PlantaeDB Logo
Login Sign-up

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl]oxyoxane-3,4,5-triol

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 c3507b36-9ba1-4e2c-b5de-9d08be1f32d0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl]oxyoxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H66O7/c1-30(17-13-19-32(3)21-23-38-34(5)25-36(48)27-45(38,7)8)15-11-12-16-31(2)18-14-20-33(4)22-24-39-35(6)26-37(28-46(39,9)10)52-44-43(51)42(50)41(49)40(29-47)53-44/h11-24,36-37,40-44,47-51H,25-29H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,30-15+,31-16+,32-19+,33-20+/t36-,37+,40+,41+,42-,43+,44+/m0/s1
InChI Key BSWLTLQDCPLUPH-KRJGRXGMSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C46H66O7
Molecular Weight 731.00 g/mol
Exact Mass 730.48085444 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 9.30
Atomic LogP (AlogP) 8.37
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 13

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl]oxyoxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5621 56.21%
Caco-2 - 0.8533 85.33%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7517 75.17%
OATP2B1 inhibitior + 0.7130 71.30%
OATP1B1 inhibitior + 0.7686 76.86%
OATP1B3 inhibitior + 0.8963 89.63%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9927 99.27%
P-glycoprotein inhibitior + 0.7699 76.99%
P-glycoprotein substrate - 0.6909 69.09%
CYP3A4 substrate + 0.6709 67.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8420 84.20%
CYP3A4 inhibition - 0.9111 91.11%
CYP2C9 inhibition - 0.7938 79.38%
CYP2C19 inhibition - 0.7966 79.66%
CYP2D6 inhibition - 0.9330 93.30%
CYP1A2 inhibition - 0.8640 86.40%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8720 87.20%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6851 68.51%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9080 90.80%
Skin irritation - 0.8017 80.17%
Skin corrosion - 0.9584 95.84%
Ames mutagenesis - 0.6291 62.91%
Human Ether-a-go-go-Related Gene inhibition + 0.8733 87.33%
Micronuclear - 0.7941 79.41%
Hepatotoxicity - 0.6763 67.63%
skin sensitisation - 0.8015 80.15%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity + 0.6800 68.00%
Acute Oral Toxicity (c) III 0.6656 66.56%
Estrogen receptor binding + 0.8342 83.42%
Androgen receptor binding + 0.7951 79.51%
Thyroid receptor binding + 0.6455 64.55%
Glucocorticoid receptor binding + 0.7947 79.47%
Aromatase binding + 0.5370 53.70%
PPAR gamma + 0.7507 75.07%
Honey bee toxicity - 0.7396 73.96%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8042 80.42%

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 98.25% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.58% 96.09%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 90.48% 91.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.98% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.81% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.25% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.02% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.82% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.27% 94.45%
CHEMBL3524 P56524 Histone deacetylase 4 83.91% 92.97%
CHEMBL2581 P07339 Cathepsin D 83.86% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.77% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 83.03% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 82.58% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.12% 95.56%
CHEMBL1870 P28702 Retinoid X receptor beta 80.94% 95.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.54% 95.93%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.09% 97.47%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163068064
LOTUS LTS0115435
wikiData Q104945444