PlantaeDB Logo
Login Sign-up

(6S)-6-hydroxy-2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(4S)-2,6,6-trimethyl-3-oxo-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-one

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 50220891-15ab-4f9e-940c-1ddb11d4640e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (6S)-6-hydroxy-2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(4S)-2,6,6-trimethyl-3-oxo-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-one
SMILES (Canonical) CC1=C(C(CC(C1=O)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(C(=O)C(CC2(C)C)OC3C(C(C(C(O3)CO)O)O)O)C)C)C
SMILES (Isomeric) CC1=C(C(C[C@@H](C1=O)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C(=O)[C@H](CC2(C)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C)/C)/C
InChI InChI=1S/C46H62O9/c1-28(17-13-19-30(3)21-23-34-32(5)39(49)36(48)25-45(34,7)8)15-11-12-16-29(2)18-14-20-31(4)22-24-35-33(6)40(50)37(26-46(35,9)10)54-44-43(53)42(52)41(51)38(27-47)55-44/h11-24,36-38,41-44,47-48,51-53H,25-27H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,28-15+,29-16+,30-19+,31-20+/t36-,37-,38+,41+,42-,43+,44+/m0/s1
InChI Key RPOTZDWYDMWJPW-OGMIEYOFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C46H62O9
Molecular Weight 759.00 g/mol
Exact Mass 758.43938355 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 8.70
Atomic LogP (AlogP) 6.73
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 13

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (6S)-6-hydroxy-2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(4S)-2,6,6-trimethyl-3-oxo-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4850 48.50%
Caco-2 - 0.8575 85.75%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8070 80.70%
OATP2B1 inhibitior + 0.7128 71.28%
OATP1B1 inhibitior + 0.7723 77.23%
OATP1B3 inhibitior + 0.9134 91.34%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9917 99.17%
P-glycoprotein inhibitior + 0.7651 76.51%
P-glycoprotein substrate - 0.7195 71.95%
CYP3A4 substrate + 0.6747 67.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8804 88.04%
CYP3A4 inhibition - 0.8268 82.68%
CYP2C9 inhibition - 0.7843 78.43%
CYP2C19 inhibition - 0.8562 85.62%
CYP2D6 inhibition - 0.9317 93.17%
CYP1A2 inhibition - 0.8777 87.77%
CYP2C8 inhibition - 0.6473 64.73%
CYP inhibitory promiscuity - 0.8972 89.72%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6664 66.64%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9071 90.71%
Skin irritation - 0.7694 76.94%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7939 79.39%
Micronuclear - 0.6941 69.41%
Hepatotoxicity - 0.6925 69.25%
skin sensitisation - 0.7821 78.21%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.8185 81.85%
Acute Oral Toxicity (c) III 0.7143 71.43%
Estrogen receptor binding + 0.8299 82.99%
Androgen receptor binding + 0.8032 80.32%
Thyroid receptor binding + 0.6513 65.13%
Glucocorticoid receptor binding + 0.7890 78.90%
Aromatase binding + 0.5676 56.76%
PPAR gamma + 0.7555 75.55%
Honey bee toxicity - 0.7317 73.17%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.8259 82.59%

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 97.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.90% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 91.19% 94.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.76% 96.21%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 90.33% 89.34%
CHEMBL2581 P07339 Cathepsin D 88.39% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.36% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.83% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.80% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 87.30% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.39% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.37% 95.50%
CHEMBL220 P22303 Acetylcholinesterase 83.98% 94.45%
CHEMBL1870 P28702 Retinoid X receptor beta 83.94% 95.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.31% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.16% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.43% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.35% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.30% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.01% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.97% 91.07%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.55% 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 10747690
LOTUS LTS0023922
wikiData Q105242849