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(E)-1-[3-[(1S,5S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(4-hydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-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 b54a5dc9-9469-4428-9835-6a2a18151c20
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name (E)-1-[3-[(1S,5S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(4-hydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H38O9/c1-21(2)4-12-27-33(44)16-14-29(38(27)47)40(49)36-30(23-5-9-25(41)10-6-23)18-22(3)19-31(36)37-34(45)17-13-28(39(37)48)32(43)15-8-24-7-11-26(42)20-35(24)46/h4-11,13-17,19-20,30-31,36,41-42,44-48H,12,18H2,1-3H3/b15-8+/t30-,31+,36-/m1/s1
InChI Key WDCSNUYKXLXPBM-HTIFHYNCSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C40H38O9
Molecular Weight 662.70 g/mol
Exact Mass 662.25158279 g/mol
Topological Polar Surface Area (TPSA) 176.00 Ų
XlogP 8.20
Atomic LogP (AlogP) 7.75
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-1-[3-[(1S,5S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(4-hydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9942 99.42%
Caco-2 - 0.8762 87.62%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7948 79.48%
OATP2B1 inhibitior + 0.5740 57.40%
OATP1B1 inhibitior + 0.7990 79.90%
OATP1B3 inhibitior + 0.8368 83.68%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9462 94.62%
P-glycoprotein inhibitior + 0.7911 79.11%
P-glycoprotein substrate + 0.6243 62.43%
CYP3A4 substrate + 0.6604 66.04%
CYP2C9 substrate - 0.7929 79.29%
CYP2D6 substrate - 0.8571 85.71%
CYP3A4 inhibition - 0.6784 67.84%
CYP2C9 inhibition + 0.8534 85.34%
CYP2C19 inhibition + 0.8216 82.16%
CYP2D6 inhibition - 0.7485 74.85%
CYP1A2 inhibition + 0.8759 87.59%
CYP2C8 inhibition + 0.8134 81.34%
CYP inhibitory promiscuity + 0.8124 81.24%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7483 74.83%
Carcinogenicity (trinary) Non-required 0.7151 71.51%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9042 90.42%
Skin irritation - 0.8062 80.62%
Skin corrosion - 0.9000 90.00%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9273 92.73%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.5484 54.84%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8263 82.63%
Acute Oral Toxicity (c) III 0.6065 60.65%
Estrogen receptor binding + 0.8131 81.31%
Androgen receptor binding + 0.8171 81.71%
Thyroid receptor binding + 0.5956 59.56%
Glucocorticoid receptor binding + 0.7745 77.45%
Aromatase binding - 0.5196 51.96%
PPAR gamma + 0.7417 74.17%
Honey bee toxicity - 0.7834 78.34%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.63% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.60% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.40% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.87% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.03% 85.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.40% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.37% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 90.20% 94.73%
CHEMBL4208 P20618 Proteasome component C5 90.16% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.37% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.29% 86.33%
CHEMBL3194 P02766 Transthyretin 89.26% 90.71%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 86.01% 85.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.75% 91.71%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.24% 97.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.96% 90.71%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.00% 91.38%
CHEMBL1951 P21397 Monoamine oxidase A 82.79% 91.49%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.50% 95.17%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.82% 89.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.21% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.20% 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.
Morus alba

Cross-Links

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PubChem 162948263
LOTUS LTS0250459
wikiData Q105302236