Stemofuran F

Details

• Internal ID: 0daade08-ecca-4218-afab-f0278378975e
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(3-hydroxy-5-methoxy-2,4,6-trimethylphenyl)-1-benzofuran-4-ol
• SMILES (Canonical): CC1=C(C(=C(C(=C1O)C)OC)C)C2=CC3=C(C=CC=C3O2)O
• SMILES (Isomeric): CC1=C(C(=C(C(=C1O)C)OC)C)C2=CC3=C(C=CC=C3O2)O
• InChI: InChI=1S/C18H18O4/c1-9-16(10(2)18(21-4)11(3)17(9)20)15-8-12-13(19)6-5-7-14(12)22-15/h5-8,19-20H,1-4H3
• InChI Key: ZPJYSEUYTCMNRN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 62.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEBI:70408
• CHEMBL462851
• Q27138747
• 2-(3-hydroxy-5-methoxy-2,4,6-trimethylphenyl)-1-benzofuran-4-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.6062	60.62%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7809	78.09%
OATP2B1 inhibitior	-	0.5756	57.56%
OATP1B1 inhibitior	+	0.8806	88.06%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6171	61.71%
P-glycoprotein inhibitior	-	0.5242	52.42%
P-glycoprotein substrate	-	0.7244	72.44%
CYP3A4 substrate	+	0.5558	55.58%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	+	0.3733	37.33%
CYP3A4 inhibition	-	0.7291	72.91%
CYP2C9 inhibition	+	0.7899	78.99%
CYP2C19 inhibition	+	0.8208	82.08%
CYP2D6 inhibition	-	0.7292	72.92%
CYP1A2 inhibition	+	0.9214	92.14%
CYP2C8 inhibition	+	0.7626	76.26%
CYP inhibitory promiscuity	+	0.9345	93.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8508	85.08%
Carcinogenicity (trinary)	Danger	0.3859	38.59%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.5334	53.34%
Skin irritation	-	0.8097	80.97%
Skin corrosion	-	0.9729	97.29%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6007	60.07%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9300	93.00%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9598	95.98%
Acute Oral Toxicity (c)	III	0.5339	53.39%
Estrogen receptor binding	+	0.8584	85.84%
Androgen receptor binding	+	0.7963	79.63%
Thyroid receptor binding	+	0.7071	70.71%
Glucocorticoid receptor binding	+	0.7849	78.49%
Aromatase binding	+	0.7777	77.77%
PPAR gamma	+	0.8037	80.37%
Honey bee toxicity	-	0.9365	93.65%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9587	95.87%

Targets

Proven Targets:

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	99.28%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.54%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.23%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.97%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.88%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.19%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.10%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.14%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.27%	94.73%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.53%	94.03%
CHEMBL2535	P11166	Glucose transporter	83.98%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.96%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.87%	93.99%

Plants that contains it

• Stemona aphylla
• Stemona collinsae
• Stemona curtisii

Cross-Links

• PubChem: 11130289
• LOTUS: LTS0183816
• wikiData: Q27138747