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Aureobasidin I

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 1180710a-d52d-4115-912e-9949d896aaaa
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 3,6-dibenzyl-12-butan-2-yl-15-(2-hydroxypropan-2-yl)-4,10,16,22-tetramethyl-18,24-bis(2-methylpropyl)-9,21-di(propan-2-yl)-13-oxa-1,4,7,10,16,19,22,25-octazabicyclo[25.3.0]triacontane-2,5,8,11,14,17,20,23,26-nonone
SMILES (Canonical) CCC(C)C1C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)N2CCCC2C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)O1)C(C)(C)O)C)CC(C)C)C(C)C)C)CC(C)C)CC3=CC=CC=C3)C)CC4=CC=CC=C4)C(C)C)C
SMILES (Isomeric) CCC(C)C1C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)N2CCCC2C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)O1)C(C)(C)O)C)CC(C)C)C(C)C)C)CC(C)C)CC3=CC=CC=C3)C)CC4=CC=CC=C4)C(C)C)C
InChI InChI=1S/C60H92N8O11/c1-17-39(10)49-58(76)66(15)48(38(8)9)53(71)63-44(33-40-25-20-18-21-26-40)54(72)64(13)46(34-41-27-22-19-23-28-41)57(75)68-30-24-29-45(68)51(69)61-42(31-35(2)3)55(73)65(14)47(37(6)7)52(70)62-43(32-36(4)5)56(74)67(16)50(59(77)79-49)60(11,12)78/h18-23,25-28,35-39,42-50,78H,17,24,29-34H2,1-16H3,(H,61,69)(H,62,70)(H,63,71)
InChI Key TXPKSEBYLYJCPU-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C60H92N8O11
Molecular Weight 1101.40 g/mol
Exact Mass 1100.68855578 g/mol
Topological Polar Surface Area (TPSA) 235.00 Ų
XlogP 8.50
Atomic LogP (AlogP) 4.37
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 13

Synonyms

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Antibiotic R 106VIII
5-L-Leucineaureobasidin A
Aureobasidin A, 5-L-leucine-
127785-69-7

2D Structure

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2D Structure of Aureobasidin I

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7460 74.60%
Caco-2 - 0.8656 86.56%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Lysosomes 0.4523 45.23%
OATP2B1 inhibitior - 0.7137 71.37%
OATP1B1 inhibitior + 0.8318 83.18%
OATP1B3 inhibitior + 0.9136 91.36%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9319 93.19%
P-glycoprotein inhibitior + 0.7570 75.70%
P-glycoprotein substrate + 0.8446 84.46%
CYP3A4 substrate + 0.6968 69.68%
CYP2C9 substrate - 0.6108 61.08%
CYP2D6 substrate - 0.8243 82.43%
CYP3A4 inhibition + 0.5159 51.59%
CYP2C9 inhibition - 0.6869 68.69%
CYP2C19 inhibition - 0.7383 73.83%
CYP2D6 inhibition - 0.8677 86.77%
CYP1A2 inhibition - 0.9399 93.99%
CYP2C8 inhibition + 0.6434 64.34%
CYP inhibitory promiscuity - 0.9254 92.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6312 63.12%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9032 90.32%
Skin irritation - 0.7844 78.44%
Skin corrosion - 0.9217 92.17%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6485 64.85%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8940 89.40%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8293 82.93%
Acute Oral Toxicity (c) III 0.6738 67.38%
Estrogen receptor binding + 0.7865 78.65%
Androgen receptor binding + 0.7524 75.24%
Thyroid receptor binding + 0.6342 63.42%
Glucocorticoid receptor binding + 0.7347 73.47%
Aromatase binding + 0.5802 58.02%
PPAR gamma + 0.8152 81.52%
Honey bee toxicity - 0.7733 77.33%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9803 98.03%

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 99.84% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.57% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.07% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.81% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.63% 95.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 93.43% 97.64%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 93.25% 82.38%
CHEMBL333 P08253 Matrix metalloproteinase-2 92.65% 96.31%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.58% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.24% 93.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.80% 97.14%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 88.40% 90.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.18% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.09% 99.23%
CHEMBL1902 P62942 FK506-binding protein 1A 87.93% 97.05%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.18% 93.00%
CHEMBL3524 P56524 Histone deacetylase 4 86.92% 92.97%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.60% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 85.22% 94.73%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 83.55% 96.37%
CHEMBL4616 Q92847 Ghrelin receptor 82.47% 92.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.81% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.80% 89.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 81.64% 95.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.67% 93.56%

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 3080246
LOTUS LTS0086854
wikiData Q105266895