(5R)-4-[[7-hydroxy-3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran-2-yl]methyl]-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-ol

Details

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Internal ID 42f477b9-80a6-4cd5-8896-be86e72d244d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name (5R)-4-[[7-hydroxy-3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran-2-yl]methyl]-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-ol
SMILES (Canonical) CC=CCCC1=C(C2=C(C=C1C)C(=C(O2)CC3=C4C(=COC4=C(C5=C3C(CCC5)C)O)C)C)O
SMILES (Isomeric) C/C=C/CCC1=C(C2=C(C=C1C)C(=C(O2)CC3=C4C(=COC4=C(C5=C3[C@@H](CCC5)C)O)C)C)O
InChI InChI=1S/C30H34O4/c1-6-7-8-11-20-17(3)13-22-19(5)24(34-29(22)27(20)31)14-23-25-16(2)10-9-12-21(25)28(32)30-26(23)18(4)15-33-30/h6-7,13,15-16,31-32H,8-12,14H2,1-5H3/b7-6+/t16-/m1/s1
InChI Key VFMXYWPQDAJBMW-FYCOFBDGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H34O4
Molecular Weight 458.60 g/mol
Exact Mass 458.24570956 g/mol
Topological Polar Surface Area (TPSA) 66.70 Ų
XlogP 8.40
Atomic LogP (AlogP) 8.05
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R)-4-[[7-hydroxy-3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran-2-yl]methyl]-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9831 98.31%
Caco-2 - 0.5973 59.73%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7244 72.44%
OATP2B1 inhibitior + 0.5703 57.03%
OATP1B1 inhibitior + 0.7361 73.61%
OATP1B3 inhibitior + 0.8519 85.19%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9429 94.29%
P-glycoprotein inhibitior + 0.6757 67.57%
P-glycoprotein substrate + 0.5699 56.99%
CYP3A4 substrate + 0.6452 64.52%
CYP2C9 substrate - 0.7953 79.53%
CYP2D6 substrate - 0.6613 66.13%
CYP3A4 inhibition - 0.7393 73.93%
CYP2C9 inhibition - 0.7371 73.71%
CYP2C19 inhibition - 0.6482 64.82%
CYP2D6 inhibition - 0.8576 85.76%
CYP1A2 inhibition + 0.7671 76.71%
CYP2C8 inhibition + 0.7971 79.71%
CYP inhibitory promiscuity + 0.6780 67.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8100 81.00%
Carcinogenicity (trinary) Non-required 0.4324 43.24%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.8785 87.85%
Skin irritation - 0.6953 69.53%
Skin corrosion - 0.8988 89.88%
Ames mutagenesis + 0.5246 52.46%
Human Ether-a-go-go-Related Gene inhibition + 0.8976 89.76%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.7843 78.43%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.9945 99.45%
Acute Oral Toxicity (c) III 0.4940 49.40%
Estrogen receptor binding + 0.7905 79.05%
Androgen receptor binding + 0.7054 70.54%
Thyroid receptor binding + 0.5981 59.81%
Glucocorticoid receptor binding + 0.7767 77.67%
Aromatase binding + 0.6494 64.94%
PPAR gamma + 0.8085 80.85%
Honey bee toxicity - 0.8230 82.30%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9934 99.34%

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 98.87% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.25% 89.00%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 92.11% 95.34%
CHEMBL2581 P07339 Cathepsin D 91.19% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 89.97% 91.49%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 89.18% 97.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.80% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.19% 86.33%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 87.86% 83.57%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.52% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.02% 92.94%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 85.83% 95.58%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.01% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.46% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.54% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.07% 90.71%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.01% 95.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.42% 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.
Ligularia virgaurea

Cross-Links

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PubChem 163191334
LOTUS LTS0111497
wikiData Q105285442