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(2E,4E,11R)-12-[(4S,4aS,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-11-hydroxydodeca-2,4-dienoic acid

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 0cabf863-9041-48fc-a4d2-141ffe47aaa4
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
IUPAC Name (2E,4E,11R)-12-[(4S,4aS,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-11-hydroxydodeca-2,4-dienoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H51NO11/c1-19-17-32(39,44-21(3)20(19)2)27(37)29(38)33-30-26-25(41-18-42-30)28(40-6)31(4,5)23(43-26)16-22(34)14-12-10-8-7-9-11-13-15-24(35)36/h9,11,13,15,20-23,25-28,30,34,37,39H,1,7-8,10,12,14,16-18H2,2-6H3,(H,33,38)(H,35,36)/b11-9+,15-13+/t20-,21-,22-,23-,25+,26+,27-,28-,30+,32-/m1/s1
InChI Key SDDFXIKNCCXKIS-JDJBHCDCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H51NO11
Molecular Weight 625.70 g/mol
Exact Mass 625.34621144 g/mol
Topological Polar Surface Area (TPSA) 173.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.56
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2E,4E,11R)-12-[(4S,4aS,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-hydroxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-11-hydroxydodeca-2,4-dienoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5868 58.68%
Caco-2 - 0.8658 86.58%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6276 62.76%
OATP2B1 inhibitior - 0.5757 57.57%
OATP1B1 inhibitior + 0.8451 84.51%
OATP1B3 inhibitior + 0.9175 91.75%
MATE1 inhibitior - 0.9446 94.46%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5653 56.53%
P-glycoprotein inhibitior + 0.7055 70.55%
P-glycoprotein substrate + 0.7047 70.47%
CYP3A4 substrate + 0.7173 71.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8779 87.79%
CYP3A4 inhibition - 0.7147 71.47%
CYP2C9 inhibition - 0.8433 84.33%
CYP2C19 inhibition - 0.8550 85.50%
CYP2D6 inhibition - 0.9340 93.40%
CYP1A2 inhibition - 0.8509 85.09%
CYP2C8 inhibition + 0.6752 67.52%
CYP inhibitory promiscuity - 0.8586 85.86%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5913 59.13%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9268 92.68%
Skin irritation - 0.7312 73.12%
Skin corrosion - 0.9285 92.85%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6862 68.62%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8379 83.79%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.4857 48.57%
Acute Oral Toxicity (c) III 0.6430 64.30%
Estrogen receptor binding + 0.6945 69.45%
Androgen receptor binding + 0.6658 66.58%
Thyroid receptor binding - 0.5498 54.98%
Glucocorticoid receptor binding + 0.7439 74.39%
Aromatase binding + 0.7027 70.27%
PPAR gamma + 0.6659 66.59%
Honey bee toxicity - 0.6720 67.20%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9144 91.44%

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 99.12% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 99.05% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.85% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.90% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.18% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 91.89% 91.19%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 90.46% 92.88%
CHEMBL2581 P07339 Cathepsin D 89.59% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.62% 96.47%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.17% 95.71%
CHEMBL3401 O75469 Pregnane X receptor 86.49% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.20% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.72% 86.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.71% 98.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.70% 96.90%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.56% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.54% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.12% 95.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.97% 89.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.84% 94.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.58% 91.24%
CHEMBL5028 O14672 ADAM10 81.36% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.35% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.76% 97.28%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.33% 96.38%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10579808
LOTUS LTS0080608
wikiData Q105250572