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(1R,2S,4R,12S,14S)-4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,18-dihydroxy-14-methyl-3,5,15-trioxahexacyclo[12.6.1.116,20.02,4.02,12.06,11]docosa-6,8,10,16(22),17,19-hexaen-13-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

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Internal ID 58040096-7e85-4b7e-92fc-e238ff0a0f53
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 3-prenylated flavans
IUPAC Name (1R,2S,4R,12S,14S)-4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,18-dihydroxy-14-methyl-3,5,15-trioxahexacyclo[12.6.1.116,20.02,4.02,12.06,11]docosa-6,8,10,16(22),17,19-hexaen-13-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H26O10/c1-32-15-24(18-10-21(37)12-22(11-18)42-32)33-30(31(32)41)29-27(40)8-16(2-3-17-4-5-19(35)13-25(17)38)9-28(29)43-34(33,44-33)23-7-6-20(36)14-26(23)39/h2-14,24,30,35-40H,15H2,1H3/b3-2+/t24-,30-,32+,33+,34+/m1/s1
InChI Key JEBILVKPPLXTLY-KDPYVGISSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H26O10
Molecular Weight 594.60 g/mol
Exact Mass 594.15259702 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 5.10
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4R,12S,14S)-4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,18-dihydroxy-14-methyl-3,5,15-trioxahexacyclo[12.6.1.116,20.02,4.02,12.06,11]docosa-6,8,10,16(22),17,19-hexaen-13-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9518 95.18%
Caco-2 - 0.8620 86.20%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5883 58.83%
OATP2B1 inhibitior - 0.7126 71.26%
OATP1B1 inhibitior + 0.7861 78.61%
OATP1B3 inhibitior + 0.9156 91.56%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9611 96.11%
P-glycoprotein inhibitior + 0.7829 78.29%
P-glycoprotein substrate + 0.5692 56.92%
CYP3A4 substrate + 0.6933 69.33%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.7936 79.36%
CYP3A4 inhibition + 0.5177 51.77%
CYP2C9 inhibition - 0.7441 74.41%
CYP2C19 inhibition - 0.7062 70.62%
CYP2D6 inhibition - 0.9007 90.07%
CYP1A2 inhibition - 0.9002 90.02%
CYP2C8 inhibition + 0.7313 73.13%
CYP inhibitory promiscuity - 0.7457 74.57%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4719 47.19%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.8785 87.85%
Skin irritation - 0.6655 66.55%
Skin corrosion - 0.9053 90.53%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8033 80.33%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.6580 65.80%
skin sensitisation - 0.7607 76.07%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.5789 57.89%
Acute Oral Toxicity (c) III 0.4096 40.96%
Estrogen receptor binding + 0.8526 85.26%
Androgen receptor binding + 0.7851 78.51%
Thyroid receptor binding + 0.6607 66.07%
Glucocorticoid receptor binding + 0.8200 82.00%
Aromatase binding + 0.5693 56.93%
PPAR gamma + 0.7565 75.65%
Honey bee toxicity - 0.7760 77.60%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9723 97.23%

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 99.85% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.88% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.39% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.31% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.73% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.57% 96.38%
CHEMBL240 Q12809 HERG 94.67% 89.76%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.63% 93.40%
CHEMBL4208 P20618 Proteasome component C5 93.09% 90.00%
CHEMBL1937 Q92769 Histone deacetylase 2 92.12% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.30% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.29% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.83% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.67% 93.99%
CHEMBL284 P27487 Dipeptidyl peptidase IV 89.44% 95.69%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 89.37% 85.11%
CHEMBL3194 P02766 Transthyretin 89.01% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.00% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.09% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.79% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.65% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.66% 97.33%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.72% 91.38%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.55% 80.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.02% 100.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.52% 90.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.43% 96.00%

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.
Morus alba

Cross-Links

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PubChem 154496858
LOTUS LTS0271332
wikiData Q105125931