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(4E,6S,8E,10E,12E,14E,16E,18E,20R,21R)-6,20-dihydroxy-5,18-dimethyl-21-[(2S,4R,8S,10Z,12E,15S,16R,17S,18S,19R,20R)-4,16,18,20-tetrahydroxy-8-methoxy-15,17,19-trimethyl-22-oxo-1-oxacyclodocosa-10,12-dien-2-yl]docosa-4,8,10,12,14,16,18-heptaenoic 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 fab3ec59-d43a-45cd-aba2-2ec3755fb082
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Very long-chain fatty acids
IUPAC Name (4E,6S,8E,10E,12E,14E,16E,18E,20R,21R)-6,20-dihydroxy-5,18-dimethyl-21-[(2S,4R,8S,10Z,12E,15S,16R,17S,18S,19R,20R)-4,16,18,20-tetrahydroxy-8-methoxy-15,17,19-trimethyl-22-oxo-1-oxacyclodocosa-10,12-dien-2-yl]docosa-4,8,10,12,14,16,18-heptaenoic acid
SMILES (Canonical) CC1CC=CC=CCC(CCCC(CC(OC(=O)CC(C(C(C(C1O)C)O)C)O)C(C)C(C=C(C)C=CC=CC=CC=CC=CCC(C(=CCCC(=O)O)C)O)O)O)OC
SMILES (Isomeric) C[C@H]1C/C=C/C=C\C[C@H](CCC[C@H](C[C@H](OC(=O)C[C@H]([C@H]([C@@H]([C@H]([C@@H]1O)C)O)C)O)[C@H](C)[C@@H](/C=C(\C)/C=C/C=C/C=C/C=C/C=C/C[C@@H](/C(=C/CCC(=O)O)/C)O)O)O)OC
InChI InChI=1S/C49H76O11/c1-34(23-17-13-11-9-8-10-12-14-20-29-42(51)35(2)25-21-30-46(54)55)31-43(52)37(4)45-32-40(50)26-22-28-41(59-7)27-19-16-15-18-24-36(3)48(57)39(6)49(58)38(5)44(53)33-47(56)60-45/h8-20,23,25,31,36-45,48-53,57-58H,21-22,24,26-30,32-33H2,1-7H3,(H,54,55)/b9-8+,12-10+,13-11+,18-15+,19-16-,20-14+,23-17+,34-31+,35-25+/t36-,37+,38+,39-,40+,41+,42-,43+,44+,45-,48+,49-/m0/s1
InChI Key UGSFSPKOZZJEIG-VHNYOPLKSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C49H76O11
Molecular Weight 841.10 g/mol
Exact Mass 840.53876324 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 8.30
Atomic LogP (AlogP) 7.41
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4E,6S,8E,10E,12E,14E,16E,18E,20R,21R)-6,20-dihydroxy-5,18-dimethyl-21-[(2S,4R,8S,10Z,12E,15S,16R,17S,18S,19R,20R)-4,16,18,20-tetrahydroxy-8-methoxy-15,17,19-trimethyl-22-oxo-1-oxacyclodocosa-10,12-dien-2-yl]docosa-4,8,10,12,14,16,18-heptaenoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8402 84.02%
Caco-2 - 0.8633 86.33%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6927 69.27%
OATP2B1 inhibitior - 0.5795 57.95%
OATP1B1 inhibitior + 0.8042 80.42%
OATP1B3 inhibitior + 0.9301 93.01%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9747 97.47%
P-glycoprotein inhibitior + 0.7325 73.25%
P-glycoprotein substrate + 0.7282 72.82%
CYP3A4 substrate + 0.7186 71.86%
CYP2C9 substrate - 0.8423 84.23%
CYP2D6 substrate - 0.8896 88.96%
CYP3A4 inhibition + 0.5291 52.91%
CYP2C9 inhibition - 0.8730 87.30%
CYP2C19 inhibition - 0.6024 60.24%
CYP2D6 inhibition - 0.9239 92.39%
CYP1A2 inhibition - 0.8138 81.38%
CYP2C8 inhibition + 0.7610 76.10%
CYP inhibitory promiscuity - 0.9421 94.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8871 88.71%
Carcinogenicity (trinary) Non-required 0.7472 74.72%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.9084 90.84%
Skin irritation - 0.6880 68.80%
Skin corrosion - 0.9657 96.57%
Ames mutagenesis - 0.5608 56.08%
Human Ether-a-go-go-Related Gene inhibition + 0.7649 76.49%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5322 53.22%
skin sensitisation - 0.8677 86.77%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7680 76.80%
Acute Oral Toxicity (c) II 0.3946 39.46%
Estrogen receptor binding + 0.7543 75.43%
Androgen receptor binding + 0.5916 59.16%
Thyroid receptor binding + 0.5771 57.71%
Glucocorticoid receptor binding + 0.7421 74.21%
Aromatase binding - 0.5470 54.70%
PPAR gamma + 0.7629 76.29%
Honey bee toxicity - 0.7029 70.29%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9402 94.02%

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 98.31% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.73% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.94% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.01% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.96% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.36% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.38% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.68% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 86.71% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.22% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.95% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.76% 90.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.50% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.15% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.34% 91.07%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.67% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.04% 93.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.89% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.78% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.32% 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 46231262
LOTUS LTS0244839
wikiData Q105272544