[3-(Acetyloxymethyl)-4-(4-hydroxy-3-methoxyphenyl)-2-[(4-hydroxy-3-methoxyphenyl)methyl]butyl] acetate

Details

• Internal ID: 24ea15c2-bf9f-4b7b-9323-a60a74ffc33b
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: [3-(acetyloxymethyl)-4-(4-hydroxy-3-methoxyphenyl)-2-[(4-hydroxy-3-methoxyphenyl)methyl]butyl] acetate
• InChI: InChI=1S/C24H30O8/c1-15(25)31-13-19(9-17-5-7-21(27)23(11-17)29-3)20(14-32-16(2)26)10-18-6-8-22(28)24(12-18)30-4/h5-8,11-12,19-20,27-28H,9-10,13-14H2,1-4H3
• InChI Key: DZADNPBYQBBZIK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₈
• Molecular Weight: 446.50 g/mol
• Exact Mass: 446.19406791 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9626	96.26%
Caco-2	+	0.5109	51.09%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9183	91.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9241	92.41%
OATP1B3 inhibitior	-	0.2314	23.14%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8724	87.24%
P-glycoprotein inhibitior	+	0.7896	78.96%
P-glycoprotein substrate	-	0.8570	85.70%
CYP3A4 substrate	-	0.5505	55.05%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	-	0.7903	79.03%
CYP3A4 inhibition	-	0.7905	79.05%
CYP2C9 inhibition	+	0.5574	55.74%
CYP2C19 inhibition	-	0.5945	59.45%
CYP2D6 inhibition	-	0.8380	83.80%
CYP1A2 inhibition	-	0.6676	66.76%
CYP2C8 inhibition	+	0.4916	49.16%
CYP inhibitory promiscuity	-	0.7301	73.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7391	73.91%
Carcinogenicity (trinary)	Non-required	0.6929	69.29%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8298	82.98%
Skin irritation	-	0.9004	90.04%
Skin corrosion	-	0.9841	98.41%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8342	83.42%
Micronuclear	-	0.6226	62.26%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9050	90.50%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5647	56.47%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7096	70.96%
Acute Oral Toxicity (c)	III	0.7192	71.92%
Estrogen receptor binding	+	0.8492	84.92%
Androgen receptor binding	+	0.7263	72.63%
Thyroid receptor binding	+	0.6529	65.29%
Glucocorticoid receptor binding	+	0.8185	81.85%
Aromatase binding	-	0.4884	48.84%
PPAR gamma	-	0.6099	60.99%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5604	56.04%
Fish aquatic toxicity	+	0.9958	99.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.08%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.87%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.41%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.62%	99.17%
CHEMBL2535	P11166	Glucose transporter	88.90%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.79%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	87.26%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.18%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.12%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.00%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.41%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.87%	92.62%
CHEMBL4208	P20618	Proteasome component C5	80.02%	90.00%

Plants that contains it

• Virola sebifera

Cross-Links

• PubChem: 10742020
• LOTUS: LTS0032336
• wikiData: Q104922776