PlantaeDB Logo
Login Sign-up

methyl 2-[(1R,2S,3S,4S,6S,7R,8S,10R,12R,13R,15R,16R)-2,3,4,13-tetraacetyloxy-15-(furan-3-carbonyl)-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

Top
Internal ID 55e19b8b-55a9-4b8d-b132-aadc70f66f13
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name methyl 2-[(1R,2S,3S,4S,6S,7R,8S,10R,12R,13R,15R,16R)-2,3,4,13-tetraacetyloxy-15-(furan-3-carbonyl)-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)OC(=O)C)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](C6(C[C@]5([C@@]([C@H]2OC(=O)C)([C@H]6OC(=O)C)OC(=O)C)O[C@@](O4)(O3)C)C)CC(=O)OC)C)CC(=O)OC)(C)C(=O)C7=COC=C7
InChI InChI=1S/C38H46O17/c1-18(39)49-25-15-31(5,28(45)22-11-12-48-16-22)24(14-27(44)47-10)36-30(51-20(3)41)37(52-21(4)42)29(50-19(2)40)32(6)17-35(37)33(7,23(32)13-26(43)46-9)38(25,36)55-34(8,53-35)54-36/h11-12,16,23-25,29-30H,13-15,17H2,1-10H3/t23-,24+,25+,29-,30-,31+,32?,33+,34+,35-,36+,37-,38-/m0/s1
InChI Key WDSUDLNQRNVFBV-MTNCESCVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H46O17
Molecular Weight 774.80 g/mol
Exact Mass 774.27349999 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.74
H-Bond Acceptor 17
H-Bond Donor 0
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl 2-[(1R,2S,3S,4S,6S,7R,8S,10R,12R,13R,15R,16R)-2,3,4,13-tetraacetyloxy-15-(furan-3-carbonyl)-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9804 98.04%
Caco-2 - 0.8081 80.81%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6270 62.70%
OATP2B1 inhibitior - 0.5755 57.55%
OATP1B1 inhibitior + 0.6968 69.68%
OATP1B3 inhibitior + 0.7961 79.61%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9910 99.10%
P-glycoprotein inhibitior + 0.8517 85.17%
P-glycoprotein substrate + 0.6701 67.01%
CYP3A4 substrate + 0.7055 70.55%
CYP2C9 substrate + 0.8078 80.78%
CYP2D6 substrate - 0.8496 84.96%
CYP3A4 inhibition - 0.6935 69.35%
CYP2C9 inhibition - 0.9137 91.37%
CYP2C19 inhibition - 0.8333 83.33%
CYP2D6 inhibition - 0.9300 93.00%
CYP1A2 inhibition - 0.8188 81.88%
CYP2C8 inhibition + 0.7942 79.42%
CYP inhibitory promiscuity - 0.8439 84.39%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5749 57.49%
Eye corrosion - 0.9847 98.47%
Eye irritation - 0.8768 87.68%
Skin irritation - 0.7733 77.33%
Skin corrosion - 0.9315 93.15%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7550 75.50%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.6141 61.41%
skin sensitisation - 0.8575 85.75%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.6524 65.24%
Acute Oral Toxicity (c) III 0.3849 38.49%
Estrogen receptor binding + 0.7820 78.20%
Androgen receptor binding + 0.7646 76.46%
Thyroid receptor binding + 0.6466 64.66%
Glucocorticoid receptor binding + 0.7696 76.96%
Aromatase binding + 0.7187 71.87%
PPAR gamma + 0.7665 76.65%
Honey bee toxicity - 0.8059 80.59%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9875 98.75%

Targets

Top

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 99.05% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 98.67% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.68% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.99% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.47% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 90.22% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.61% 97.09%
CHEMBL4208 P20618 Proteasome component C5 87.12% 90.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.38% 94.80%
CHEMBL5028 O14672 ADAM10 85.16% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.16% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.89% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.85% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.60% 95.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.69% 97.28%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.40% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.90% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.90% 95.89%

Plants that contains it

Top
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

Top
PubChem 163189487
LOTUS LTS0102103
wikiData Q105302663