[(1S)-1-[4-(3,6-dioxocyclohexa-1,4-dien-1-yl)furan-3-yl]-4-methylpent-3-enyl] 3-methylbut-2-enoate

Details

• Internal ID: a0567ff9-9131-4165-9da4-e216ef3b238a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones
• IUPAC Name: [(1S)-1-[4-(3,6-dioxocyclohexa-1,4-dien-1-yl)furan-3-yl]-4-methylpent-3-enyl] 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CCC(C1=COC=C1C2=CC(=O)C=CC2=O)OC(=O)C=C(C)C)C
• SMILES (Isomeric): CC(=CC[C@@H](C1=COC=C1C2=CC(=O)C=CC2=O)OC(=O)C=C(C)C)C
• InChI: InChI=1S/C21H22O5/c1-13(2)5-8-20(26-21(24)9-14(3)4)18-12-25-11-17(18)16-10-15(22)6-7-19(16)23/h5-7,9-12,20H,8H2,1-4H3/t20-/m0/s1
• InChI Key: MXPOXZBLJWFPHU-FQEVSTJZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₅
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.14672380 g/mol
• Topological Polar Surface Area (TPSA): 73.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.7381	73.81%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8498	84.98%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8646	86.46%
OATP1B3 inhibitior	+	0.8861	88.61%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9519	95.19%
P-glycoprotein inhibitior	+	0.7562	75.62%
P-glycoprotein substrate	-	0.7121	71.21%
CYP3A4 substrate	+	0.6056	60.56%
CYP2C9 substrate	+	0.6070	60.70%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.8596	85.96%
CYP2C9 inhibition	-	0.5139	51.39%
CYP2C19 inhibition	+	0.7520	75.20%
CYP2D6 inhibition	-	0.9140	91.40%
CYP1A2 inhibition	+	0.5906	59.06%
CYP2C8 inhibition	-	0.7425	74.25%
CYP inhibitory promiscuity	+	0.8416	84.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7953	79.53%
Carcinogenicity (trinary)	Non-required	0.6010	60.10%
Eye corrosion	-	0.9686	96.86%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.8026	80.26%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8035	80.35%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	-	0.6093	60.93%
skin sensitisation	-	0.6036	60.36%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.5556	55.56%
Acute Oral Toxicity (c)	III	0.5629	56.29%
Estrogen receptor binding	+	0.8075	80.75%
Androgen receptor binding	+	0.6453	64.53%
Thyroid receptor binding	-	0.5723	57.23%
Glucocorticoid receptor binding	+	0.7079	70.79%
Aromatase binding	-	0.6190	61.90%
PPAR gamma	+	0.5242	52.42%
Honey bee toxicity	-	0.8627	86.27%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.78%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.29%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.36%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.41%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.53%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	87.50%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.54%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.95%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.75%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.57%	96.00%
CHEMBL4040	P28482	MAP kinase ERK2	82.04%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.85%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.69%	95.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.15%	96.67%

Plants that contains it

• Lithospermum erythrorhizon

Cross-Links

• PubChem: 162870685
• LOTUS: LTS0233938
• wikiData: Q105174476