Radulannin A

Details

• Internal ID: db237df2-febc-4e23-acc9-f9abeea18f76
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 3-methyl-8-(2-phenylethyl)-2,5-dihydro-1-benzoxepin-6-ol
• SMILES (Canonical): CC1=CCC2=C(C=C(C=C2OC1)CCC3=CC=CC=C3)O
• SMILES (Isomeric): CC1=CCC2=C(C=C(C=C2OC1)CCC3=CC=CC=C3)O
• InChI: InChI=1S/C19H20O2/c1-14-7-10-17-18(20)11-16(12-19(17)21-13-14)9-8-15-5-3-2-4-6-15/h2-7,11-12,20H,8-10,13H2,1H3
• InChI Key: GYPPDNDDXCBVDJ-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₂
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.146329876 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 68104-12-1
• 3-Methyl-8-phenethyl-2,5-dihydrobenzo[b]oxepin-6-ol
• CHEMBL4455675
• SCHEMBL22546528
• CHEBI:195304
• 3-METHYL-8-(2-PHENYLETHYL)-2,5-DIHYDRO-1-BENZOXEPIN-6-OL

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.5777	57.77%
Blood Brain Barrier	+	0.6428	64.28%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6028	60.28%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8331	83.31%
P-glycoprotein inhibitior	+	0.6466	64.66%
P-glycoprotein substrate	-	0.8010	80.10%
CYP3A4 substrate	+	0.5096	50.96%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.6246	62.46%
CYP2C9 inhibition	-	0.5178	51.78%
CYP2C19 inhibition	+	0.8231	82.31%
CYP2D6 inhibition	-	0.7154	71.54%
CYP1A2 inhibition	+	0.8987	89.87%
CYP2C8 inhibition	-	0.5815	58.15%
CYP inhibitory promiscuity	+	0.7243	72.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6253	62.53%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.6122	61.22%
Skin irritation	-	0.7397	73.97%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7827	78.27%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.6686	66.86%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4503	45.03%
Acute Oral Toxicity (c)	III	0.5184	51.84%
Estrogen receptor binding	+	0.8856	88.56%
Androgen receptor binding	+	0.8005	80.05%
Thyroid receptor binding	+	0.5909	59.09%
Glucocorticoid receptor binding	+	0.5401	54.01%
Aromatase binding	+	0.7111	71.11%
PPAR gamma	+	0.8400	84.00%
Honey bee toxicity	-	0.9347	93.47%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.10%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.84%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.10%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.98%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.69%	96.09%
CHEMBL5805	Q9NR97	Toll-like receptor 8	90.33%	96.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.53%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.51%	94.62%
CHEMBL3902	P09211	Glutathione S-transferase Pi	84.39%	93.81%
CHEMBL4208	P20618	Proteasome component C5	82.31%	90.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.73%	96.37%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	80.20%	96.42%

Plants that contains it

• Radula complanata
• Radula javanica

Cross-Links

• PubChem: 9970905
• LOTUS: LTS0137903
• wikiData: Q104397132