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[2-[(4,8,11b-Trimethyl-7,9-dioxo-1,2,3,4a,5,6,10a,11-octahydronaphtho[2,1-f][1]benzofuran-4-yl)methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 4-hydroxy-3,5-dimethoxybenzoate

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 c8bb39eb-76e4-47ad-8142-8d8bec1cd18e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [2-[(4,8,11b-trimethyl-7,9-dioxo-1,2,3,4a,5,6,10a,11-octahydronaphtho[2,1-f][1]benzofuran-4-yl)methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 4-hydroxy-3,5-dimethoxybenzoate
SMILES (Canonical) CC1=C2C(CC3=C(C2=O)CCC4C3(CCCC4(C)COC5C(C(C(C(O5)CO)O)O)OC(=O)C6=CC(=C(C(=C6)OC)O)OC)C)OC1=O
SMILES (Isomeric) CC1=C2C(CC3=C(C2=O)CCC4C3(CCCC4(C)COC5C(C(C(C(O5)CO)O)O)OC(=O)C6=CC(=C(C(=C6)OC)O)OC)C)OC1=O
InChI InChI=1S/C35H44O13/c1-16-25-20(46-31(16)41)13-19-18(26(25)37)7-8-24-34(2,9-6-10-35(19,24)3)15-45-33-30(29(40)28(39)23(14-36)47-33)48-32(42)17-11-21(43-4)27(38)22(12-17)44-5/h11-12,20,23-24,28-30,33,36,38-40H,6-10,13-15H2,1-5H3
InChI Key MPXLWWDEWZKMBC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H44O13
Molecular Weight 672.70 g/mol
Exact Mass 672.27819145 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.51
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[(4,8,11b-Trimethyl-7,9-dioxo-1,2,3,4a,5,6,10a,11-octahydronaphtho[2,1-f][1]benzofuran-4-yl)methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 4-hydroxy-3,5-dimethoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8696 86.96%
Caco-2 - 0.8450 84.50%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8105 81.05%
OATP2B1 inhibitior - 0.8573 85.73%
OATP1B1 inhibitior + 0.7325 73.25%
OATP1B3 inhibitior + 0.8767 87.67%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5429 54.29%
P-glycoprotein inhibitior + 0.7665 76.65%
P-glycoprotein substrate + 0.5637 56.37%
CYP3A4 substrate + 0.7226 72.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8691 86.91%
CYP3A4 inhibition - 0.8603 86.03%
CYP2C9 inhibition - 0.8741 87.41%
CYP2C19 inhibition - 0.8515 85.15%
CYP2D6 inhibition - 0.9310 93.10%
CYP1A2 inhibition - 0.7707 77.07%
CYP2C8 inhibition + 0.7576 75.76%
CYP inhibitory promiscuity - 0.8669 86.69%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5291 52.91%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9119 91.19%
Skin irritation - 0.6867 68.67%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5602 56.02%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8981 89.81%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9266 92.66%
Acute Oral Toxicity (c) I 0.5162 51.62%
Estrogen receptor binding + 0.7970 79.70%
Androgen receptor binding + 0.7114 71.14%
Thyroid receptor binding - 0.5112 51.12%
Glucocorticoid receptor binding + 0.7833 78.33%
Aromatase binding + 0.7526 75.26%
PPAR gamma + 0.7150 71.50%
Honey bee toxicity - 0.7476 74.76%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.9876 98.76%

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 98.82% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.22% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.35% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.24% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.01% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.49% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.39% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.33% 92.94%
CHEMBL5255 O00206 Toll-like receptor 4 90.01% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.79% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.19% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.59% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.75% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.27% 99.23%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.14% 86.92%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.02% 97.33%
CHEMBL340 P08684 Cytochrome P450 3A4 83.78% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.50% 99.17%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.70% 82.38%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.20% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.17% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.88% 96.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.86% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.39% 95.50%

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.
Arnica montana
Centipeda minima
Phlogacanthus curviflorus

Cross-Links

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PubChem 163037581
LOTUS LTS0031453
wikiData Q105307714