4-[(4R,5R)-5-(3,4-dihydroxyphenyl)-4-hydroxy-5-methoxypent-1-ynyl]benzene-1,2-diol

Details

• Internal ID: ec6fbfad-0302-48ad-bd6e-9dfb6988d813
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzylethers
• IUPAC Name: 4-[(4R,5R)-5-(3,4-dihydroxyphenyl)-4-hydroxy-5-methoxypent-1-ynyl]benzene-1,2-diol
• InChI: InChI=1S/C18H18O6/c1-24-18(12-6-8-14(20)17(23)10-12)15(21)4-2-3-11-5-7-13(19)16(22)9-11/h5-10,15,18-23H,4H2,1H3/t15-,18-/m1/s1
• InChI Key: DYKKXZMQHYIHJW-CRAIPNDOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9538	95.38%
Caco-2	-	0.7533	75.33%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8171	81.71%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9103	91.03%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8715	87.15%
P-glycoprotein inhibitior	-	0.8140	81.40%
P-glycoprotein substrate	-	0.8390	83.90%
CYP3A4 substrate	-	0.5880	58.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6699	66.99%
CYP3A4 inhibition	-	0.6743	67.43%
CYP2C9 inhibition	-	0.7617	76.17%
CYP2C19 inhibition	-	0.5851	58.51%
CYP2D6 inhibition	-	0.8842	88.42%
CYP1A2 inhibition	-	0.5120	51.20%
CYP2C8 inhibition	-	0.7251	72.51%
CYP inhibitory promiscuity	-	0.5159	51.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7615	76.15%
Carcinogenicity (trinary)	Non-required	0.5639	56.39%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.6919	69.19%
Skin corrosion	-	0.9103	91.03%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7367	73.67%
Micronuclear	+	0.5518	55.18%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.6383	63.83%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7953	79.53%
Acute Oral Toxicity (c)	III	0.7696	76.96%
Estrogen receptor binding	+	0.7623	76.23%
Androgen receptor binding	+	0.7467	74.67%
Thyroid receptor binding	+	0.7407	74.07%
Glucocorticoid receptor binding	+	0.6055	60.55%
Aromatase binding	-	0.5487	54.87%
PPAR gamma	+	0.5514	55.14%
Honey bee toxicity	-	0.8196	81.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9009	90.09%

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	98.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.18%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.18%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.01%	99.15%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.10%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.42%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.23%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.80%	94.45%
CHEMBL2535	P11166	Glucose transporter	83.76%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.26%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.47%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163045317
• LOTUS: LTS0237808
• wikiData: Q104991407