Methyl 4,5'-dimethoxy-6-methyl-3,3'-dioxospiro[1-benzouran-2,6'-cyclohexa-1,4-diene]-1'-carboxylate

Details

• Internal ID: a41ada59-54cb-4a11-9550-72da9a0620d4
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: methyl (2S)-4,5'-dimethoxy-6-methyl-3,3'-dioxospiro[1-benzofuran-2,6'-cyclohexa-1,4-diene]-1'-carboxylate
• InChI: InChI=1S/C18H16O7/c1-9-5-12(22-2)15-13(6-9)25-18(16(15)20)11(17(21)24-4)7-10(19)8-14(18)23-3/h5-8H,1-4H3/t18-/m0/s1
• InChI Key: KMZYINVXZDQCKC-SFHVURJKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• SMR003081021

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7952	79.52%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6887	68.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8448	84.48%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8163	81.63%
P-glycoprotein inhibitior	-	0.4529	45.29%
P-glycoprotein substrate	-	0.8394	83.94%
CYP3A4 substrate	+	0.5980	59.80%
CYP2C9 substrate	-	0.8061	80.61%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	+	0.6478	64.78%
CYP2C9 inhibition	-	0.7660	76.60%
CYP2C19 inhibition	+	0.5296	52.96%
CYP2D6 inhibition	-	0.9074	90.74%
CYP1A2 inhibition	+	0.5599	55.99%
CYP2C8 inhibition	+	0.5420	54.20%
CYP inhibitory promiscuity	+	0.8209	82.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Danger	0.4616	46.16%
Eye corrosion	-	0.9696	96.96%
Eye irritation	+	0.6102	61.02%
Skin irritation	-	0.7814	78.14%
Skin corrosion	-	0.9674	96.74%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4847	48.47%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5604	56.04%
skin sensitisation	-	0.6846	68.46%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7576	75.76%
Acute Oral Toxicity (c)	III	0.3965	39.65%
Estrogen receptor binding	+	0.8316	83.16%
Androgen receptor binding	+	0.5791	57.91%
Thyroid receptor binding	+	0.5427	54.27%
Glucocorticoid receptor binding	+	0.7655	76.55%
Aromatase binding	-	0.4875	48.75%
PPAR gamma	+	0.6916	69.16%
Honey bee toxicity	-	0.8427	84.27%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5180	51.80%
Fish aquatic toxicity	+	0.9856	98.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.22%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.15%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.59%	94.80%
CHEMBL2581	P07339	Cathepsin D	88.95%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.00%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.83%	95.56%
CHEMBL5979	P05186	Alkaline phosphatase, tissue-nonspecific isozyme	87.60%	85.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.14%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.28%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.13%	91.07%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.85%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.78%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	81.25%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.23%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 60158908
• LOTUS: LTS0012734
• wikiData: Q105143283