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(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-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

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Internal ID 4049dffd-9bfd-41fc-ac42-66a2707af5df
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-3-en-1-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(CC2(C)C)OC3C(C(C(C(O3)CO)O)O)O)C)C)C
SMILES (Isomeric) CC1=C(C(CCC1)(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[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/C46H66O6/c1-31(18-13-20-33(3)23-25-38-35(5)22-15-27-45(38,7)8)16-11-12-17-32(2)19-14-21-34(4)24-26-39-36(6)28-37(29-46(39,9)10)51-44-43(50)42(49)41(48)40(30-47)52-44/h11-14,16-21,23-26,37,40-44,47-50H,15,22,27-30H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,31-16+,32-17+,33-20+,34-21+/t37-,40-,41-,42+,43-,44-/m1/s1
InChI Key ZHJIWERYMKQKHH-XFNMZINASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H66O6
Molecular Weight 715.00 g/mol
Exact Mass 714.48593982 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 10.70
Atomic LogP (AlogP) 9.40
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4873 48.73%
Caco-2 - 0.8475 84.75%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8402 84.02%
OATP2B1 inhibitior + 0.7126 71.26%
OATP1B1 inhibitior - 0.4385 43.85%
OATP1B3 inhibitior + 0.7931 79.31%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9915 99.15%
P-glycoprotein inhibitior + 0.7797 77.97%
P-glycoprotein substrate - 0.7314 73.14%
CYP3A4 substrate + 0.6959 69.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8420 84.20%
CYP3A4 inhibition - 0.9146 91.46%
CYP2C9 inhibition - 0.7387 73.87%
CYP2C19 inhibition - 0.8200 82.00%
CYP2D6 inhibition - 0.9324 93.24%
CYP1A2 inhibition - 0.8230 82.30%
CYP2C8 inhibition + 0.5315 53.15%
CYP inhibitory promiscuity - 0.8444 84.44%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7134 71.34%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9092 90.92%
Skin irritation - 0.7320 73.20%
Skin corrosion - 0.9557 95.57%
Ames mutagenesis - 0.6287 62.87%
Human Ether-a-go-go-Related Gene inhibition + 0.8319 83.19%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5450 54.50%
skin sensitisation - 0.8369 83.69%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity + 0.7149 71.49%
Acute Oral Toxicity (c) III 0.6840 68.40%
Estrogen receptor binding + 0.8451 84.51%
Androgen receptor binding + 0.7746 77.46%
Thyroid receptor binding + 0.6600 66.00%
Glucocorticoid receptor binding + 0.8074 80.74%
Aromatase binding + 0.5309 53.09%
PPAR gamma + 0.7575 75.75%
Honey bee toxicity - 0.7192 71.92%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8877 88.77%

Targets

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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 98.96% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.36% 96.09%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 94.40% 91.71%
CHEMBL2061 P19793 Retinoid X receptor alpha 93.10% 91.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.98% 86.33%
CHEMBL1870 P28702 Retinoid X receptor beta 89.88% 95.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.56% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.35% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.77% 95.50%
CHEMBL2004 P48443 Retinoid X receptor gamma 87.32% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.27% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.26% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 86.12% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.04% 95.56%
CHEMBL1977 P11473 Vitamin D receptor 85.51% 99.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.48% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.46% 96.00%
CHEMBL2581 P07339 Cathepsin D 84.17% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.39% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.84% 92.62%
CHEMBL237 P41145 Kappa opioid receptor 80.54% 98.10%
CHEMBL3401 O75469 Pregnane X receptor 80.23% 94.73%

Plants that contains it

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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

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PubChem 100999958
LOTUS LTS0179636
wikiData Q105375783