Rataniaphenol I

Details

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Internal ID 268ac144-7a63-4707-915c-7255e223e635
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 5-methoxy-2-[5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]phenol
SMILES (Canonical) CC=CC1=CC2=C(C=C1)OC(=C2)C3=C(C=C(C=C3)OC)O
SMILES (Isomeric) C/C=C/C1=CC2=C(C=C1)OC(=C2)C3=C(C=C(C=C3)OC)O
InChI InChI=1S/C18H16O3/c1-3-4-12-5-8-17-13(9-12)10-18(21-17)15-7-6-14(20-2)11-16(15)19/h3-11,19H,1-2H3/b4-3+
InChI Key VSRAHYZSNLDBKG-ONEGZZNKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C18H16O3
Molecular Weight 280.30 g/mol
Exact Mass 280.109944368 g/mol
Topological Polar Surface Area (TPSA) 42.60 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.85
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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CHEMBL2147424
CHEBI:69254
79214-54-3
5-methoxy-2-[5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]phenol
Phenol, 5-methoxy-2-(5-(1E)-1-propenyl-2-benzofuranyl)-
Ratanhiaphenol I
BDBM50391883
Q27137593
2-(2-hydroxy-4-methoxyphenyl)-5-(E)-propenylbenzofuran
5-methoxy-2-{5-[(1E)-prop-1-en-1-yl]-1-benzofuran-2-yl}phenol

2D Structure

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2D Structure of Rataniaphenol I

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.8244 82.44%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6938 69.38%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.8716 87.16%
OATP1B3 inhibitior + 0.9819 98.19%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5897 58.97%
P-glycoprotein inhibitior + 0.6466 64.66%
P-glycoprotein substrate - 0.8059 80.59%
CYP3A4 substrate + 0.5169 51.69%
CYP2C9 substrate - 0.5963 59.63%
CYP2D6 substrate - 0.7174 71.74%
CYP3A4 inhibition - 0.6313 63.13%
CYP2C9 inhibition + 0.8401 84.01%
CYP2C19 inhibition + 0.9283 92.83%
CYP2D6 inhibition - 0.7956 79.56%
CYP1A2 inhibition + 0.9269 92.69%
CYP2C8 inhibition + 0.7070 70.70%
CYP inhibitory promiscuity + 0.9604 96.04%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8608 86.08%
Carcinogenicity (trinary) Danger 0.5275 52.75%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.6301 63.01%
Skin irritation - 0.7283 72.83%
Skin corrosion - 0.9622 96.22%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6571 65.71%
Micronuclear + 0.7859 78.59%
Hepatotoxicity - 0.5377 53.77%
skin sensitisation - 0.7806 78.06%
Respiratory toxicity - 0.6889 68.89%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7285 72.85%
Acute Oral Toxicity (c) III 0.5275 52.75%
Estrogen receptor binding + 0.9595 95.95%
Androgen receptor binding + 0.9428 94.28%
Thyroid receptor binding + 0.7834 78.34%
Glucocorticoid receptor binding + 0.8620 86.20%
Aromatase binding + 0.9112 91.12%
PPAR gamma + 0.7904 79.04%
Honey bee toxicity - 0.8724 87.24%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9764 97.64%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL5658 O14684 Prostaglandin E synthase 13000 nM
IC50
PMID: 21800856

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.08% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.26% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 92.74% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.58% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.02% 99.15%
CHEMBL242 Q92731 Estrogen receptor beta 91.61% 98.35%
CHEMBL4208 P20618 Proteasome component C5 91.20% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.13% 96.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 90.76% 90.24%
CHEMBL1907 P15144 Aminopeptidase N 90.50% 93.31%
CHEMBL3194 P02766 Transthyretin 89.57% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.33% 99.17%
CHEMBL2581 P07339 Cathepsin D 87.74% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.99% 96.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.56% 94.00%
CHEMBL2487 P05067 Beta amyloid A4 protein 84.25% 96.74%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.07% 89.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.91% 93.65%
CHEMBL3401 O75469 Pregnane X receptor 80.24% 94.73%
CHEMBL2039 P27338 Monoamine oxidase B 80.11% 92.51%

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.
Baliospermum solanifolium
Caiophora coronata
Hemsleya graciliflora
Krameria bicolor
Krameria cytisoides
Krameria erecta
Krameria lanceolata
Krameria lappacea
Krameria paucifolia
Krameria ramosissima
Krameria tomentosa
Nepeta erecta
Skimmia melanocarpa

Cross-Links

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PubChem 6440631
NPASS NPC300267
ChEMBL CHEMBL2147424
LOTUS LTS0112484
wikiData Q27137593