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Lappaol B

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 e9ce2478-3e5a-4a47-b641-87b772f32548
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl]oxolan-2-one
SMILES (Canonical) COC1=C(C=C(C=C1)CC2COC(=O)C2CC3=CC4=C(C(=C3)OC)OC(C4CO)C5=CC(=C(C=C5)O)OC)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC4=C(C(=C3)OC)O[C@@H]([C@H]4CO)C5=CC(=C(C=C5)O)OC)OC
InChI InChI=1S/C31H34O9/c1-35-25-8-5-17(12-27(25)37-3)9-20-16-39-31(34)21(20)10-18-11-22-23(15-32)29(40-30(22)28(13-18)38-4)19-6-7-24(33)26(14-19)36-2/h5-8,11-14,20-21,23,29,32-33H,9-10,15-16H2,1-4H3/t20-,21+,23-,29+/m0/s1
InChI Key KNSPNZVXPUCWMJ-WHNHDLKRSA-N
Popularity 3 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) 113.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.21
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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E9QPE836PM
62359-60-8
2(3H)-Furanone, 3-(((2S,3R)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-5-benzofuranyl)methyl)-4-((3,4-dimethoxyphenyl)methyl)dihydro-, (3R,4R)-
RefChem:41583
GlyTouCan:G86418EN
G86418EN
(3R,4R)-4-((3,4-dimethoxyphenyl)methyl)-3-(((2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl)methyl)oxolan-2-one
UNII-E9QPE836PM
NSC-287067
orb1680285
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Lappaol B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9689 96.89%
Caco-2 - 0.7534 75.34%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8416 84.16%
OATP2B1 inhibitior - 0.8528 85.28%
OATP1B1 inhibitior + 0.8676 86.76%
OATP1B3 inhibitior + 0.8775 87.75%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9388 93.88%
P-glycoprotein inhibitior + 0.9065 90.65%
P-glycoprotein substrate - 0.5092 50.92%
CYP3A4 substrate + 0.6317 63.17%
CYP2C9 substrate + 0.5986 59.86%
CYP2D6 substrate - 0.7131 71.31%
CYP3A4 inhibition + 0.5578 55.78%
CYP2C9 inhibition + 0.6934 69.34%
CYP2C19 inhibition + 0.6829 68.29%
CYP2D6 inhibition - 0.9041 90.41%
CYP1A2 inhibition - 0.7551 75.51%
CYP2C8 inhibition + 0.6549 65.49%
CYP inhibitory promiscuity + 0.7894 78.94%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5412 54.12%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9323 93.23%
Skin irritation - 0.8588 85.88%
Skin corrosion - 0.9740 97.40%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7923 79.23%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8186 81.86%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.4783 47.83%
Acute Oral Toxicity (c) III 0.5882 58.82%
Estrogen receptor binding + 0.8814 88.14%
Androgen receptor binding + 0.7685 76.85%
Thyroid receptor binding + 0.6085 60.85%
Glucocorticoid receptor binding + 0.8207 82.07%
Aromatase binding - 0.5173 51.73%
PPAR gamma + 0.6170 61.70%
Honey bee toxicity - 0.8087 80.87%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9812 98.12%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.41% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.25% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.71% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.38% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.91% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.79% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.37% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.92% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.11% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.64% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.59% 86.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.29% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.03% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.59% 94.00%
CHEMBL2535 P11166 Glucose transporter 85.00% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.88% 89.00%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.83% 97.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.68% 96.21%
CHEMBL1255126 O15151 Protein Mdm4 81.11% 90.20%
CHEMBL4040 P28482 MAP kinase ERK2 80.92% 83.82%
CHEMBL3401 O75469 Pregnane X receptor 80.59% 94.73%

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.
Arctium lappa

Cross-Links

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PubChem 46173977
NPASS NPC220082
LOTUS LTS0241116
wikiData Q27155215