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(2E,4E,10S)-10-[(2S,4S,5S,6S,8R,9S,10R)-4,10-dihydroxy-5,8,9-trimethyl-1,7-dioxaspiro[5.5]undecan-2-yl]-4-ethyl-8-hydroxy-8-methylundeca-2,4-dienamide

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 9b586fff-f8ba-4b9a-8545-f67127d53047
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2E,4E,10S)-10-[(2S,4S,5S,6S,8R,9S,10R)-4,10-dihydroxy-5,8,9-trimethyl-1,7-dioxaspiro[5.5]undecan-2-yl]-4-ethyl-8-hydroxy-8-methylundeca-2,4-dienamide
SMILES (Canonical) CCC(=CCCC(C)(CC(C)C1CC(C(C2(O1)CC(C(C(O2)C)C)O)C)O)O)C=CC(=O)N
SMILES (Isomeric) CC/C(=C\CCC(C)(C[C@H](C)[C@@H]1C[C@@H]([C@@H]([C@@]2(O1)C[C@H]([C@@H]([C@H](O2)C)C)O)C)O)O)/C=C/C(=O)N
InChI InChI=1S/C26H45NO6/c1-7-20(10-11-24(27)30)9-8-12-25(6,31)14-16(2)23-13-21(28)18(4)26(33-23)15-22(29)17(3)19(5)32-26/h9-11,16-19,21-23,28-29,31H,7-8,12-15H2,1-6H3,(H2,27,30)/b11-10+,20-9+/t16-,17+,18-,19+,21-,22+,23-,25?,26-/m0/s1
InChI Key BRDKYDDCHQOQKS-ISCONUBMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H45NO6
Molecular Weight 467.60 g/mol
Exact Mass 467.32468816 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.21
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2E,4E,10S)-10-[(2S,4S,5S,6S,8R,9S,10R)-4,10-dihydroxy-5,8,9-trimethyl-1,7-dioxaspiro[5.5]undecan-2-yl]-4-ethyl-8-hydroxy-8-methylundeca-2,4-dienamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9561 95.61%
Caco-2 - 0.6563 65.63%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5398 53.98%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.8788 87.88%
OATP1B3 inhibitior + 0.9169 91.69%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8322 83.22%
BSEP inhibitior + 0.7152 71.52%
P-glycoprotein inhibitior - 0.4811 48.11%
P-glycoprotein substrate + 0.6420 64.20%
CYP3A4 substrate + 0.6640 66.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8785 87.85%
CYP3A4 inhibition - 0.6107 61.07%
CYP2C9 inhibition - 0.8387 83.87%
CYP2C19 inhibition - 0.7906 79.06%
CYP2D6 inhibition - 0.9407 94.07%
CYP1A2 inhibition - 0.8460 84.60%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8813 88.13%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5237 52.37%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9680 96.80%
Skin irritation - 0.6553 65.53%
Skin corrosion - 0.9281 92.81%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6842 68.42%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6177 61.77%
skin sensitisation - 0.8306 83.06%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7786 77.86%
Acute Oral Toxicity (c) III 0.5242 52.42%
Estrogen receptor binding + 0.7008 70.08%
Androgen receptor binding + 0.5599 55.99%
Thyroid receptor binding + 0.6478 64.78%
Glucocorticoid receptor binding + 0.6494 64.94%
Aromatase binding + 0.7343 73.43%
PPAR gamma + 0.5207 52.07%
Honey bee toxicity - 0.7784 77.84%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9265 92.65%

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
CHEMBL218 P21554 Cannabinoid CB1 receptor 99.31% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.63% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.46% 96.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 95.18% 96.47%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 95.15% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.00% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 94.61% 96.95%
CHEMBL2179 P04062 Beta-glucocerebrosidase 94.50% 85.31%
CHEMBL221 P23219 Cyclooxygenase-1 93.77% 90.17%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 92.19% 95.58%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.80% 89.34%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 91.74% 87.16%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.20% 91.11%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 90.93% 95.71%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 90.13% 97.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.65% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.69% 97.21%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.44% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.40% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 87.32% 94.73%
CHEMBL236 P41143 Delta opioid receptor 87.04% 99.35%
CHEMBL230 P35354 Cyclooxygenase-2 86.49% 89.63%
CHEMBL2431 P31751 Serine/threonine-protein kinase AKT2 86.40% 98.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.04% 89.50%
CHEMBL3474 P14555 Phospholipase A2 group IIA 82.55% 94.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.00% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.86% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 81.36% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.95% 95.89%

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 101547710
LOTUS LTS0119178
wikiData Q104944730