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(3R,4R)-4-[[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]-4-methyloxolan-2-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 c16cb1fc-6ff9-47bf-ae04-cdf59cc8dbd4
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (3R,4R)-4-[[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]-4-methyloxolan-2-one
SMILES (Canonical) CC1(COC(=O)C1CC2=CC(=C(C=C2)O)OC)CC3=CC4=C(C(=C3)OC)OC(C4CO)C5=CC(=C(C=C5)O)OC
SMILES (Isomeric) C[C@@]1(COC(=O)[C@@H]1CC2=CC(=C(C=C2)O)OC)CC3=CC4=C(C(=C3)OC)O[C@@H]([C@H]4CO)C5=CC(=C(C=C5)O)OC
InChI InChI=1S/C31H34O9/c1-31(16-39-30(35)22(31)10-17-5-7-23(33)25(11-17)36-2)14-18-9-20-21(15-32)28(40-29(20)27(12-18)38-4)19-6-8-24(34)26(13-19)37-3/h5-9,11-13,21-22,28,32-34H,10,14-16H2,1-4H3/t21-,22-,28+,31-/m0/s1
InChI Key FENSEPWVGMYKCW-YMBOFGHSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H34O9
Molecular Weight 550.60 g/mol
Exact Mass 550.22028266 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.30
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4R)-4-[[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]-4-methyloxolan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9777 97.77%
Caco-2 - 0.7714 77.14%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7700 77.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8799 87.99%
OATP1B3 inhibitior + 0.8976 89.76%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8812 88.12%
P-glycoprotein inhibitior + 0.8770 87.70%
P-glycoprotein substrate - 0.5585 55.85%
CYP3A4 substrate + 0.6510 65.10%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.7677 76.77%
CYP3A4 inhibition - 0.6235 62.35%
CYP2C9 inhibition - 0.5968 59.68%
CYP2C19 inhibition - 0.6287 62.87%
CYP2D6 inhibition - 0.9261 92.61%
CYP1A2 inhibition - 0.8727 87.27%
CYP2C8 inhibition + 0.7323 73.23%
CYP inhibitory promiscuity - 0.5402 54.02%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5294 52.94%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9186 91.86%
Skin irritation - 0.8335 83.35%
Skin corrosion - 0.9669 96.69%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7654 76.54%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8672 86.72%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.7273 72.73%
Acute Oral Toxicity (c) III 0.5410 54.10%
Estrogen receptor binding + 0.8502 85.02%
Androgen receptor binding + 0.7324 73.24%
Thyroid receptor binding + 0.6248 62.48%
Glucocorticoid receptor binding + 0.7803 78.03%
Aromatase binding + 0.5752 57.52%
PPAR gamma + 0.6215 62.15%
Honey bee toxicity - 0.8071 80.71%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9946 99.46%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.72% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.74% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.89% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.14% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.28% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.00% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.82% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.09% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.37% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.99% 95.89%
CHEMBL2535 P11166 Glucose transporter 87.11% 98.75%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.10% 92.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.83% 97.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.96% 99.15%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.46% 95.50%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.12% 85.49%

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.
Centaurea napifolia

Cross-Links

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PubChem 162903518
LOTUS LTS0042837
wikiData Q104994072