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4-[(2R,3R)-3-[3,4-dihydroxy-5-(4-prop-2-enylphenoxy)phenyl]-2,3-dihydroxypropyl]-5-prop-2-enyl-3-(4-prop-2-enylphenoxy)benzene-1,2-diol

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 f95fe40e-8581-4068-854a-1bba3245df74
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
IUPAC Name 4-[(2R,3R)-3-[3,4-dihydroxy-5-(4-prop-2-enylphenoxy)phenyl]-2,3-dihydroxypropyl]-5-prop-2-enyl-3-(4-prop-2-enylphenoxy)benzene-1,2-diol
SMILES (Canonical) C=CCC1=CC=C(C=C1)OC2=CC(=CC(=C2O)O)C(C(CC3=C(C(=C(C=C3CC=C)O)O)OC4=CC=C(C=C4)CC=C)O)O
SMILES (Isomeric) C=CCC1=CC=C(C=C1)OC2=CC(=CC(=C2O)O)[C@H]([C@@H](CC3=C(C(=C(C=C3CC=C)O)O)OC4=CC=C(C=C4)CC=C)O)O
InChI InChI=1S/C36H36O8/c1-4-7-22-10-14-26(15-11-22)43-32-20-25(19-29(37)34(32)41)33(40)31(39)21-28-24(9-6-3)18-30(38)35(42)36(28)44-27-16-12-23(8-5-2)13-17-27/h4-6,10-20,31,33,37-42H,1-3,7-9,21H2/t31-,33-/m1/s1
InChI Key SPCJNGDXZKPVQG-ZQWAWDFXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H36O8
Molecular Weight 596.70 g/mol
Exact Mass 596.24101810 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 7.30
Atomic LogP (AlogP) 6.92
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(2R,3R)-3-[3,4-dihydroxy-5-(4-prop-2-enylphenoxy)phenyl]-2,3-dihydroxypropyl]-5-prop-2-enyl-3-(4-prop-2-enylphenoxy)benzene-1,2-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9303 93.03%
Caco-2 - 0.8935 89.35%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7548 75.48%
OATP2B1 inhibitior - 0.7085 70.85%
OATP1B1 inhibitior + 0.8023 80.23%
OATP1B3 inhibitior + 0.9613 96.13%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9528 95.28%
P-glycoprotein inhibitior + 0.7852 78.52%
P-glycoprotein substrate - 0.8151 81.51%
CYP3A4 substrate + 0.5462 54.62%
CYP2C9 substrate - 0.8075 80.75%
CYP2D6 substrate - 0.6888 68.88%
CYP3A4 inhibition - 0.5471 54.71%
CYP2C9 inhibition - 0.7825 78.25%
CYP2C19 inhibition - 0.6611 66.11%
CYP2D6 inhibition - 0.8135 81.35%
CYP1A2 inhibition + 0.6068 60.68%
CYP2C8 inhibition + 0.6986 69.86%
CYP inhibitory promiscuity - 0.6462 64.62%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8143 81.43%
Carcinogenicity (trinary) Non-required 0.5653 56.53%
Eye corrosion - 0.9850 98.50%
Eye irritation - 0.8879 88.79%
Skin irritation - 0.7093 70.93%
Skin corrosion - 0.8797 87.97%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8355 83.55%
Micronuclear + 0.6259 62.59%
Hepatotoxicity + 0.5336 53.36%
skin sensitisation + 0.6057 60.57%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8739 87.39%
Acute Oral Toxicity (c) III 0.8105 81.05%
Estrogen receptor binding + 0.7863 78.63%
Androgen receptor binding + 0.7692 76.92%
Thyroid receptor binding + 0.5246 52.46%
Glucocorticoid receptor binding + 0.5844 58.44%
Aromatase binding + 0.5264 52.64%
PPAR gamma + 0.7147 71.47%
Honey bee toxicity - 0.6772 67.72%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9939 99.39%

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 98.84% 91.11%
CHEMBL240 Q12809 HERG 96.70% 89.76%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.16% 95.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.74% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.70% 99.17%
CHEMBL4208 P20618 Proteasome component C5 94.63% 90.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 91.75% 90.24%
CHEMBL3194 P02766 Transthyretin 91.61% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 91.22% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.76% 95.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.37% 96.09%
CHEMBL1255126 O15151 Protein Mdm4 89.90% 90.20%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 89.23% 92.68%
CHEMBL4361 Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 88.36% 95.52%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.08% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.20% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.61% 94.45%
CHEMBL2581 P07339 Cathepsin D 85.52% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.28% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.23% 93.40%
CHEMBL3902 P09211 Glutathione S-transferase Pi 84.10% 93.81%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 83.19% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.06% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 81.75% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.62% 96.95%

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.
Magnolia officinalis

Cross-Links

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PubChem 163012243
LOTUS LTS0247528
wikiData Q105257351