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[Ile4]Surfactin

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 8f57c0b6-4f9a-4899-8d3b-7dd57dc61499
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 3-[(9S,12S,18S,21R)-12-butan-2-yl-9-(carboxymethyl)-25-(8-methylnonyl)-3,6,15,18-tetrakis(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-21-yl]propanoic acid
SMILES (Canonical) CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)OC(CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC(C)C)CC(C)C)CCC(=O)O)CCCCCCCC(C)C)CC(C)C)CC(C)C)CC(=O)O
SMILES (Isomeric) CCC(C)[C@H]1C(=O)N[C@H](C(=O)NC(C(=O)NC(C(=O)OC(CC(=O)N[C@@H](C(=O)N[C@H](C(=O)NC(C(=O)N1)CC(C)C)CC(C)C)CCC(=O)O)CCCCCCCC(C)C)CC(C)C)CC(C)C)CC(=O)O
InChI InChI=1S/C52H91N7O13/c1-13-34(12)45-51(70)57-40(28-44(63)64)49(68)55-38(24-31(6)7)48(67)58-41(26-33(10)11)52(71)72-35(20-18-16-14-15-17-19-29(2)3)27-42(60)53-36(21-22-43(61)62)46(65)54-37(23-30(4)5)47(66)56-39(25-32(8)9)50(69)59-45/h29-41,45H,13-28H2,1-12H3,(H,53,60)(H,54,65)(H,55,68)(H,56,66)(H,57,70)(H,58,67)(H,59,69)(H,61,62)(H,63,64)/t34?,35?,36-,37+,38?,39?,40+,41?,45+/m1/s1
InChI Key QEGFOSWCWBEMBL-HTDZGTMDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H91N7O13
Molecular Weight 1022.30 g/mol
Exact Mass 1021.66748598 g/mol
Topological Polar Surface Area (TPSA) 305.00 Ų
XlogP 8.10
Atomic LogP (AlogP) 4.65
H-Bond Acceptor 11
H-Bond Donor 9
Rotatable Bonds 23

Synonyms

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(Ile4)Surfactin
3-[(9S,12S,18S,21R)-12-butan-2-yl-9-(carboxymethyl)-25-(8-methylnonyl)-3,6,15,18-tetrakis(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-21-yl]propanoic acid
3-((9S,12S,18S,21R)-12-(Butan-2-yl)-9-(carboxymethyl)-5,8,11,14,17,20,23-heptahydroxy-25-(8-methylnonyl)-3,6,15,18-tetrakis(2-methylpropyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-21-yl)propanoate
3-((9S,12S,18S,21R)-12-butan-2-yl-9-(carboxymethyl)-25-(8-methylnonyl)-3,6,15,18-tetrakis(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-21-yl)propanoic acid
3-[(9S,12S,18S,21R)-12-(Butan-2-yl)-9-(carboxymethyl)-5,8,11,14,17,20,23-heptahydroxy-25-(8-methylnonyl)-3,6,15,18-tetrakis(2-methylpropyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-21-yl]propanoate
RefChem:70117
SCHEMBL29773689
CHEBI:201156

2D Structure

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2D Structure of [Ile4]Surfactin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5808 58.08%
Caco-2 - 0.8585 85.85%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6702 67.02%
OATP2B1 inhibitior - 0.7215 72.15%
OATP1B1 inhibitior + 0.8564 85.64%
OATP1B3 inhibitior + 0.8582 85.82%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8140 81.40%
BSEP inhibitior + 0.8794 87.94%
P-glycoprotein inhibitior + 0.7396 73.96%
P-glycoprotein substrate + 0.8077 80.77%
CYP3A4 substrate + 0.6380 63.80%
CYP2C9 substrate + 0.6276 62.76%
CYP2D6 substrate - 0.8892 88.92%
CYP3A4 inhibition - 0.6268 62.68%
CYP2C9 inhibition - 0.9301 93.01%
CYP2C19 inhibition - 0.9198 91.98%
CYP2D6 inhibition - 0.9321 93.21%
CYP1A2 inhibition - 0.9344 93.44%
CYP2C8 inhibition - 0.6304 63.04%
CYP inhibitory promiscuity - 0.9792 97.92%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6629 66.29%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.8979 89.79%
Skin irritation - 0.7848 78.48%
Skin corrosion - 0.9341 93.41%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4365 43.65%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8744 87.44%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.5650 56.50%
Acute Oral Toxicity (c) III 0.6834 68.34%
Estrogen receptor binding + 0.8170 81.70%
Androgen receptor binding + 0.6415 64.15%
Thyroid receptor binding - 0.4905 49.05%
Glucocorticoid receptor binding + 0.6255 62.55%
Aromatase binding + 0.6752 67.52%
PPAR gamma + 0.7128 71.28%
Honey bee toxicity - 0.8606 86.06%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.7118 71.18%

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
CHEMBL2581 P07339 Cathepsin D 99.22% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 98.82% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.56% 96.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.70% 96.47%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.66% 90.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.23% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 93.10% 94.75%
CHEMBL2996 Q05655 Protein kinase C delta 90.99% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.93% 93.56%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 90.65% 82.38%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 90.47% 95.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.18% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.64% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.47% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.06% 97.09%
CHEMBL236 P41143 Delta opioid receptor 87.64% 99.35%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.63% 95.56%
CHEMBL299 P17252 Protein kinase C alpha 87.25% 98.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.81% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.98% 90.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.40% 96.90%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.12% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.36% 99.23%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 84.21% 92.32%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 84.19% 97.64%
CHEMBL4071 P08311 Cathepsin G 83.33% 94.64%
CHEMBL4588 P22894 Matrix metalloproteinase 8 83.25% 94.66%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.25% 93.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.12% 97.29%
CHEMBL209 P07477 Trypsin I 81.96% 90.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 81.72% 88.56%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.18% 98.75%
CHEMBL1781 P11387 DNA topoisomerase I 81.04% 97.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.98% 91.19%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 80.11% 96.11%
CHEMBL3837 P07711 Cathepsin L 80.00% 96.61%

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 139584247
LOTUS LTS0076310
wikiData Q77281432