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methyl (2S,4aR,6S,10aS,10bS)-2-(furan-3-yl)-10b-methyl-4-oxo-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[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

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Internal ID c72fd0b2-e262-4092-b18a-ca69264e059d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name methyl (2S,4aR,6S,10aS,10bS)-2-(furan-3-yl)-10b-methyl-4-oxo-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H34O11/c1-26-9-17(12-6-7-34-11-12)35-24(32)15(26)8-16(19-13(23(31)33-2)4-3-5-14(19)26)36-25-22(30)21(29)20(28)18(10-27)37-25/h6-7,11,14-18,20-22,25,27-30H,3-5,8-10H2,1-2H3/t14-,15+,16+,17+,18-,20-,21+,22-,25-,26+/m1/s1
InChI Key XUIZSDGOOIIFSX-SRAVGIJFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H34O11
Molecular Weight 522.50 g/mol
Exact Mass 522.21011190 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.75
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,4aR,6S,10aS,10bS)-2-(furan-3-yl)-10b-methyl-4-oxo-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8951 89.51%
Caco-2 - 0.8143 81.43%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8653 86.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6947 69.47%
OATP1B3 inhibitior + 0.9370 93.70%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6692 66.92%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5558 55.58%
CYP3A4 substrate + 0.7037 70.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8871 88.71%
CYP3A4 inhibition - 0.7261 72.61%
CYP2C9 inhibition - 0.8791 87.91%
CYP2C19 inhibition - 0.9075 90.75%
CYP2D6 inhibition - 0.9264 92.64%
CYP1A2 inhibition - 0.8534 85.34%
CYP2C8 inhibition + 0.6036 60.36%
CYP inhibitory promiscuity - 0.8237 82.37%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5406 54.06%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9467 94.67%
Skin irritation - 0.6257 62.57%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8337 83.37%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5831 58.31%
skin sensitisation - 0.9139 91.39%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5651 56.51%
Acute Oral Toxicity (c) I 0.7437 74.37%
Estrogen receptor binding + 0.8231 82.31%
Androgen receptor binding + 0.6723 67.23%
Thyroid receptor binding - 0.5851 58.51%
Glucocorticoid receptor binding + 0.6789 67.89%
Aromatase binding - 0.4871 48.71%
PPAR gamma + 0.5790 57.90%
Honey bee toxicity - 0.7872 78.72%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9861 98.61%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.27% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.89% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.73% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.61% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.07% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 89.16% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.15% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 88.68% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.23% 94.00%
CHEMBL4040 P28482 MAP kinase ERK2 86.94% 83.82%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.08% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.97% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.80% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.79% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.97% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.81% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.37% 91.24%
CHEMBL226 P30542 Adenosine A1 receptor 82.22% 95.93%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.44% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.41% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.97% 96.38%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.80% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.50% 99.17%

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.
Tinospora cordifolia

Cross-Links

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PubChem 101676208
LOTUS LTS0236129
wikiData Q105342344