2,3-Bis[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methylidene]butanedinitrile

Details

• Internal ID: 8d12d1b2-463e-4168-ad8f-e4b2843c348b
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 2,3-bis[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methylidene]butanedinitrile
• InChI: InChI=1S/C28H28N2O2/c1-19(2)5-9-23-13-21(7-11-27(23)31)15-25(17-29)26(18-30)16-22-8-12-28(32)24(14-22)10-6-20(3)4/h5-8,11-16,31-32H,9-10H2,1-4H3
• InChI Key: HLKVIBAPKJHKOQ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₈N₂O₂
• Molecular Weight: 424.50 g/mol
• Exact Mass: 424.215078140 g/mol
• Topological Polar Surface Area (TPSA): 88.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.63
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.7826	78.26%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7989	79.89%
OATP2B1 inhibitior	-	0.7113	71.13%
OATP1B1 inhibitior	+	0.9387	93.87%
OATP1B3 inhibitior	+	0.9279	92.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9943	99.43%
P-glycoprotein inhibitior	+	0.8171	81.71%
P-glycoprotein substrate	-	0.9164	91.64%
CYP3A4 substrate	-	0.6341	63.41%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7234	72.34%
CYP3A4 inhibition	+	0.8813	88.13%
CYP2C9 inhibition	+	0.8724	87.24%
CYP2C19 inhibition	+	0.8670	86.70%
CYP2D6 inhibition	-	0.7307	73.07%
CYP1A2 inhibition	+	0.8724	87.24%
CYP2C8 inhibition	-	0.8210	82.10%
CYP inhibitory promiscuity	+	0.9625	96.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6762	67.62%
Carcinogenicity (trinary)	Non-required	0.6758	67.58%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.7628	76.28%
Skin irritation	-	0.8583	85.83%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8612	86.12%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.6707	67.07%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5673	56.73%
Acute Oral Toxicity (c)	III	0.5389	53.89%
Estrogen receptor binding	+	0.8676	86.76%
Androgen receptor binding	+	0.7975	79.75%
Thyroid receptor binding	+	0.8028	80.28%
Glucocorticoid receptor binding	+	0.8114	81.14%
Aromatase binding	+	0.7795	77.95%
PPAR gamma	+	0.9055	90.55%
Honey bee toxicity	-	0.8762	87.62%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	98.51%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.28%	91.49%
CHEMBL1929	P47989	Xanthine dehydrogenase	94.84%	96.12%
CHEMBL3401	O75469	Pregnane X receptor	90.73%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.19%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.03%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.87%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.93%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.94%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.38%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.74%	95.93%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.38%	90.24%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.60%	99.15%
CHEMBL4208	P20618	Proteasome component C5	82.50%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.12%	90.17%
CHEMBL2535	P11166	Glucose transporter	80.70%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85259984
• LOTUS: LTS0123533
• wikiData: Q104167975