PlantaeDB Logo
Login Sign-up

methyl (2R)-2-hydroxy-2-[(1S,2S,3R,5S,7R,8R,9R,10R,11R,12R,13S,14R,16R,17S)-1,9,10,17-tetraacetyloxy-8-[(S)-acetyloxy(furan-3-yl)methyl]-5-ethyl-11,16-dihydroxy-8,12,14-trimethyl-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

Top
Internal ID dd548d47-9d0d-4a32-bcdb-3d2253c3d5fa
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name methyl (2R)-2-hydroxy-2-[(1S,2S,3R,5S,7R,8R,9R,10R,11R,12R,13S,14R,16R,17S)-1,9,10,17-tetraacetyloxy-8-[(S)-acetyloxy(furan-3-yl)methyl]-5-ethyl-11,16-dihydroxy-8,12,14-trimethyl-4,18-dioxahexacyclo[12.2.1.12,5.03,7.03,11.012,16]octadecan-13-yl]acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H50O18/c1-11-35-14-23-33(8,26(51-17(2)40)22-12-13-50-15-22)27(52-18(3)41)28(53-19(4)42)39(48)34(9)25(24(45)29(46)49-10)32(7)16-36(34,47)38(55-21(6)44,30(32)54-20(5)43)31(56-35)37(23,39)57-35/h12-13,15,23-28,30-31,45,47-48H,11,14,16H2,1-10H3/t23-,24-,25+,26+,27+,28-,30+,31+,32-,33-,34-,35+,36-,37-,38+,39+/m1/s1
InChI Key HDLHXYJPARDENO-HPTOWAFTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H50O18
Molecular Weight 806.80 g/mol
Exact Mass 806.29971474 g/mol
Topological Polar Surface Area (TPSA) 250.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.34
H-Bond Acceptor 18
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8991 89.91%
Caco-2 - 0.8436 84.36%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4567 45.67%
OATP2B1 inhibitior - 0.8574 85.74%
OATP1B1 inhibitior + 0.7933 79.33%
OATP1B3 inhibitior + 0.8443 84.43%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9756 97.56%
P-glycoprotein inhibitior + 0.8018 80.18%
P-glycoprotein substrate + 0.7337 73.37%
CYP3A4 substrate + 0.7199 71.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8402 84.02%
CYP3A4 inhibition + 0.5307 53.07%
CYP2C9 inhibition - 0.8939 89.39%
CYP2C19 inhibition - 0.9178 91.78%
CYP2D6 inhibition - 0.9073 90.73%
CYP1A2 inhibition - 0.8970 89.70%
CYP2C8 inhibition + 0.7086 70.86%
CYP inhibitory promiscuity - 0.8112 81.12%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4535 45.35%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8967 89.67%
Skin irritation - 0.6790 67.90%
Skin corrosion - 0.9041 90.41%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7452 74.52%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.6198 61.98%
skin sensitisation - 0.8655 86.55%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8125 81.25%
Acute Oral Toxicity (c) I 0.3938 39.38%
Estrogen receptor binding + 0.7722 77.22%
Androgen receptor binding + 0.7697 76.97%
Thyroid receptor binding + 0.6165 61.65%
Glucocorticoid receptor binding + 0.7269 72.69%
Aromatase binding + 0.6693 66.93%
PPAR gamma + 0.7653 76.53%
Honey bee toxicity - 0.6922 69.22%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8779 87.79%

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 99.14% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.12% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.23% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.71% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 97.62% 90.17%
CHEMBL2581 P07339 Cathepsin D 92.15% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.76% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.17% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 89.84% 91.19%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.90% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.56% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.26% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.37% 99.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.25% 95.71%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 81.92% 92.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.35% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.66% 99.23%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.59% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.30% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.14% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.11% 100.00%

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.
Chukrasia tabularis

Cross-Links

Top
PubChem 163042469
LOTUS LTS0165688
wikiData Q105026415