methyl 1,4-dihydroxy-2,3-dimethoxy-5-[(E)-3-phenylprop-2-enoyl]cyclopenta-2,4-diene-1-carboxylate

Details

• Internal ID: c83af3ee-446a-42a8-a264-33ee824a95b5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: methyl 1,4-dihydroxy-2,3-dimethoxy-5-[(E)-3-phenylprop-2-enoyl]cyclopenta-2,4-diene-1-carboxylate
• InChI: InChI=1S/C18H18O7/c1-23-15-14(20)13(18(22,16(15)24-2)17(21)25-3)12(19)10-9-11-7-5-4-6-8-11/h4-10,20,22H,1-3H3/b10-9+
• InChI Key: HSUNKRGNTYLAQM-MDZDMXLPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₇
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.10525291 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9271	92.71%
Caco-2	+	0.5634	56.34%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7816	78.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9085	90.85%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5810	58.10%
P-glycoprotein inhibitior	+	0.6416	64.16%
P-glycoprotein substrate	-	0.8780	87.80%
CYP3A4 substrate	+	0.5150	51.50%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8824	88.24%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.7796	77.96%
CYP2C19 inhibition	-	0.8100	81.00%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.8750	87.50%
CYP2C8 inhibition	+	0.7087	70.87%
CYP inhibitory promiscuity	-	0.8197	81.97%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7815	78.15%
Carcinogenicity (trinary)	Non-required	0.5246	52.46%
Eye corrosion	-	0.9783	97.83%
Eye irritation	+	0.5235	52.35%
Skin irritation	-	0.6652	66.52%
Skin corrosion	-	0.9684	96.84%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6051	60.51%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.6664	66.64%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5813	58.13%
Acute Oral Toxicity (c)	III	0.4545	45.45%
Estrogen receptor binding	+	0.8077	80.77%
Androgen receptor binding	+	0.6777	67.77%
Thyroid receptor binding	+	0.6952	69.52%
Glucocorticoid receptor binding	-	0.6092	60.92%
Aromatase binding	+	0.5562	55.62%
PPAR gamma	+	0.7800	78.00%
Honey bee toxicity	-	0.9139	91.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9576	95.76%

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	98.34%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.22%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.34%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.64%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.23%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.69%	94.08%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.12%	89.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.07%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	83.85%	90.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.53%	89.44%
CHEMBL2581	P07339	Cathepsin D	82.99%	98.95%
CHEMBL5028	O14672	ADAM10	82.30%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.25%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.42%	99.17%
CHEMBL2535	P11166	Glucose transporter	80.25%	98.75%

Plants that contains it

• Fissistigma oldhamii

Cross-Links

• PubChem: 101021546
• LOTUS: LTS0213061
• wikiData: Q105033284