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Arenicolide 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 23982336-ef73-44f7-bd17-d58c72f0dbe4
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3E,5E,7R,8R,9E,11E,17R,18R,19E,21E,23R,24S,25R,26S)-8,18,24-trihydroxy-26-[(E,4S)-4-hydroxy-4-[(2S,3R,4S,5S)-3-hydroxy-4-methoxy-2-methyl-5-propyloxolan-2-yl]but-1-enyl]-7,17,25-trimethoxy-11,13,21,23-tetramethyl-1-oxacyclohexacosa-3,5,9,11,19,21-hexaen-2-one
SMILES (Canonical) CCCC1C(C(C(O1)(C)C(CC=CC2C(C(C(C=C(C=CC(C(CCCC(C=C(C=CC(C(C=CC=CC(=O)O2)OC)O)C)C)OC)O)C)C)O)OC)O)O)OC
SMILES (Isomeric) CCC[C@H]1[C@H]([C@H]([C@](O1)(C)[C@H](C/C=C/[C@H]2[C@@H]([C@H]([C@@H](/C=C(/C=C/[C@H]([C@@H](CCCC(/C=C(/C=C/[C@H]([C@@H](/C=C/C=C/C(=O)O2)OC)O)\C)C)OC)O)\C)C)O)OC)O)O)OC
InChI InChI=1S/C45H72O12/c1-11-16-38-43(55-10)44(51)45(6,57-38)39(48)21-15-20-37-42(54-9)41(50)32(5)28-31(4)24-26-34(47)36(53-8)19-14-17-29(2)27-30(3)23-25-33(46)35(52-7)18-12-13-22-40(49)56-37/h12-13,15,18,20,22-29,32-39,41-44,46-48,50-51H,11,14,16-17,19,21H2,1-10H3/b18-12+,20-15+,22-13+,25-23+,26-24+,30-27+,31-28+/t29?,32-,33-,34-,35-,36-,37+,38+,39+,41+,42+,43-,44-,45+/m1/s1
InChI Key IMNITMSWOBUMEO-XVMZYAJFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C45H72O12
Molecular Weight 805.00 g/mol
Exact Mass 804.50237773 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.24
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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(3E,5E,7R,8R,9E,11E,17R,18R,19E,21E,23R,24S,25R,26S)-8,18,24-trihydroxy-26-[(E,4S)-4-hydroxy-4-[(2S,3R,4S,5S)-3-hydroxy-4-methoxy-2-methyl-5-propyloxolan-2-yl]but-1-enyl]-7,17,25-trimethoxy-11,13,21,23-tetramethyl-1-oxacyclohexacosa-3,5,9,11,19,21-hexaen-2-one

2D Structure

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2D Structure of Arenicolide C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9171 91.71%
Caco-2 - 0.8700 87.00%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5147 51.47%
OATP2B1 inhibitior - 0.7228 72.28%
OATP1B1 inhibitior + 0.8108 81.08%
OATP1B3 inhibitior + 0.8988 89.88%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9354 93.54%
P-glycoprotein inhibitior + 0.7528 75.28%
P-glycoprotein substrate + 0.7159 71.59%
CYP3A4 substrate + 0.6997 69.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8954 89.54%
CYP3A4 inhibition - 0.7147 71.47%
CYP2C9 inhibition - 0.7415 74.15%
CYP2C19 inhibition - 0.6559 65.59%
CYP2D6 inhibition - 0.9226 92.26%
CYP1A2 inhibition - 0.8065 80.65%
CYP2C8 inhibition + 0.6619 66.19%
CYP inhibitory promiscuity - 0.7371 73.71%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5289 52.89%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9123 91.23%
Skin irritation - 0.5482 54.82%
Skin corrosion - 0.9010 90.10%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7165 71.65%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.5483 54.83%
skin sensitisation - 0.8138 81.38%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8537 85.37%
Acute Oral Toxicity (c) III 0.3659 36.59%
Estrogen receptor binding + 0.7842 78.42%
Androgen receptor binding + 0.6349 63.49%
Thyroid receptor binding + 0.5940 59.40%
Glucocorticoid receptor binding + 0.7223 72.23%
Aromatase binding - 0.5214 52.14%
PPAR gamma + 0.7607 76.07%
Honey bee toxicity - 0.6195 61.95%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5062 50.62%
Fish aquatic toxicity + 0.7148 71.48%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.39% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.90% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.24% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.02% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.26% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.40% 97.25%
CHEMBL1902 P62942 FK506-binding protein 1A 92.17% 97.05%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.30% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.97% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.82% 99.23%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.65% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.53% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.35% 85.14%
CHEMBL230 P35354 Cyclooxygenase-2 88.03% 89.63%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.50% 96.77%
CHEMBL1871 P10275 Androgen Receptor 86.22% 96.43%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.40% 83.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.76% 97.28%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.64% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.60% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.07% 92.62%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.89% 91.71%
CHEMBL5255 O00206 Toll-like receptor 4 82.82% 92.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.09% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.05% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.22% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.11% 90.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.79% 99.17%

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.
Moronobea coccinea

Cross-Links

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PubChem 16742388
LOTUS LTS0227516
wikiData Q105352208