PlantaeDB Logo
Login Sign-up

methyl (2R,4aR,6R,6aS,10aR,10bS)-2-[(2R,5S)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]-6a,10b-dimethyl-4-oxo-6-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-1,2,4a,5,6,9,10,10a-octahydrobenzo[f]isochromene-7-carboxylate

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 88ef2c08-f742-4b4c-9f24-445acca97261
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name methyl (2R,4aR,6R,6aS,10aR,10bS)-2-[(2R,5S)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]-6a,10b-dimethyl-4-oxo-6-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-1,2,4a,5,6,9,10,10a-octahydrobenzo[f]isochromene-7-carboxylate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2CC3C(=O)OC(CC3(C4C2(C(=CCC4)C(=O)OC)C)C)C5=CC(OC5OC)OC)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2C[C@H]3C(=O)O[C@H](C[C@]3([C@@H]4[C@]2(C(=CCC4)C(=O)OC)C)C)C5=C[C@H](O[C@H]5OC)OC)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C37H50O17/c1-17(38)47-16-25-29(48-18(2)39)30(49-19(3)40)31(50-20(4)41)35(52-25)53-27-14-23-33(43)51-24(21-13-28(44-7)54-34(21)46-9)15-36(23,5)26-12-10-11-22(32(42)45-8)37(26,27)6/h11,13,23-31,34-35H,10,12,14-16H2,1-9H3/t23-,24+,25+,26+,27+,28-,29+,30-,31+,34+,35-,36+,37+/m0/s1
InChI Key UTMNIFVBKIKZMV-ZDBIVGHWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C37H50O17
Molecular Weight 766.80 g/mol
Exact Mass 766.30480012 g/mol
Topological Polar Surface Area (TPSA) 204.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.21
H-Bond Acceptor 17
H-Bond Donor 0
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (2R,4aR,6R,6aS,10aR,10bS)-2-[(2R,5S)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]-6a,10b-dimethyl-4-oxo-6-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-1,2,4a,5,6,9,10,10a-octahydrobenzo[f]isochromene-7-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9851 98.51%
Caco-2 - 0.8381 83.81%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8496 84.96%
OATP2B1 inhibitior - 0.7095 70.95%
OATP1B1 inhibitior + 0.7943 79.43%
OATP1B3 inhibitior + 0.9512 95.12%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9727 97.27%
P-glycoprotein inhibitior + 0.8487 84.87%
P-glycoprotein substrate + 0.5393 53.93%
CYP3A4 substrate + 0.7357 73.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9053 90.53%
CYP3A4 inhibition - 0.7938 79.38%
CYP2C9 inhibition - 0.9184 91.84%
CYP2C19 inhibition - 0.9396 93.96%
CYP2D6 inhibition - 0.9526 95.26%
CYP1A2 inhibition - 0.9054 90.54%
CYP2C8 inhibition + 0.6872 68.72%
CYP inhibitory promiscuity - 0.7314 73.14%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5558 55.58%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9108 91.08%
Skin irritation - 0.6248 62.48%
Skin corrosion - 0.9370 93.70%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3988 39.88%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.9099 90.99%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.8079 80.79%
Acute Oral Toxicity (c) I 0.7566 75.66%
Estrogen receptor binding + 0.8168 81.68%
Androgen receptor binding + 0.7062 70.62%
Thyroid receptor binding + 0.5353 53.53%
Glucocorticoid receptor binding + 0.8033 80.33%
Aromatase binding + 0.6751 67.51%
PPAR gamma + 0.7676 76.76%
Honey bee toxicity - 0.6841 68.41%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9826 98.26%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.46% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.85% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.73% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.43% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 94.97% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.27% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.34% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 88.05% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.08% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.71% 94.33%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.05% 83.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.94% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.98% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.80% 94.00%
CHEMBL2581 P07339 Cathepsin D 81.83% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.70% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.46% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 81.08% 94.73%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.99% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.79% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.38% 86.92%
CHEMBL1871 P10275 Androgen Receptor 80.35% 96.43%

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.
Tinospora crispa

Cross-Links

Top
PubChem 162899454
LOTUS LTS0192930
wikiData Q105278890