cis-1,2-Bis[(e)-3,4-dimethoxy-styryl]cyclobutane

Details

• Internal ID: 97d7129e-4192-4313-8ffd-850b75044309
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: 4-[(E)-2-[(1S,2R)-2-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]cyclobutyl]ethenyl]-1,2-dimethoxybenzene
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CC2CCC2C=CC3=CC(=C(C=C3)OC)OC)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)/C=C/[C@@H]2[C@@H](CC2)/C=C/C3=CC(=C(C=C3)OC)OC)OC
• InChI: InChI=1S/C24H28O4/c1-25-21-13-7-17(15-23(21)27-3)5-9-19-11-12-20(19)10-6-18-8-14-22(26-2)24(16-18)28-4/h5-10,13-16,19-20H,11-12H2,1-4H3/b9-5+,10-6+/t19-,20+
• InChI Key: UBCXHRFGHKYZOQ-MOIIJATJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₄
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.19875937 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.47
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.7203	72.03%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7985	79.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9651	96.51%
OATP1B3 inhibitior	+	0.9718	97.18%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9879	98.79%
P-glycoprotein inhibitior	+	0.8854	88.54%
P-glycoprotein substrate	-	0.8344	83.44%
CYP3A4 substrate	-	0.5802	58.02%
CYP2C9 substrate	+	0.5888	58.88%
CYP2D6 substrate	+	0.3956	39.56%
CYP3A4 inhibition	+	0.6896	68.96%
CYP2C9 inhibition	-	0.7828	78.28%
CYP2C19 inhibition	+	0.7242	72.42%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	+	0.7817	78.17%
CYP2C8 inhibition	-	0.5902	59.02%
CYP inhibitory promiscuity	+	0.7864	78.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7314	73.14%
Carcinogenicity (trinary)	Non-required	0.4697	46.97%
Eye corrosion	-	0.9554	95.54%
Eye irritation	-	0.9252	92.52%
Skin irritation	-	0.8131	81.31%
Skin corrosion	-	0.9764	97.64%
Ames mutagenesis	-	0.8554	85.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.9584	95.84%
Micronuclear	-	0.7626	76.26%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8317	83.17%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.6936	69.36%
Acute Oral Toxicity (c)	III	0.6980	69.80%
Estrogen receptor binding	+	0.8322	83.22%
Androgen receptor binding	+	0.7346	73.46%
Thyroid receptor binding	+	0.7859	78.59%
Glucocorticoid receptor binding	+	0.7541	75.41%
Aromatase binding	+	0.6686	66.86%
PPAR gamma	+	0.6699	66.99%
Honey bee toxicity	-	0.8971	89.71%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7900	79.00%
Fish aquatic toxicity	+	0.9760	97.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.52%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.89%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.88%	92.94%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.70%	89.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.91%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.23%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.96%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.50%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.44%	97.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.30%	99.18%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.34%	92.38%
CHEMBL4208	P20618	Proteasome component C5	80.21%	90.00%

Plants that contains it

• Zingiber montanum

Cross-Links

• PubChem: 129864220
• LOTUS: LTS0213650
• wikiData: Q105269224