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methyl 2-[(1R,2R,3S,4S,5R,6S,7R,8R,10R,12R,13R,15R,16R)-2,4,13-triacetyloxy-15-(furan-3-carbonyl)-3-hydroxy-6-(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-9,11,17-trioxahexacyclo[8.6.1.15,8.01,12.03,8.07,12]octadecan-16-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 5f6d1957-f719-4d59-84a7-ce2455bbfbf4
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name methyl 2-[(1R,2R,3S,4S,5R,6S,7R,8R,10R,12R,13R,15R,16R)-2,4,13-triacetyloxy-15-(furan-3-carbonyl)-3-hydroxy-6-(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-9,11,17-trioxahexacyclo[8.6.1.15,8.01,12.03,8.07,12]octadecan-16-yl]acetate
SMILES (Canonical) CC(=O)OC1CC(C(C23C14C5(C(C6(CC5(C(C6OC(=O)C)(C2OC(=O)C)O)OC(O4)(O3)C)C)CC(=O)OC)C)CC(=O)OC)(C)C(=O)C7=COC=C7
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@]([C@H]([C@]23[C@@]14[C@@]5([C@H]([C@]6(C[C@@]5([C@]([C@H]6OC(=O)C)([C@H]2OC(=O)C)O)O[C@@](O4)(O3)C)C)CC(=O)OC)C)CC(=O)OC)(C)C(=O)C7=COC=C7
InChI InChI=1S/C36H44O16/c1-17(37)47-23-14-29(4,26(42)20-10-11-46-15-20)22(13-25(41)45-9)35-28(49-19(3)39)34(43)27(48-18(2)38)30(5)16-33(34)31(6,21(30)12-24(40)44-8)36(23,35)52-32(7,50-33)51-35/h10-11,15,21-23,27-28,43H,12-14,16H2,1-9H3/t21-,22+,23+,27-,28+,29+,30+,31+,32+,33+,34-,35+,36-/m0/s1
InChI Key IFHSRICQDQPPTA-NYMNEBQHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H44O16
Molecular Weight 732.70 g/mol
Exact Mass 732.26293531 g/mol
Topological Polar Surface Area (TPSA) 210.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 2.17
H-Bond Acceptor 16
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,2R,3S,4S,5R,6S,7R,8R,10R,12R,13R,15R,16R)-2,4,13-triacetyloxy-15-(furan-3-carbonyl)-3-hydroxy-6-(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-9,11,17-trioxahexacyclo[8.6.1.15,8.01,12.03,8.07,12]octadecan-16-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 + 0.9601 96.01%
Caco-2 - 0.8108 81.08%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6941 69.41%
OATP2B1 inhibitior - 0.7186 71.86%
OATP1B1 inhibitior - 0.3457 34.57%
OATP1B3 inhibitior - 0.5000 50.00%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9778 97.78%
P-glycoprotein inhibitior + 0.8275 82.75%
P-glycoprotein substrate + 0.6516 65.16%
CYP3A4 substrate + 0.7024 70.24%
CYP2C9 substrate + 0.6083 60.83%
CYP2D6 substrate - 0.8551 85.51%
CYP3A4 inhibition - 0.6489 64.89%
CYP2C9 inhibition - 0.8367 83.67%
CYP2C19 inhibition - 0.8058 80.58%
CYP2D6 inhibition - 0.9388 93.88%
CYP1A2 inhibition - 0.8089 80.89%
CYP2C8 inhibition + 0.7640 76.40%
CYP inhibitory promiscuity - 0.8992 89.92%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5727 57.27%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.8828 88.28%
Skin irritation - 0.7359 73.59%
Skin corrosion - 0.9321 93.21%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6643 66.43%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5838 58.38%
skin sensitisation - 0.8840 88.40%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.5844 58.44%
Acute Oral Toxicity (c) I 0.4007 40.07%
Estrogen receptor binding + 0.7692 76.92%
Androgen receptor binding + 0.7563 75.63%
Thyroid receptor binding + 0.6179 61.79%
Glucocorticoid receptor binding + 0.7523 75.23%
Aromatase binding + 0.7201 72.01%
PPAR gamma + 0.7621 76.21%
Honey bee toxicity - 0.8126 81.26%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9854 98.54%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.86% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.02% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.14% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.37% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.25% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 91.40% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.11% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.23% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.95% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.84% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.41% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.13% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.56% 94.00%
CHEMBL5028 O14672 ADAM10 83.32% 97.50%
CHEMBL4208 P20618 Proteasome component C5 83.08% 90.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.78% 97.28%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.05% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.00% 97.14%

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.
Neobeguea leandriana

Cross-Links

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PubChem 163042624
LOTUS LTS0053856
wikiData Q105112176