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(E)-1-[3-[(1S,5S,6R)-6-[3,5-dihydroxy-4-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-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 664668bc-9b70-4506-99f4-684b3a2ecba9
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name (E)-1-[3-[(1S,5S,6R)-6-[3,5-dihydroxy-4-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one
SMILES (Canonical) CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=CC(=C(C(=C3)O)CC=C(C)C)O)C4=C(C=CC(=C4O)C(=O)C=CC5=C(C=C(C=C5)O)O)O
SMILES (Isomeric) CC1=C[C@@H]([C@@H]([C@H](C1)C2=C(C=C(C=C2)O)O)C(=O)C3=CC(=C(C(=C3)O)CC=C(C)C)O)C4=C(C=CC(=C4O)C(=O)/C=C/C5=C(C=C(C=C5)O)O)O
InChI InChI=1S/C40H38O10/c1-20(2)4-9-27-34(46)16-23(17-35(27)47)39(49)37-29(26-10-8-25(42)19-36(26)48)14-21(3)15-30(37)38-32(44)13-11-28(40(38)50)31(43)12-6-22-5-7-24(41)18-33(22)45/h4-8,10-13,15-19,29-30,37,41-42,44-48,50H,9,14H2,1-3H3/b12-6+/t29-,30+,37-/m1/s1
InChI Key BDUDECZOBBDZCJ-CQZGAYFHSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C40H38O10
Molecular Weight 678.70 g/mol
Exact Mass 678.24649740 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 7.20
Atomic LogP (AlogP) 7.45
H-Bond Acceptor 10
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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D0D8QO
BDBM50303005

2D Structure

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2D Structure of (E)-1-[3-[(1S,5S,6R)-6-[3,5-dihydroxy-4-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-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 + 0.9892 98.92%
Caco-2 - 0.8811 88.11%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7959 79.59%
OATP2B1 inhibitior + 0.5754 57.54%
OATP1B1 inhibitior + 0.8180 81.80%
OATP1B3 inhibitior + 0.8755 87.55%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9236 92.36%
P-glycoprotein inhibitior + 0.7861 78.61%
P-glycoprotein substrate + 0.7478 74.78%
CYP3A4 substrate + 0.6787 67.87%
CYP2C9 substrate - 0.7929 79.29%
CYP2D6 substrate - 0.8571 85.71%
CYP3A4 inhibition - 0.6092 60.92%
CYP2C9 inhibition + 0.8435 84.35%
CYP2C19 inhibition + 0.8392 83.92%
CYP2D6 inhibition - 0.6643 66.43%
CYP1A2 inhibition + 0.8647 86.47%
CYP2C8 inhibition + 0.8536 85.36%
CYP inhibitory promiscuity + 0.8574 85.74%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7673 76.73%
Carcinogenicity (trinary) Non-required 0.7152 71.52%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.7935 79.35%
Skin corrosion - 0.8876 88.76%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9053 90.53%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.6104 61.04%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8862 88.62%
Acute Oral Toxicity (c) III 0.5499 54.99%
Estrogen receptor binding + 0.8327 83.27%
Androgen receptor binding + 0.8292 82.92%
Thyroid receptor binding + 0.5989 59.89%
Glucocorticoid receptor binding + 0.7498 74.98%
Aromatase binding - 0.5186 51.86%
PPAR gamma + 0.7462 74.62%
Honey bee toxicity - 0.7766 77.66%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 2700 nM
 IC50
 PMID: 19846295

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.24% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.09% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.17% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.33% 97.36%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.96% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.51% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.95% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.26% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.20% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.24% 89.00%
CHEMBL3194 P02766 Transthyretin 87.75% 90.71%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 87.66% 85.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.27% 91.71%
CHEMBL3401 O75469 Pregnane X receptor 86.85% 94.73%
CHEMBL4208 P20618 Proteasome component C5 86.58% 90.00%
CHEMBL2535 P11166 Glucose transporter 85.93% 98.75%
CHEMBL1951 P21397 Monoamine oxidase A 84.53% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.48% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.36% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.16% 93.56%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.16% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.79% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.04% 89.62%

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
Morus indica
Morus notabilis

Cross-Links

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PubChem 45485201
NPASS NPC110882
ChEMBL CHEMBL570475
LOTUS LTS0018902
wikiData Q104924716