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Bilagrewin

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 d0a1a89a-e03e-4d0e-a3e5-668ad2077560
Taxonomy Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
IUPAC Name (E)-3-[(2S,3S)-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-7-yl]prop-2-enal
SMILES (Canonical) COC1=CC(=CC2=C1OC(C(O2)C3=CC(=C(C(=C3)OC)O)OC)CO)C=CC=O
SMILES (Isomeric) COC1=CC(=CC2=C1O[C@H]([C@@H](O2)C3=CC(=C(C(=C3)OC)O)OC)CO)/C=C/C=O
InChI InChI=1S/C21H22O8/c1-25-14-9-13(10-15(26-2)19(14)24)20-18(11-23)29-21-16(27-3)7-12(5-4-6-22)8-17(21)28-20/h4-10,18,20,23-24H,11H2,1-3H3/b5-4+/t18-,20-/m0/s1
InChI Key NEVUVMGBMOQVHU-BJUCQYRTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H22O8
Molecular Weight 402.40 g/mol
Exact Mass 402.13146766 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.50
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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(7'S,8'S)-bilagrewin
CHEMBL274512
InChI=1/C21H22O8/c1-25-14-9-13(10-15(26-2)19(14)24)20-18(11-23)29-21-16(27-3)7-12(5-4-6-22)8-17(21)28-20/h4-10,18,20,23-24H,11H2,1-3H3/b5-4

2D Structure

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2D Structure of Bilagrewin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9652 96.52%
Caco-2 + 0.5497 54.97%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7528 75.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7592 75.92%
OATP1B3 inhibitior - 0.2309 23.09%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7912 79.12%
P-glycoprotein inhibitior + 0.8128 81.28%
P-glycoprotein substrate - 0.7635 76.35%
CYP3A4 substrate + 0.5487 54.87%
CYP2C9 substrate + 0.6153 61.53%
CYP2D6 substrate - 0.7793 77.93%
CYP3A4 inhibition - 0.6397 63.97%
CYP2C9 inhibition - 0.6849 68.49%
CYP2C19 inhibition - 0.5795 57.95%
CYP2D6 inhibition - 0.8753 87.53%
CYP1A2 inhibition - 0.8074 80.74%
CYP2C8 inhibition + 0.4542 45.42%
CYP inhibitory promiscuity + 0.7438 74.38%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6589 65.89%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.8034 80.34%
Skin irritation - 0.8335 83.35%
Skin corrosion - 0.9716 97.16%
Ames mutagenesis - 0.5928 59.28%
Human Ether-a-go-go-Related Gene inhibition - 0.6141 61.41%
Micronuclear + 0.6459 64.59%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8540 85.40%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6690 66.90%
Acute Oral Toxicity (c) III 0.5234 52.34%
Estrogen receptor binding + 0.8209 82.09%
Androgen receptor binding + 0.5930 59.30%
Thyroid receptor binding + 0.7034 70.34%
Glucocorticoid receptor binding + 0.7799 77.99%
Aromatase binding - 0.6221 62.21%
PPAR gamma + 0.6286 62.86%
Honey bee toxicity - 0.7900 79.00%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.7897 78.97%

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 98.81% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.43% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.88% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.83% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.42% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 91.42% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.59% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.20% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.85% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.57% 99.17%
CHEMBL2581 P07339 Cathepsin D 82.51% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.05% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.04% 97.09%

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.
Grewia bilamellata
Santalum album
Zanthoxylum avicennae

Cross-Links

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PubChem 11567569
NPASS NPC193722
ChEMBL CHEMBL274512
LOTUS LTS0157492
wikiData Q105178223