PlantaeDB Logo
Login Sign-up

(3E,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3-benzodioxol-5-yl]methylidene]oxolan-2-one

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 5c6699f6-d7f3-4e3f-8c03-a722c091c0a0
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (3E,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3-benzodioxol-5-yl]methylidene]oxolan-2-one
SMILES (Canonical) COC1=C(C=C(C=C1)CC2COC(=O)C2=CC3=C(C4=C(C=C3)OCO4)OC5C(C(C(C(O5)CO)O)O)O)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)C[C@H]\2COC(=O)/C2=C/C3=C(C4=C(C=C3)OCO4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC
InChI InChI=1S/C27H30O12/c1-33-17-5-3-13(8-19(17)34-2)7-15-11-35-26(32)16(15)9-14-4-6-18-25(37-12-36-18)24(14)39-27-23(31)22(30)21(29)20(10-28)38-27/h3-6,8-9,15,20-23,27-31H,7,10-12H2,1-2H3/b16-9+/t15-,20+,21+,22-,23+,27-/m0/s1
InChI Key ITXMKDXOWJHYJI-KBGDVTLJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H30O12
Molecular Weight 546.50 g/mol
Exact Mass 546.17372639 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 0.41
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3E,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3-benzodioxol-5-yl]methylidene]oxolan-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7314 73.14%
Caco-2 - 0.8500 85.00%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5817 58.17%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8699 86.99%
OATP1B3 inhibitior + 0.9696 96.96%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9260 92.60%
P-glycoprotein inhibitior + 0.6474 64.74%
P-glycoprotein substrate - 0.5762 57.62%
CYP3A4 substrate + 0.6732 67.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8404 84.04%
CYP3A4 inhibition - 0.5144 51.44%
CYP2C9 inhibition - 0.7850 78.50%
CYP2C19 inhibition - 0.5649 56.49%
CYP2D6 inhibition - 0.7764 77.64%
CYP1A2 inhibition - 0.8653 86.53%
CYP2C8 inhibition + 0.6990 69.90%
CYP inhibitory promiscuity + 0.7240 72.40%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6248 62.48%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9384 93.84%
Skin irritation - 0.7971 79.71%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6835 68.35%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.7449 74.49%
skin sensitisation - 0.7886 78.86%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6436 64.36%
Acute Oral Toxicity (c) III 0.6308 63.08%
Estrogen receptor binding + 0.8466 84.66%
Androgen receptor binding + 0.6196 61.96%
Thyroid receptor binding - 0.5167 51.67%
Glucocorticoid receptor binding + 0.5788 57.88%
Aromatase binding - 0.6128 61.28%
PPAR gamma + 0.7075 70.75%
Honey bee toxicity - 0.7111 71.11%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9014 90.14%

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
CHEMBL2581 P07339 Cathepsin D 98.60% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.91% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.61% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.32% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.27% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.59% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.74% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.99% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.99% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.67% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.18% 97.36%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.13% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.40% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.95% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.83% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.43% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.29% 99.17%
CHEMBL2535 P11166 Glucose transporter 87.70% 98.75%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 86.34% 82.67%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.11% 95.83%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.72% 89.44%
CHEMBL3401 O75469 Pregnane X receptor 81.22% 94.73%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 80.32% 92.38%

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 163188170
LOTUS LTS0104754
wikiData Q105120354