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methyl 2-[(1S,2S,3R,5S,7R,8S,9R,10R,11R,12R,13S,14R,16R,17S)-1,10,17-triacetyloxy-8-[(S)-acetyloxy(furan-3-yl)methyl]-9,11,16-trihydroxy-5,8,12,14-tetramethyl-4,18-dioxahexacyclo[12.2.1.12,5.03,7.03,11.012,16]octadecan-13-yl]acetate

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 e8c61d72-782e-414c-8596-cb4ddbde633f
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name methyl 2-[(1S,2S,3R,5S,7R,8S,9R,10R,11R,12R,13S,14R,16R,17S)-1,10,17-triacetyloxy-8-[(S)-acetyloxy(furan-3-yl)methyl]-9,11,16-trihydroxy-5,8,12,14-tetramethyl-4,18-dioxahexacyclo[12.2.1.12,5.03,7.03,11.012,16]octadecan-13-yl]acetate
SMILES (Canonical) CC(=O)OC1C(C(C2CC3(OC4C2(C1(C5(C(C6(CC5(C4(C6OC(=O)C)OC(=O)C)O)C)CC(=O)OC)C)O)O3)C)(C)C(C7=COC=C7)OC(=O)C)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]([C@@]([C@H]2C[C@]3(O[C@H]4[C@]2([C@]1([C@@]5([C@H]([C@]6(C[C@@]5([C@@]4([C@H]6OC(=O)C)OC(=O)C)O)C)CC(=O)OC)C)O)O3)C)(C)[C@H](C7=COC=C7)OC(=O)C)O
InChI InChI=1S/C36H46O16/c1-16(37)47-25(20-10-11-46-14-20)31(7)22-13-30(6)51-28-34(22,52-30)36(44,26(24(31)42)48-17(2)38)32(8)21(12-23(41)45-9)29(5)15-33(32,43)35(28,50-19(4)40)27(29)49-18(3)39/h10-11,14,21-22,24-28,42-44H,12-13,15H2,1-9H3/t21-,22+,24-,25-,26+,27-,28-,29+,30-,31-,32+,33+,34+,35-,36-/m0/s1
InChI Key WKUCHOPFVJGMLH-GMAMWYRSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H46O16
Molecular Weight 734.70 g/mol
Exact Mass 734.27858538 g/mol
Topological Polar Surface Area (TPSA) 224.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 1.41
H-Bond Acceptor 16
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1S,2S,3R,5S,7R,8S,9R,10R,11R,12R,13S,14R,16R,17S)-1,10,17-triacetyloxy-8-[(S)-acetyloxy(furan-3-yl)methyl]-9,11,16-trihydroxy-5,8,12,14-tetramethyl-4,18-dioxahexacyclo[12.2.1.12,5.03,7.03,11.012,16]octadecan-13-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8526 85.26%
Caco-2 - 0.8322 83.22%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5849 58.49%
OATP2B1 inhibitior - 0.7175 71.75%
OATP1B1 inhibitior + 0.7307 73.07%
OATP1B3 inhibitior + 0.8675 86.75%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9785 97.85%
P-glycoprotein inhibitior + 0.8059 80.59%
P-glycoprotein substrate + 0.7304 73.04%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8402 84.02%
CYP3A4 inhibition - 0.5744 57.44%
CYP2C9 inhibition - 0.9273 92.73%
CYP2C19 inhibition - 0.9348 93.48%
CYP2D6 inhibition - 0.9170 91.70%
CYP1A2 inhibition - 0.9022 90.22%
CYP2C8 inhibition + 0.7068 70.68%
CYP inhibitory promiscuity - 0.9065 90.65%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5068 50.68%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.8925 89.25%
Skin irritation - 0.6563 65.63%
Skin corrosion - 0.9313 93.13%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7268 72.68%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8932 89.32%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5054 50.54%
Acute Oral Toxicity (c) I 0.6513 65.13%
Estrogen receptor binding + 0.7755 77.55%
Androgen receptor binding + 0.7753 77.53%
Thyroid receptor binding + 0.6019 60.19%
Glucocorticoid receptor binding + 0.7435 74.35%
Aromatase binding + 0.7144 71.44%
PPAR gamma + 0.7539 75.39%
Honey bee toxicity - 0.7104 71.04%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9578 95.78%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.23% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.77% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.72% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.93% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 91.56% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.01% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.67% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.09% 95.89%
CHEMBL5028 O14672 ADAM10 85.75% 97.50%
CHEMBL2581 P07339 Cathepsin D 85.61% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.52% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.96% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.78% 97.25%
CHEMBL4208 P20618 Proteasome component C5 83.74% 90.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.69% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 83.48% 97.79%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.41% 91.07%
CHEMBL1951 P21397 Monoamine oxidase A 81.89% 91.49%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.87% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.40% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.60% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.17% 89.67%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.09% 95.71%

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.
Chukrasia tabularis

Cross-Links

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PubChem 163015818
LOTUS LTS0242076
wikiData Q105307692