PhytoHub: Showing entry for Lutein 5,6-epoxide

Lutein 5,6-epoxide

Identification

PhytoHub ID

PHUB000362

Name

Lutein 5,6-epoxide

Systematic Name

Not Available

Synonyms

Taraxanthin

CAS Number

Not Available

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-[(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-nonaen-1-yl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

InChI Key

DYUUPIKEWLHQGQ-FJOIUHRLSA-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/h11-25,34-36,41-42H,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

SMILES

C\C(\C=C\C=C(/C)\C=C\[C@H]1C(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): 8.24e-04 g/l
LogS (ALOGPS): -5.85
LogP (ALOGPS): 8.39
Hydrogen Acceptors: 3
Hydrogen Donors: 2
Rotatable Bond Count: 10
Polar Surface Area: 52.99
Refractivity: 193.75150000000005
Polarizability: 74.19196585132532
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -1.3910077414822246
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: 27448
PubChem: 5281244
Chemistry Dashboard: DTXSID40415093
MetaboLights: MTBLC27448
FooDB (Compounds): FDB021676
PeakForestCompound: 000314

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

Food Sources

	Name	Group
	Grape	Fruit, Berries	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

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Showing entry for Lutein 5,6-epoxide