PlantaeDB Logo
Login Sign-up

[(2R,3S,4S,5R,6S)-6-[[4-(1,3-benzodioxol-5-yl)-6-methoxy-3-oxo-1H-benzo[f][2]benzofuran-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 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 10598393-936e-4065-8e7a-a97221b1f0e3
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[[4-(1,3-benzodioxol-5-yl)-6-methoxy-3-oxo-1H-benzo[f][2]benzofuran-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H26O12/c1-12(29)35-10-21-24(30)25(31)26(32)28(40-21)39-20-7-14-5-15-9-36-27(33)23(15)22(16(14)8-18(20)34-2)13-3-4-17-19(6-13)38-11-37-17/h3-8,21,24-26,28,30-32H,9-11H2,1-2H3/t21-,24-,25+,26-,28-/m1/s1
InChI Key PCLHSZBKSNOKPJ-ZKPBLSLZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H26O12
Molecular Weight 554.50 g/mol
Exact Mass 554.14242626 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.66
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3S,4S,5R,6S)-6-[[4-(1,3-benzodioxol-5-yl)-6-methoxy-3-oxo-1H-benzo[f][2]benzofuran-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6662 66.62%
Caco-2 - 0.8173 81.73%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6346 63.46%
OATP2B1 inhibitior - 0.8563 85.63%
OATP1B1 inhibitior + 0.8905 89.05%
OATP1B3 inhibitior + 0.9614 96.14%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9697 96.97%
P-glycoprotein inhibitior + 0.6858 68.58%
P-glycoprotein substrate - 0.6146 61.46%
CYP3A4 substrate + 0.6515 65.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8805 88.05%
CYP3A4 inhibition - 0.6612 66.12%
CYP2C9 inhibition - 0.7616 76.16%
CYP2C19 inhibition - 0.6835 68.35%
CYP2D6 inhibition - 0.9023 90.23%
CYP1A2 inhibition - 0.9192 91.92%
CYP2C8 inhibition + 0.6304 63.04%
CYP inhibitory promiscuity - 0.5725 57.25%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6185 61.85%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9438 94.38%
Skin irritation - 0.8243 82.43%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis + 0.6209 62.09%
Human Ether-a-go-go-Related Gene inhibition + 0.7072 70.72%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8784 87.84%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6914 69.14%
Acute Oral Toxicity (c) III 0.7605 76.05%
Estrogen receptor binding + 0.7948 79.48%
Androgen receptor binding + 0.6246 62.46%
Thyroid receptor binding - 0.5051 50.51%
Glucocorticoid receptor binding + 0.7403 74.03%
Aromatase binding + 0.5570 55.70%
PPAR gamma + 0.6713 67.13%
Honey bee toxicity - 0.7850 78.50%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6849 68.49%
Fish aquatic toxicity + 0.9409 94.09%

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 99.55% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.93% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.75% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 96.21% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.85% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.43% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.41% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 93.70% 91.49%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.00% 94.80%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.88% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.62% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.58% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.32% 99.17%
CHEMBL2535 P11166 Glucose transporter 88.03% 98.75%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 86.90% 92.38%
CHEMBL3401 O75469 Pregnane X receptor 86.76% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.27% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.90% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.45% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.97% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.93% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.39% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.27% 99.23%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 82.66% 90.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.08% 89.62%
CHEMBL220 P22303 Acetylcholinesterase 82.02% 94.45%

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.
There are no matching plants.

Cross-Links

Top
PubChem 14704579
LOTUS LTS0145509
wikiData Q105205825