1,2,4-trimethoxy-5-[(Z)-2-[(1S,2S)-2-[(E)-2-(2,4,5-trimethoxyphenyl)ethenyl]cyclobutyl]ethenyl]benzene

Details

• Internal ID: 6991b4d4-0632-4df5-a5d8-8c4d583051c6
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 1,2,4-trimethoxy-5-[(Z)-2-[(1S,2S)-2-[(E)-2-(2,4,5-trimethoxyphenyl)ethenyl]cyclobutyl]ethenyl]benzene
• SMILES (Canonical): COC1=CC(=C(C=C1C=CC2CCC2C=CC3=CC(=C(C=C3OC)OC)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=C(C=C1/C=C/[C@@H]2CC[C@H]2/C=C\C3=CC(=C(C=C3OC)OC)OC)OC)OC
• InChI: InChI=1S/C26H32O6/c1-27-21-15-25(31-5)23(29-3)13-19(21)11-9-17-7-8-18(17)10-12-20-14-24(30-4)26(32-6)16-22(20)28-2/h9-18H,7-8H2,1-6H3/b11-9-,12-10+/t17-,18-/m0/s1
• InChI Key: QVUVDTBUZRSEJI-RVJRRAAUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₆
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.21988874 g/mol
• Topological Polar Surface Area (TPSA): 55.40 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.49
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.6233	62.33%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7721	77.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8159	81.59%
OATP1B3 inhibitior	+	0.9766	97.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9922	99.22%
P-glycoprotein inhibitior	+	0.9182	91.82%
P-glycoprotein substrate	-	0.8431	84.31%
CYP3A4 substrate	-	0.6019	60.19%
CYP2C9 substrate	+	0.5888	58.88%
CYP2D6 substrate	+	0.3956	39.56%
CYP3A4 inhibition	+	0.6182	61.82%
CYP2C9 inhibition	-	0.8783	87.83%
CYP2C19 inhibition	+	0.5235	52.35%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	+	0.7976	79.76%
CYP2C8 inhibition	-	0.7848	78.48%
CYP inhibitory promiscuity	+	0.7733	77.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7214	72.14%
Carcinogenicity (trinary)	Non-required	0.4989	49.89%
Eye corrosion	-	0.9546	95.46%
Eye irritation	-	0.9364	93.64%
Skin irritation	-	0.7990	79.90%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9559	95.59%
Micronuclear	-	0.7226	72.26%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8111	81.11%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.6896	68.96%
Acute Oral Toxicity (c)	III	0.6451	64.51%
Estrogen receptor binding	+	0.8856	88.56%
Androgen receptor binding	-	0.4927	49.27%
Thyroid receptor binding	+	0.7709	77.09%
Glucocorticoid receptor binding	+	0.8245	82.45%
Aromatase binding	+	0.6337	63.37%
PPAR gamma	+	0.6770	67.70%
Honey bee toxicity	-	0.8693	86.93%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7800	78.00%
Fish aquatic toxicity	+	0.9725	97.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL241	Q14432	Phosphodiesterase 3A	93.66%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.83%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.63%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.33%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.80%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.60%	99.18%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.80%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.33%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.00%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.45%	93.99%
CHEMBL1871	P10275	Androgen Receptor	81.13%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.35%	92.62%

Plants that contains it

• Alpinia flabellata

Cross-Links

• PubChem: 101113417
• LOTUS: LTS0182858
• wikiData: Q105228926