PlantaeDB Logo
Login Sign-up

methyl 2-[(1R,2R,7R,10S,14R,15R,16S,17R,18S,19S,20R)-18,19,20-triacetyloxy-15-(acetyloxymethyl)-6-(furan-3-yl)-7,12,17-trimethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-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 a39ff762-26e3-4b84-bd63-6568ee9706de
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1R,2R,7R,10S,14R,15R,16S,17R,18S,19S,20R)-18,19,20-triacetyloxy-15-(acetyloxymethyl)-6-(furan-3-yl)-7,12,17-trimethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-yl]acetate
SMILES (Canonical) CC(=O)OCC12C(C3(CC14C(C3OC(=O)C)(C(C56C2(CCC7(C5CC(=O)OC7C8=COC=C8)C)OC(O4)(O6)C)OC(=O)C)OC(=O)C)C)CC(=O)OC
SMILES (Isomeric) CC(=O)OC[C@@]12[C@H]([C@]3(C[C@]14[C@]([C@H]3OC(=O)C)([C@@H]([C@@]56[C@@]2(CC[C@@]7([C@H]5CC(=O)OC7C8=COC=C8)C)OC(O4)(O6)C)OC(=O)C)OC(=O)C)C)CC(=O)OC
InChI InChI=1S/C37H44O16/c1-18(38)46-17-33-23(13-25(42)44-8)31(6)16-35(33)37(50-21(4)41,28(31)47-19(2)39)29(48-20(3)40)36-24-14-26(43)49-27(22-9-12-45-15-22)30(24,5)10-11-34(33,36)51-32(7,52-35)53-36/h9,12,15,23-24,27-29H,10-11,13-14,16-17H2,1-8H3/t23-,24+,27?,28-,29+,30+,31+,32?,33-,34-,35+,36+,37-/m0/s1
InChI Key PJCCXGXHENUWMB-ZSZJNVPTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C37H44O16
Molecular Weight 744.70 g/mol
Exact Mass 744.26293531 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 16
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl 2-[(1R,2R,7R,10S,14R,15R,16S,17R,18S,19S,20R)-18,19,20-triacetyloxy-15-(acetyloxymethyl)-6-(furan-3-yl)-7,12,17-trimethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-yl]acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9811 98.11%
Caco-2 - 0.8129 81.29%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7934 79.34%
OATP2B1 inhibitior - 0.5798 57.98%
OATP1B1 inhibitior - 0.4414 44.14%
OATP1B3 inhibitior + 0.9208 92.08%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9919 99.19%
P-glycoprotein inhibitior + 0.8257 82.57%
P-glycoprotein substrate + 0.6680 66.80%
CYP3A4 substrate + 0.7178 71.78%
CYP2C9 substrate - 0.5981 59.81%
CYP2D6 substrate - 0.8304 83.04%
CYP3A4 inhibition - 0.7124 71.24%
CYP2C9 inhibition - 0.8603 86.03%
CYP2C19 inhibition - 0.8495 84.95%
CYP2D6 inhibition - 0.9439 94.39%
CYP1A2 inhibition - 0.8715 87.15%
CYP2C8 inhibition + 0.8011 80.11%
CYP inhibitory promiscuity - 0.7621 76.21%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6145 61.45%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8733 87.33%
Skin irritation - 0.7992 79.92%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7868 78.68%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6698 66.98%
skin sensitisation - 0.9113 91.13%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.6411 64.11%
Acute Oral Toxicity (c) I 0.3960 39.60%
Estrogen receptor binding + 0.8111 81.11%
Androgen receptor binding + 0.7776 77.76%
Thyroid receptor binding + 0.6285 62.85%
Glucocorticoid receptor binding + 0.7752 77.52%
Aromatase binding + 0.7187 71.87%
PPAR gamma + 0.7677 76.77%
Honey bee toxicity - 0.7399 73.99%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.7200 72.00%
Fish aquatic toxicity + 0.9846 98.46%

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 99.48% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.80% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.48% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.48% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 91.02% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.39% 86.33%
CHEMBL5028 O14672 ADAM10 88.78% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.63% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.98% 89.00%
CHEMBL2581 P07339 Cathepsin D 87.20% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.08% 94.80%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.33% 95.71%
CHEMBL299 P17252 Protein kinase C alpha 84.99% 98.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.34% 91.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.89% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.78% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.57% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.38% 99.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.38% 97.28%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.09% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.47% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 81.33% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.58% 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.
Neobeguea leandriana

Cross-Links

Top
PubChem 101253605
LOTUS LTS0011872
wikiData Q105209879