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2-[(3S,6S,9Z,12S,15S,18R,21S,24R,27S)-21,24-bis(2-aminoethyl)-15-(3-aminopropyl)-3-[(1S)-1,2-dihydroxyethyl]-9-ethylidene-12-[(1S)-1-hydroxyethyl]-18-(2-hydroxyethyl)-27-(3-hydroxytetradecanoylamino)-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-6-yl]-2-hydroxyacetic 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 b1dcc647-6762-4988-8db1-e76b5f018d17
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 2-[(3S,6S,9Z,12S,15S,18R,21S,24R,27S)-21,24-bis(2-aminoethyl)-15-(3-aminopropyl)-3-[(1S)-1,2-dihydroxyethyl]-9-ethylidene-12-[(1S)-1-hydroxyethyl]-18-(2-hydroxyethyl)-27-(3-hydroxytetradecanoylamino)-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-6-yl]-2-hydroxyacetic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C50H88N12O19/c1-4-6-7-8-9-10-11-12-13-15-28(66)24-36(68)54-34-26-81-50(80)38(35(67)25-64)61-48(77)39(40(69)49(78)79)62-41(70)29(5-2)55-47(76)37(27(3)65)60-45(74)30(16-14-20-51)56-44(73)33(19-23-63)59-43(72)31(17-21-52)57-42(71)32(18-22-53)58-46(34)75/h5,27-28,30-35,37-40,63-67,69H,4,6-26,51-53H2,1-3H3,(H,54,68)(H,55,76)(H,56,73)(H,57,71)(H,58,75)(H,59,72)(H,60,74)(H,61,77)(H,62,70)(H,78,79)/b29-5-/t27-,28?,30-,31-,32+,33+,34-,35+,37-,38-,39-,40?/m0/s1
InChI Key OGPWYJVHIJUGHD-OMUJYRSISA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C50H88N12O19
Molecular Weight 1161.30 g/mol
Exact Mass 1160.62886862 g/mol
Topological Polar Surface Area (TPSA) 525.00 Ų
XlogP -4.40
Atomic LogP (AlogP) -6.89
H-Bond Acceptor 21
H-Bond Donor 19
Rotatable Bonds 27

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(3S,6S,9Z,12S,15S,18R,21S,24R,27S)-21,24-bis(2-aminoethyl)-15-(3-aminopropyl)-3-[(1S)-1,2-dihydroxyethyl]-9-ethylidene-12-[(1S)-1-hydroxyethyl]-18-(2-hydroxyethyl)-27-(3-hydroxytetradecanoylamino)-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-6-yl]-2-hydroxyacetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6294 62.94%
Caco-2 - 0.8599 85.99%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4934 49.34%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8304 83.04%
OATP1B3 inhibitior + 0.9134 91.34%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8185 81.85%
P-glycoprotein inhibitior + 0.7406 74.06%
P-glycoprotein substrate + 0.8544 85.44%
CYP3A4 substrate + 0.7006 70.06%
CYP2C9 substrate - 0.8013 80.13%
CYP2D6 substrate - 0.8529 85.29%
CYP3A4 inhibition - 0.8162 81.62%
CYP2C9 inhibition - 0.9098 90.98%
CYP2C19 inhibition - 0.9070 90.70%
CYP2D6 inhibition - 0.9248 92.48%
CYP1A2 inhibition - 0.8969 89.69%
CYP2C8 inhibition + 0.6284 62.84%
CYP inhibitory promiscuity - 0.9864 98.64%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5472 54.72%
Eye corrosion - 0.9841 98.41%
Eye irritation - 0.8965 89.65%
Skin irritation - 0.7558 75.58%
Skin corrosion - 0.9278 92.78%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3857 38.57%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.5228 52.28%
skin sensitisation - 0.8535 85.35%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.8226 82.26%
Acute Oral Toxicity (c) III 0.6868 68.68%
Estrogen receptor binding + 0.7368 73.68%
Androgen receptor binding + 0.6936 69.36%
Thyroid receptor binding - 0.5333 53.33%
Glucocorticoid receptor binding + 0.5709 57.09%
Aromatase binding + 0.6712 67.12%
PPAR gamma + 0.7166 71.66%
Honey bee toxicity - 0.7971 79.71%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5239 52.39%
Fish aquatic toxicity - 0.4117 41.17%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.63% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.50% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.00% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.04% 96.09%
CHEMBL230 P35354 Cyclooxygenase-2 97.83% 89.63%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 97.47% 97.29%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 97.27% 96.47%
CHEMBL2581 P07339 Cathepsin D 96.94% 98.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 96.71% 92.88%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.96% 99.17%
CHEMBL299 P17252 Protein kinase C alpha 94.49% 98.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.43% 97.09%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 94.35% 95.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 93.73% 95.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 93.15% 95.50%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 92.88% 96.11%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.51% 92.86%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.37% 94.80%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 90.12% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 89.88% 89.34%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.84% 90.08%
CHEMBL2208 P49137 MAP kinase-activated protein kinase 2 89.83% 95.20%
CHEMBL236 P41143 Delta opioid receptor 89.62% 99.35%
CHEMBL4588 P22894 Matrix metalloproteinase 8 89.40% 94.66%
CHEMBL3837 P07711 Cathepsin L 89.25% 96.61%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 89.21% 96.90%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.45% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.22% 90.71%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 88.09% 92.32%
CHEMBL4581 P52732 Kinesin-like protein 1 87.75% 93.18%
CHEMBL3038469 P24941 CDK2/Cyclin A 87.55% 91.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.41% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 86.01% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.17% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.09% 93.00%
CHEMBL2514 O95665 Neurotensin receptor 2 84.54% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.50% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 84.21% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 84.06% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 83.98% 97.79%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.67% 89.50%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.07% 88.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.94% 93.56%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 82.39% 96.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.98% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.93% 91.24%
CHEMBL1075317 P61964 WD repeat-containing protein 5 81.65% 96.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.25% 96.00%
CHEMBL3384 Q16512 Protein kinase N1 80.80% 80.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.03% 100.00%

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 101623469
LOTUS LTS0267733
wikiData Q105191768