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(2E,4E,6E,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-2,4,6-trienoic 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 9b38cf73-769f-4afd-9a66-12383282c797
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
IUPAC Name (2E,4E,6E,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-2,4,6-trienoic acid
SMILES (Canonical) CC1C(OC(CC1=C)(C(C(=O)NC2C3C(C(C(C(O3)CC(CCCC=CC=CC=CC(=O)O)O)(C)C)OC)OCO2)O)O)C
SMILES (Isomeric) C[C@H]1[C@H](O[C@](CC1=C)([C@@H](C(=O)N[C@@H]2[C@@H]3[C@@H]([C@H](C([C@H](O3)C[C@@H](CCC/C=C/C=C/C=C/C(=O)O)O)(C)C)OC)OCO2)O)O)C
InChI InChI=1S/C32H49NO11/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/h7-9,11,13,15,20-23,25-28,30,34,37,39H,1,10,12,14,16-18H2,2-6H3,(H,33,38)(H,35,36)/b8-7+,11-9+,15-13+/t20-,21-,22-,23-,25+,26+,27-,28-,30+,32-/m1/s1
InChI Key QPHOHCQTHAELEF-RUCXVKENSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H49NO11
Molecular Weight 623.70 g/mol
Exact Mass 623.33056138 g/mol
Topological Polar Surface Area (TPSA) 173.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.34
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2E,4E,6E,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-2,4,6-trienoic 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 - 0.8664 86.64%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6276 62.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8412 84.12%
OATP1B3 inhibitior + 0.9175 91.75%
MATE1 inhibitior - 0.9446 94.46%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6051 60.51%
P-glycoprotein inhibitior + 0.6974 69.74%
P-glycoprotein substrate + 0.7074 70.74%
CYP3A4 substrate + 0.7131 71.31%
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 + 0.6491 64.91%
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 - 0.9273 92.73%
Skin irritation - 0.7312 73.12%
Skin corrosion - 0.9285 92.85%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6589 65.89%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8379 83.79%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5564 55.64%
Acute Oral Toxicity (c) III 0.6430 64.30%
Estrogen receptor binding + 0.7126 71.26%
Androgen receptor binding + 0.6525 65.25%
Thyroid receptor binding - 0.5068 50.68%
Glucocorticoid receptor binding + 0.7543 75.43%
Aromatase binding + 0.6853 68.53%
PPAR gamma + 0.6989 69.89%
Honey bee toxicity - 0.6685 66.85%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
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 99.00% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 97.48% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.90% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.96% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 91.89% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.46% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 90.18% 92.88%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.46% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 87.00% 94.73%
CHEMBL2581 P07339 Cathepsin D 86.35% 98.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.82% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.54% 96.47%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.58% 96.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.12% 97.28%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.10% 96.90%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.99% 95.89%
CHEMBL5028 O14672 ADAM10 82.55% 97.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.18% 96.38%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.84% 94.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.71% 89.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.38% 95.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.28% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.91% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.76% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.69% 92.62%

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 11802033
LOTUS LTS0255375
wikiData Q105225388