Chrysanthemaxanthin

Details

• Internal ID: f3bff030-a428-434a-8421-2322dc4448d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: (2S,6S,7aR)-2-[(2E,4E,6E,8E,10E,12E,14E,16E)-17-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-6-ol
• SMILES (Canonical): CC1=CC(CC(C1C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C2C=C3C(CC(CC3(O2)C)O)(C)C)C)C)(C)C)O
• SMILES (Isomeric): 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@@H]2C=C3[C@](O2)(C[C@H](CC3(C)C)O)C)/C)/C)(C)C)O
• InChI: InChI=1S/C40H56O3/c1-28(17-13-18-30(3)21-22-35-32(5)23-33(41)25-38(35,6)7)15-11-12-16-29(2)19-14-20-31(4)36-24-37-39(8,9)26-34(42)27-40(37,10)43-36/h11-24,33-36,41-42H,25-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+/t33-,34-,35-,36-,40+/m0/s1
• InChI Key: JRHJXXLCNATYLS-SOOLLQOPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₃
• Molecular Weight: 584.90 g/mol
• Exact Mass: 584.42294564 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 10.10

Synonyms

• Chrysanthemaxanthin [MI]
• Chrysanthemaxanthin, (+)-
• UNII-SMW4B4AB1F
• SMW4B4AB1F
• (3S,3'R,5R,6'R,8S)-5,8-Epoxy-5,8-dihydro-beta,epsilon-carotene-3,3'-diol
• beta,epsilon-Carotene-3,3'-diol, 5,8-epoxy-5,8-dihydro-, (3S,3'R,5R,6'R,8S)-
• .beta.,.epsilon.-Carotene-3,3'-diol, 5,8-epoxy-5,8-dihydro-, (3S,3'R,5R,6'R,8S)-
• (3S,3'R,5R,6'R,8S)-5,8-EPOXY-5,8-DIHYDRO-.BETA.,.EPSILON.-CAROTENE-3,3'-DIOL
• Chrysanthemaxanthin, all-trans-
• .alpha.-Carotene-3,3'-diol, 5,8-epoxy-5,8-dihydro-, all-trans-
• (2S,6S,7aR)-2-((2E,4E,6E,8E,10E,12E,14E,16E)-17-((1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaen-2-yl)-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-6-ol
• (2S,6S,7aR)-2-[(2E,4E,6E,8E,10E,12E,14E,16E)-17-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-6-ol
• RefChem:125953
• .alpha.-Carotene-3,3'-diol, 5,8-epoxy-5,8-dihydro-
• .beta.,.epsilon.-Carotene-3,3'-diol, 5,8-epoxy-5,8-dihydro-
• alpha-Carotene-3,3'-diol, 5,8-epoxy-5,8-dihydro-
• beta,epsilon-Carotene-3,3'-diol, 5,8-epoxy-5,8-dihydro-
• alpha-Carotene-3,3'-diol, 5,8-epoxy-5,8-dihydro-, all-trans-
• (3S,5R,8S,3'R,6'R)-5,8-Epoxy-5,8-dihydro-beta,epsilon-carotene-3,3'-diol
• JRHJXXLCNATYLS-OMSIYMKDSA-N
• 27780-11-6
• JRHJXXLCNATYLS-SOOLLQOPSA-N
• Q27289291

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.70%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	89.39%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.61%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.39%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.14%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.38%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.68%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.03%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.18%	95.89%
CHEMBL1870	P28702	Retinoid X receptor beta	80.87%	95.00%

Plants that contains it

• Hibiscus syriacus
• Ranunculus acris
• Taraxacum coreanum
• Taraxacum mongolicum
• Taraxacum officinale
• Taraxacum platycarpum
• Taraxacum sinicum

Cross-Links

• PubChem: 21160900
• NPASS: NPC115979
• LOTUS: LTS0147583
• wikiData: Q27289291