6-(5-Methoxycarbonyl-3-methylpent-2-enyl)-3,7-dihydroxy-5-methoxy-4-methylphthalan-1-one

Details

• Internal ID: 95f9521e-f85e-46dc-b7dc-9b2e0615ee68
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: methyl 6-(1,4-dihydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoate
• SMILES (Canonical): CC1=C2C(OC(=O)C2=C(C(=C1OC)CC=C(C)CCC(=O)OC)O)O
• SMILES (Isomeric): CC1=C2C(OC(=O)C2=C(C(=C1OC)CC=C(C)CCC(=O)OC)O)O
• InChI: InChI=1S/C18H22O7/c1-9(6-8-12(19)23-3)5-7-11-15(20)14-13(10(2)16(11)24-4)17(21)25-18(14)22/h5,17,20-21H,6-8H2,1-4H3
• InChI Key: VIETWRMQYIXKOG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₇
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.13655304 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.31
• 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	+	0.9927	99.27%
Caco-2	+	0.5812	58.12%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7895	78.95%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.7497	74.97%
OATP1B3 inhibitior	+	0.8507	85.07%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6063	60.63%
P-glycoprotein inhibitior	-	0.7148	71.48%
P-glycoprotein substrate	-	0.7280	72.80%
CYP3A4 substrate	+	0.6053	60.53%
CYP2C9 substrate	+	0.6142	61.42%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	+	0.6413	64.13%
CYP2C9 inhibition	-	0.8333	83.33%
CYP2C19 inhibition	-	0.7378	73.78%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	+	0.8634	86.34%
CYP2C8 inhibition	-	0.5936	59.36%
CYP inhibitory promiscuity	-	0.6702	67.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6558	65.58%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.7580	75.80%
Skin irritation	-	0.8290	82.90%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6675	66.75%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5056	50.56%
skin sensitisation	-	0.8014	80.14%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8318	83.18%
Acute Oral Toxicity (c)	II	0.5727	57.27%
Estrogen receptor binding	+	0.8057	80.57%
Androgen receptor binding	-	0.5457	54.57%
Thyroid receptor binding	-	0.6154	61.54%
Glucocorticoid receptor binding	+	0.8275	82.75%
Aromatase binding	+	0.6797	67.97%
PPAR gamma	+	0.7721	77.21%
Honey bee toxicity	-	0.8282	82.82%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	97.79%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.75%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.29%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.27%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.87%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.41%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.56%	91.07%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.14%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	86.08%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.75%	94.45%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	80.79%	98.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.01%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590658
• LOTUS: LTS0009931
• wikiData: Q104199439