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Aurilide C

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 fed6360f-fca0-4c93-9cb8-a6704c8dac44
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (3S,6S,12S,15S,18R,21E,24S,25S,26S)-12-[(2R)-butan-2-yl]-24-hydroxy-3,4,10,13,21,25-hexamethyl-26-[(E)-pent-2-en-2-yl]-6,15,18-tri(propan-2-yl)-1,19-dioxa-4,7,10,13,16-pentazacyclohexacos-21-ene-2,5,8,11,14,17,20-heptone
SMILES (Canonical) CCC=C(C)C1C(C(CC=C(C(=O)OC(C(=O)NC(C(=O)N(C(C(=O)N(CC(=O)NC(C(=O)N(C(C(=O)O1)C)C)C(C)C)C)C(C)CC)C)C(C)C)C(C)C)C)O)C
SMILES (Isomeric) CC/C=C(\C)/[C@@H]1[C@H]([C@H](C/C=C(/C(=O)O[C@@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N(CC(=O)N[C@H](C(=O)N([C@H](C(=O)O1)C)C)C(C)C)C)[C@H](C)CC)C)C(C)C)C(C)C)\C)O)C
InChI InChI=1S/C43H73N5O10/c1-17-19-27(10)37-29(12)31(49)21-20-28(11)42(55)57-36(25(7)8)38(51)45-34(24(5)6)40(53)48(16)35(26(9)18-2)41(54)46(14)22-32(50)44-33(23(3)4)39(52)47(15)30(13)43(56)58-37/h19-20,23-26,29-31,33-37,49H,17-18,21-22H2,1-16H3,(H,44,50)(H,45,51)/b27-19+,28-20+/t26-,29+,30+,31+,33+,34+,35+,36-,37-/m1/s1
InChI Key BCIDYWRVGQFMIS-NOZRKBPESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C43H73N5O10
Molecular Weight 820.10 g/mol
Exact Mass 819.53574354 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 3.63
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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DTXSID001046647
(3S,6S,12S,15S,18R,21E,24S,25S,26S)-12-((2R)-butan-2-yl)-24-hydroxy-3,4,10,13,21,25-hexamethyl-26-((E)-pent-2-en-2-yl)-6,15,18-tri(propan-2-yl)-1,19-dioxa-4,7,10,13,16-pentazacyclohexacos-21-ene-2,5,8,11,14,17,20-heptone
(3S,6S,12S,15S,18R,21E,24S,25S,26S)-12-[(2R)-butan-2-yl]-24-hydroxy-3,4,10,13,21,25-hexamethyl-26-[(E)-pent-2-en-2-yl]-6,15,18-tri(propan-2-yl)-1,19-dioxa-4,7,10,13,16-pentazacyclohexacos-21-ene-2,5,8,11,14,17,20-heptone
RefChem:115650
DTXCID801528469
881844-29-7
CHEMBL354961
SCHEMBL18384203
CHEBI:203299

2D Structure

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2D Structure of Aurilide C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8004 80.04%
Caco-2 - 0.8452 84.52%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.4302 43.02%
OATP2B1 inhibitior - 0.5678 56.78%
OATP1B1 inhibitior + 0.8186 81.86%
OATP1B3 inhibitior + 0.8821 88.21%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.4885 48.85%
P-glycoprotein inhibitior + 0.7637 76.37%
P-glycoprotein substrate + 0.7708 77.08%
CYP3A4 substrate + 0.6764 67.64%
CYP2C9 substrate - 0.5873 58.73%
CYP2D6 substrate - 0.8942 89.42%
CYP3A4 inhibition - 0.9190 91.90%
CYP2C9 inhibition - 0.9012 90.12%
CYP2C19 inhibition - 0.8533 85.33%
CYP2D6 inhibition - 0.9272 92.72%
CYP1A2 inhibition - 0.8515 85.15%
CYP2C8 inhibition + 0.4617 46.17%
CYP inhibitory promiscuity - 0.9968 99.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7700 77.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9837 98.37%
Eye irritation - 0.9120 91.20%
Skin irritation - 0.7509 75.09%
Skin corrosion - 0.9133 91.33%
Ames mutagenesis - 0.5637 56.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6676 66.76%
Micronuclear + 0.7000 70.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8560 85.60%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7932 79.32%
Acute Oral Toxicity (c) III 0.6486 64.86%
Estrogen receptor binding + 0.7730 77.30%
Androgen receptor binding + 0.6896 68.96%
Thyroid receptor binding + 0.5360 53.60%
Glucocorticoid receptor binding + 0.7490 74.90%
Aromatase binding + 0.6510 65.10%
PPAR gamma + 0.7326 73.26%
Honey bee toxicity - 0.7703 77.03%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity - 0.6277 62.77%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.59% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.58% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.45% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 96.44% 94.73%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.33% 90.08%
CHEMBL1949 P62937 Cyclophilin A 94.72% 98.57%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.36% 95.56%
CHEMBL3310 Q96DB2 Histone deacetylase 11 91.40% 88.56%
CHEMBL255 P29275 Adenosine A2b receptor 89.32% 98.59%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.30% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 88.71% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.74% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.09% 93.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.06% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.11% 93.56%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 84.90% 93.65%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.62% 96.47%
CHEMBL226 P30542 Adenosine A1 receptor 84.22% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.92% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.23% 91.11%
CHEMBL4208 P20618 Proteasome component C5 82.34% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.90% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.90% 90.71%

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 11585931
LOTUS LTS0170185
wikiData Q77376743