Deoxyshikonofuran

Details

• Internal ID: 46b29935-9891-4e5c-9e8b-5788d263c6ca
• Taxonomy: Benzenoids > Phenols > Benzenediols > Hydroquinones
• IUPAC Name: 2-[4-(4-methylpent-3-enyl)furan-2-yl]benzene-1,4-diol
• InChI: InChI=1S/C16H18O3/c1-11(2)4-3-5-12-8-16(19-10-12)14-9-13(17)6-7-15(14)18/h4,6-10,17-18H,3,5H2,1-2H3
• InChI Key: XMPRNTVGVZUZRY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.125594432 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 104056-81-7
• orb2942975
• HY-N15277
• TN9081
• 2-[4-(4-methylpent-3-enyl)furan-2-yl]benzene-1,4-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.7654	76.54%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8394	83.94%
OATP2B1 inhibitior	-	0.5721	57.21%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5200	52.00%
P-glycoprotein inhibitior	-	0.8363	83.63%
P-glycoprotein substrate	-	0.8251	82.51%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.6839	68.39%
CYP3A4 inhibition	+	0.5192	51.92%
CYP2C9 inhibition	+	0.7326	73.26%
CYP2C19 inhibition	+	0.7111	71.11%
CYP2D6 inhibition	-	0.8199	81.99%
CYP1A2 inhibition	+	0.8681	86.81%
CYP2C8 inhibition	+	0.4743	47.43%
CYP inhibitory promiscuity	+	0.9642	96.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.5251	52.51%
Eye corrosion	-	0.9748	97.48%
Eye irritation	+	0.6910	69.10%
Skin irritation	-	0.6853	68.53%
Skin corrosion	-	0.8384	83.84%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4237	42.37%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.4786	47.86%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6836	68.36%
Acute Oral Toxicity (c)	III	0.6909	69.09%
Estrogen receptor binding	+	0.8490	84.90%
Androgen receptor binding	+	0.8381	83.81%
Thyroid receptor binding	+	0.6166	61.66%
Glucocorticoid receptor binding	+	0.7747	77.47%
Aromatase binding	+	0.8296	82.96%
PPAR gamma	+	0.9405	94.05%
Honey bee toxicity	-	0.8471	84.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9884	98.84%

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	97.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.35%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.41%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.20%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.07%	99.15%
CHEMBL4208	P20618	Proteasome component C5	87.92%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.69%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.67%	94.45%
CHEMBL3194	P02766	Transthyretin	83.66%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.76%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.58%	96.09%

Plants that contains it

• Lithospermum erythrorhizon

Cross-Links

• PubChem: 71327567
• LOTUS: LTS0156035
• wikiData: Q104393187