Structure via PubChem · Public domain (PubChem)
antheraxanthin
Sign in to saveAlso known as 5,6-epoxy-5,6-dihydro-beta,beta-carotene-3,3'-diol
Antheraxanthin (from ánthos, Greek for "flower" and xanthos, Greek for "yellow") is a bright yellow accessory pigment found in many organisms that perform photosynthesis. It is a xanthophyll cycle pigment, an oil-soluble alcohol within the xanthophyll subgroup of carotenoids. Antheraxanthin is both a component in and product of the cellular photoprotection mechanisms in photosynthetic green algae, red algae, euglenoids, and plants.
Chemical data
- Formula
- C40H56O3
- Molecular weight
- 584.9 g/mol
- IUPAC name
- (1R,3S,6S)-6-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-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
- SMILES
- CC1=C(C(C[C@@H](C1)O)(C)C)/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
- InChIKey
- OFNSUWBAQRCHAV-OYQUVCAXSA-N
- XLogP
- 10.3
- Polar surface area
- 53 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 584.422946
Show 5 more facts
- found in taxon
- Vitis vinifera
- chemical formula
- C₄₀H₅₆O₃
- canonical SMILES
- CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC23C(CC(CC2(O3)C)O)(C)C)C)C
- isomeric SMILES
- CC1=C(C(C[C@@H](C1)O)(C)C)/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
- subject has role
- primary metabolite
Sources (5)
via Wikidata · CC0
~4 min read
Encyclopedic overview
4 sectionsContents
- In the xanthophyll cycle
- Location in thylakoid membrane
- Enzymes and reactions
- References
{{Chembox | ImageFile = Antheraxanthin.svg | ImageSize = 250px | IUPACName = (3S,5R,6S,3R)-5,6-Epoxy-5,6-dihydro-β,β-carotene-3,3-diol | SystematicName = (1S,4S,6R)-4-Hydroxy-1-{(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}-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptane | OtherNames = |Section1= |Section2= |Section3= }}
Antheraxanthin (from ánthos, Greek for "flower" and xanthos, Greek for "yellow") is a bright yellow accessory pigment found in many organisms that perform photosynthesis. It is a xanthophyll cycle pigment, an oil-soluble alcohol within the xanthophyll subgroup of carotenoids. Antheraxanthin is both a component in and product of the cellular photoprotection mechanisms in photosynthetic green algae, red algae, euglenoids, and plants.
Excerpted from Wikipedia’s “antheraxanthin” article, available under the CC BY-SA 4.0 licence.