiana

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Dryopteris dilatata

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Dryopteris filix-mas

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Thelypteris palustris

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Polystichum aculeatum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Asplenium australasicum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Asplenium nidus

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Asplenium trichomanes

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Athyrium filix-femina

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Cystopteris bulbifera

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Cystopteris fragilis

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Cystopteris sudetica

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Diplazium sibiricum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Azolla filiculoides

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Blechnum occidentale

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Blechnum spicant

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Davallia solida

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Davallia sinensis

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Nephrolepis cordifolia

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Nephrolepis exaltata

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Microlepia speluncae

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Onoclea sensibilis

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Osmunda regalis

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Platycerium alcicorne

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Phlebodium aureum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Polypodium vulgare

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Pellaea atropurpurea

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Pellaea rotundifolia

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Pteris cretica

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Pteris longifolia

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Pteris tremula

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Pteridium aquilinum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Metasequoia glyptostroboides

1 reference

Ketocarotenoids—Autumn carotenoids in Metasequoia glyptostroboides

Cladonia rangiferina

2 references

Cladonia portentosa

1 reference

Cladonia mitis

2 references

Cladonia cariosa

1 reference

Cladonia cenotea

1 reference

Cladonia coccifera

1 reference

Cladonia cornuta

1 reference

Cladonia deformis

1 reference

Cladonia phyllophora

1 reference

Cladonia digitata

1 reference

Cladonia fimbriata

1 reference

Cladonia glauca

1 reference

Cladonia gracilis

2 references

Cladonia macilenta

1 reference

Cladonia ochrochlora

1 reference

Cladonia pleurota

1 reference

Cladonia scabriuscula

1 reference

Cladonia turgida

1 reference

Dryopteris parasitica

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Cladonia stellaris

1 reference

Cladonia ciliata var. tenuis

1 reference

Brassica napobrassica

1 reference

Isolation and Identification of Carotenoids from the Petals of Rape (Brassica napus)

Brassica oleracea

1 reference

Isolation and structural elucidation of (13Z,13'Z,3R,3'R,6'R)-lutein from marigold flowers, kale, and human plasma

Camellia sasanqua

1 reference

Identification of the carotenoids of the leaves of Camellia sasanqua

Cetraria andrejevii

1 reference

Nephromopsis andrejevii

1 reference

Cetraria nigricans

1 reference

Cladonia foliacea

1 reference

Cladonia macrophylla

1 reference

Eutreptiella gymnastica

1 reference

Additional oxa-bicyclo[2.2.1]heptane carotenoids from Eutreptiella gymnastica

Lobaria pulmonaria

1 reference

Nephroma arcticum

1 reference

Nephroma laevigatum

1 reference

Stereocaulon alpinum

1 reference

Stereocaulon arenarium

1 reference

Stereocaulon paschale

1 reference

Stereocaulon vesuvianum

1 reference

Stereocaulon vulcani

1 reference

common dandelion

1 reference

Reinvestigation of Original Taraxanthin Samples

Terminalia catappa

1 reference

Characterization and Stability of Pigments Extracted from Terminalia Catappa Leaves

Umbilicaria rigida

1 reference

Umbilicaria torrefacta

1 reference

Umbilicaria vellea

1 reference

Urtica dioica

1 reference

Ecology of Urtica dioica

Caltha palustris

1 reference

Über die Carotinoide aus den Blüten von Caltha palustris

Cladophora fracta

1 reference

Carotinoide der Süßwasseralgen, X. Über die Carotinoide ausCladophora fracta

Cucurbita maxima

1 reference

Isolation and structural elucidation of cucurbitaxanthin a and b from pumpkin cucurbita maxima

Cytisus scoparius var. scoparius

1 reference

1 reference

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Taraxacum platycarpum

1 reference

HPLC analysis of geometrical isomers of lutein epoxide isolated from dandelion (Taraxacum officinale F. Weber ex Wiggers)

Smilax

1 reference

Carotenoids of sarsaparilla

Cytisus scoparius subsp. scoparius

1 reference

1 reference

Carotenoids in petals of perennial Medicago species

Capsicum annuum

1 reference

Carotenoid composition of yellow pepper during ripening: isolation of .beta.-cryptoxanthin 5,6-epoxide

Vitis

1 reference

Simultaneous HPLC-DAD-MS (ESI+) determination of structural and geometrical isomers of carotenoids in mature grapes

Aronia melanocarpa

1 reference

Determination of Carotenoids in Fruits of Rosa sp. (Rosa Canina and Rosa Rugosa) and of Chokeberry (Aronia Melanocarpa)

Matteuccia struthiopteris

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Dryopteris expansa

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Cyclosorus parasiticus

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Polypodium virginianum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Pteris vittata

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Tethya aurantium

1 reference

Investigations of carotenoids in some animals of the Adriatic Sea—VI. Representatives of sponges, annelids, molluscs and echinodermates

rapeseed

1 reference

Isolation and Identification of Carotenoids from the Petals of Rape (Brassica napus)

Camellia oleifera

1 reference

Identification of the carotenoids of the leaves of Camellia sasanqua

Parastichopus regalis

1 reference

Investigations of carotenoids in some animals of the Adriatic Sea—VI. Representatives of sponges, annelids, molluscs and echinodermates

Gymnocarpium dryopteris

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Asplenium sulcatum

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Oreopteris limbosperma

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Cladonia ramulosa

1 reference

Cetrariella delisei

1 reference

Nephromopsis nivalis

1 reference

Gowardia nigricans

1 reference

Cladonia firma

1 reference

Cladonia verticillata

1 reference

Dryopteris borreri

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Dryopteris wallichiana

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Dryopteris affinis

1 reference

Carotenoids in sixty-six representatives of the Pteridophyta

Identifiers

InChI

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/h11-25,34-36,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t34-,35-,36-,39+,40-/m0/s1

1 reference

Lutein 5,6-epoxide (English)

20 November 2016

2 references

Lutein 5,6-epoxide (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

28368-08-3

2 references

Global Substance Registration System

UNII

76V8XL7PHB

taraxanthin (English)

20 November 2016

https://commonchemistry.cas.org/detail?cas_rn=28368-08-3

8 April 2021

1 reference

Lutein 5,6-epoxide (English)

20 November 2016

2 references

Lutein 5,6-epoxide (English)

20 November 2016

Reaxys registry number

101209

1 reference

lutein 5,6-epoxide (English)

5 October 2016

ChEBI ID

27448

mapping relation type

2 references

lutein 5,6-epoxide (English)

5 October 2016

International Chemical Identifier

InChI

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/h11-25,34-36,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t34-,35-,36-,39+,40-/m0/s1

1 reference

MassBank accession ID

MSBNK-Kyoto_Univ-CA000068

0 references

SPLASH

splash10-001l-3920040000-bc7472948a04b95bac15

0 references

DSSTox substance ID

DTXSID40415093

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

DSSTOX compound identifier

DTXCID00365944

0 references

Human Metabolome Database ID

HMDB0041590

2 references

inferred from InChIKey

reason for deprecated rank

KNApSAcK ID

C00003777

cannot be confirmed by other sources

1 reference

Global Substance Registration System

lutein 5,6-epoxide (English)

5 October 2016

2 references

UNII

76V8XL7PHB

taraxanthin (English)

20 November 2016

http://www.lipidmaps.org/rest/compound/lm_id/LM/all/download

0 references

1 reference