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1-[2,4-dihydroxy-3-[(R)-[(2S)-4-hydroxy-6-methoxy-5-[3-(4-methoxyphenyl)propanoyl]-2,3-dihydro-1-benzofuran-2-yl]-(2,4,5-trihydroxyphenyl)methyl]-6-methoxyphenyl]-3-(4-methoxyphenyl)propan-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 e0ff7fa8-21f7-418e-8b0f-97f063fb5464
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name 1-[2,4-dihydroxy-3-[(R)-[(2S)-4-hydroxy-6-methoxy-5-[3-(4-methoxyphenyl)propanoyl]-2,3-dihydro-1-benzofuran-2-yl]-(2,4,5-trihydroxyphenyl)methyl]-6-methoxyphenyl]-3-(4-methoxyphenyl)propan-1-one
SMILES (Canonical) COC1=CC=C(C=C1)CCC(=O)C2=C(C=C(C(=C2O)C(C3CC4=C(C(=C(C=C4O3)OC)C(=O)CCC5=CC=C(C=C5)OC)O)C6=CC(=C(C=C6O)O)O)O)OC
SMILES (Isomeric) COC1=CC=C(C=C1)CCC(=O)C2=C(C=C(C(=C2O)[C@H]([C@@H]3CC4=C(C(=C(C=C4O3)OC)C(=O)CCC5=CC=C(C=C5)OC)O)C6=CC(=C(C=C6O)O)O)O)OC
InChI InChI=1S/C43H42O13/c1-52-24-11-5-22(6-12-24)9-15-28(44)39-36(55-4)21-34-27(42(39)50)18-37(56-34)38(26-17-31(47)32(48)19-30(26)46)41-33(49)20-35(54-3)40(43(41)51)29(45)16-10-23-7-13-25(53-2)14-8-23/h5-8,11-14,17,19-21,37-38,46-51H,9-10,15-16,18H2,1-4H3/t37-,38-/m0/s1
InChI Key VAOBOSSDJITMIK-UWXQCODUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H42O13
Molecular Weight 766.80 g/mol
Exact Mass 766.26254139 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 6.72
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[2,4-dihydroxy-3-[(R)-[(2S)-4-hydroxy-6-methoxy-5-[3-(4-methoxyphenyl)propanoyl]-2,3-dihydro-1-benzofuran-2-yl]-(2,4,5-trihydroxyphenyl)methyl]-6-methoxyphenyl]-3-(4-methoxyphenyl)propan-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 + 0.8121 81.21%
Caco-2 - 0.8589 85.89%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6991 69.91%
OATP2B1 inhibitior + 0.7123 71.23%
OATP1B1 inhibitior + 0.8793 87.93%
OATP1B3 inhibitior + 0.9218 92.18%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9080 90.80%
P-glycoprotein inhibitior + 0.8255 82.55%
P-glycoprotein substrate + 0.6422 64.22%
CYP3A4 substrate + 0.6474 64.74%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.7623 76.23%
CYP3A4 inhibition - 0.7590 75.90%
CYP2C9 inhibition - 0.6835 68.35%
CYP2C19 inhibition - 0.6353 63.53%
CYP2D6 inhibition - 0.8387 83.87%
CYP1A2 inhibition + 0.7128 71.28%
CYP2C8 inhibition + 0.6346 63.46%
CYP inhibitory promiscuity - 0.5770 57.70%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9643 96.43%
Carcinogenicity (trinary) Non-required 0.5790 57.90%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9083 90.83%
Skin irritation - 0.8020 80.20%
Skin corrosion - 0.9225 92.25%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8674 86.74%
Micronuclear + 0.5018 50.18%
Hepatotoxicity - 0.6210 62.10%
skin sensitisation - 0.8672 86.72%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.8590 85.90%
Acute Oral Toxicity (c) III 0.4728 47.28%
Estrogen receptor binding + 0.8307 83.07%
Androgen receptor binding + 0.7823 78.23%
Thyroid receptor binding + 0.5531 55.31%
Glucocorticoid receptor binding + 0.7174 71.74%
Aromatase binding - 0.4878 48.78%
PPAR gamma + 0.7032 70.32%
Honey bee toxicity - 0.7457 74.57%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5349 53.49%
Fish aquatic toxicity + 0.8912 89.12%

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 99.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.17% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.81% 99.17%
CHEMBL2581 P07339 Cathepsin D 94.68% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.15% 94.45%
CHEMBL2535 P11166 Glucose transporter 92.74% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.52% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.08% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.57% 90.71%
CHEMBL4208 P20618 Proteasome component C5 90.42% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.11% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.69% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.67% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.53% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.89% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.51% 99.15%
CHEMBL1907 P15144 Aminopeptidase N 84.39% 93.31%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.01% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.74% 96.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.53% 90.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.25% 97.25%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.23% 94.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.44% 100.00%

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.
Iryanthera paraensis

Cross-Links

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PubChem 163054324
LOTUS LTS0028288
wikiData Q105282869