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15-O-Octyllatrunculin B

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 dea51170-2be9-41af-a69e-24e722585959
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (4R)-4-[(1R,4Z,8Z,10S,13R,15R)-5,10-dimethyl-15-octoxy-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one
SMILES (Canonical) CCCCCCCCOC1(CC2CC(O1)CCC(C=CCCC(=CC(=O)O2)C)C)C3CSC(=O)N3
SMILES (Isomeric) CCCCCCCCO[C@@]1(C[C@H]2C[C@H](O1)CC[C@@H](/C=C\CC/C(=C\C(=O)O2)/C)C)[C@@H]3CSC(=O)N3
InChI InChI=1S/C28H45NO5S/c1-4-5-6-7-8-11-16-32-28(25-20-35-27(31)29-25)19-24-18-23(34-28)15-14-21(2)12-9-10-13-22(3)17-26(30)33-24/h9,12,17,21,23-25H,4-8,10-11,13-16,18-20H2,1-3H3,(H,29,31)/b12-9-,22-17-/t21-,23-,24-,25+,28-/m1/s1
InChI Key VZIJRUYGPMQTFM-JLQOQYJLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H45NO5S
Molecular Weight 507.70 g/mol
Exact Mass 507.30184471 g/mol
Topological Polar Surface Area (TPSA) 99.20 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.69
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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CHEMBL490517
(4R)-4-[(1R,4S,5Z,9Z,13R,15R)-4,9-dimethyl-15-octoxy-11-oxo-12,16-dioxabicyclo[11.3.1]heptadeca-5,9-dien-15-yl]thiazolidin-2-one
(4R)-4-[(1R,4Z,8Z,10S,13R,15R)-5,10-Dimethyl-15-(octyloxy)-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one

2D Structure

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2D Structure of 15-O-Octyllatrunculin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9817 98.17%
Caco-2 - 0.6822 68.22%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6041 60.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8475 84.75%
OATP1B3 inhibitior + 0.9367 93.67%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9873 98.73%
P-glycoprotein inhibitior + 0.7521 75.21%
P-glycoprotein substrate + 0.6751 67.51%
CYP3A4 substrate + 0.6938 69.38%
CYP2C9 substrate + 0.5963 59.63%
CYP2D6 substrate - 0.8970 89.70%
CYP3A4 inhibition - 0.7075 70.75%
CYP2C9 inhibition - 0.6397 63.97%
CYP2C19 inhibition - 0.5071 50.71%
CYP2D6 inhibition - 0.9128 91.28%
CYP1A2 inhibition - 0.6371 63.71%
CYP2C8 inhibition + 0.6856 68.56%
CYP inhibitory promiscuity + 0.7283 72.83%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5679 56.79%
Eye corrosion - 0.9835 98.35%
Eye irritation - 0.9744 97.44%
Skin irritation - 0.7535 75.35%
Skin corrosion - 0.9145 91.45%
Ames mutagenesis - 0.7337 73.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7591 75.91%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.5533 55.33%
skin sensitisation - 0.8479 84.79%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7659 76.59%
Nephrotoxicity + 0.4628 46.28%
Acute Oral Toxicity (c) III 0.5926 59.26%
Estrogen receptor binding + 0.6867 68.67%
Androgen receptor binding + 0.7126 71.26%
Thyroid receptor binding - 0.5418 54.18%
Glucocorticoid receptor binding + 0.7413 74.13%
Aromatase binding + 0.5757 57.57%
PPAR gamma + 0.5865 58.65%
Honey bee toxicity - 0.7785 77.85%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7484 74.84%
Fish aquatic toxicity + 0.9753 97.53%

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
CHEMBL230 P35354 Cyclooxygenase-2 99.36% 89.63%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.25% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.37% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.63% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.20% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.53% 95.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 91.81% 92.08%
CHEMBL2581 P07339 Cathepsin D 90.27% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 89.60% 94.73%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.05% 90.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.95% 99.23%
CHEMBL4072 P07858 Cathepsin B 86.40% 93.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.92% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.64% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.43% 99.17%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 84.34% 92.68%
CHEMBL325 Q13547 Histone deacetylase 1 83.24% 95.92%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.13% 94.23%
CHEMBL299 P17252 Protein kinase C alpha 83.09% 98.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.11% 95.89%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 81.28% 90.24%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.00% 94.80%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.66% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.27% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.02% 89.00%

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 11540713
LOTUS LTS0041500
wikiData Q105299783