PlantaeDB Logo
Login Sign-up

Lactucaxanthin

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 72da582f-0a8d-4506-aff1-0ee73bc8e261
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (1R,4R)-4-[(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]-3,5,5-trimethylcyclohex-2-en-1-ol
SMILES (Canonical) CC1=CC(CC(C1C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2C(=CC(CC2(C)C)O)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(C[C@H](C=C2C)O)(C)C)\C)\C)/C)/C)(C)C)O
InChI InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-26,35-38,41-42H,27-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-,37-,38-/m0/s1
InChI Key BIPAHAFBQLWRMC-SUOWZELTSA-N
Popularity 9 references in papers

Physical and Chemical Properties

Top
Molecular Formula C40H56O2
Molecular Weight 568.90 g/mol
Exact Mass 568.42803102 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 11.10
Atomic LogP (AlogP) 10.26
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

Top
78306-12-4
(1R,4R)-4-[(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]-3,5,5-trimethylcyclohex-2-en-1-ol
C08599
CHEBI:6357
DTXSID80415092
BIPAHAFBQLWRMC-SUOWZELTSA-N
LMPR01070273
Q27107159
(3S,3'S,6S,6'S)-epsilon,epsilon-carotene-3,3'-diol

2D Structure

Top
2D Structure of Lactucaxanthin

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9952 99.52%
Caco-2 - 0.8093 80.93%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.5954 59.54%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.8492 84.92%
OATP1B3 inhibitior + 0.9623 96.23%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9915 99.15%
P-glycoprotein inhibitior + 0.7665 76.65%
P-glycoprotein substrate - 0.7884 78.84%
CYP3A4 substrate + 0.5647 56.47%
CYP2C9 substrate - 0.8191 81.91%
CYP2D6 substrate - 0.7760 77.60%
CYP3A4 inhibition - 0.8146 81.46%
CYP2C9 inhibition - 0.7352 73.52%
CYP2C19 inhibition + 0.5396 53.96%
CYP2D6 inhibition - 0.9221 92.21%
CYP1A2 inhibition - 0.8604 86.04%
CYP2C8 inhibition - 0.8224 82.24%
CYP inhibitory promiscuity - 0.5341 53.41%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7248 72.48%
Carcinogenicity (trinary) Non-required 0.5441 54.41%
Eye corrosion - 0.9750 97.50%
Eye irritation - 0.9074 90.74%
Skin irritation - 0.6719 67.19%
Skin corrosion - 0.9523 95.23%
Ames mutagenesis - 0.7308 73.08%
Human Ether-a-go-go-Related Gene inhibition + 0.8908 89.08%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6655 66.55%
skin sensitisation + 0.8915 89.15%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity + 0.5217 52.17%
Acute Oral Toxicity (c) III 0.8047 80.47%
Estrogen receptor binding + 0.7966 79.66%
Androgen receptor binding + 0.5873 58.73%
Thyroid receptor binding + 0.6863 68.63%
Glucocorticoid receptor binding + 0.8180 81.80%
Aromatase binding - 0.4880 48.80%
PPAR gamma + 0.7667 76.67%
Honey bee toxicity - 0.8528 85.28%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.8670 86.70%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 92.92% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.26% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 87.75% 83.82%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.84% 92.94%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.47% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.66% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.88% 85.30%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.70% 95.56%
CHEMBL1870 P28702 Retinoid X receptor beta 82.00% 95.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.99% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.48% 89.00%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Lactuca sativa

Cross-Links

Top
PubChem 5281242
LOTUS LTS0114895
wikiData Q27107159