Methyl 9-hydroxy-2-(4-hydroxyphenyl)-7,8-dimethoxy-4,6-dioxo-1-oxaspiro[4.4]nona-2,7-diene-9-carboxylate

Details

• Internal ID: 28ba3af8-7e0d-4743-a1a9-73e79cc575f7
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: methyl 9-hydroxy-2-(4-hydroxyphenyl)-7,8-dimethoxy-4,6-dioxo-1-oxaspiro[4.4]nona-2,7-diene-9-carboxylate
• InChI: InChI=1S/C18H16O9/c1-24-13-14(21)18(17(23,15(13)25-2)16(22)26-3)12(20)8-11(27-18)9-4-6-10(19)7-5-9/h4-8,19,23H,1-3H3
• InChI Key: PDQUFOPZEHNTQQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₉
• Molecular Weight: 376.30 g/mol
• Exact Mass: 376.07943208 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.06
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	+	0.6476	64.76%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7616	76.16%
OATP2B1 inhibitior	-	0.7194	71.94%
OATP1B1 inhibitior	+	0.8841	88.41%
OATP1B3 inhibitior	+	0.8499	84.99%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5218	52.18%
P-glycoprotein inhibitior	-	0.5704	57.04%
P-glycoprotein substrate	-	0.7264	72.64%
CYP3A4 substrate	+	0.6041	60.41%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.7209	72.09%
CYP2C9 inhibition	-	0.8380	83.80%
CYP2C19 inhibition	-	0.8355	83.55%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.6661	66.61%
CYP inhibitory promiscuity	-	0.6614	66.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Danger	0.5232	52.32%
Eye corrosion	-	0.9739	97.39%
Eye irritation	-	0.6520	65.20%
Skin irritation	-	0.7057	70.57%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8126	81.26%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5272	52.72%
skin sensitisation	-	0.8303	83.03%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5946	59.46%
Acute Oral Toxicity (c)	III	0.5386	53.86%
Estrogen receptor binding	+	0.6369	63.69%
Androgen receptor binding	+	0.8220	82.20%
Thyroid receptor binding	+	0.6038	60.38%
Glucocorticoid receptor binding	+	0.6446	64.46%
Aromatase binding	+	0.5732	57.32%
PPAR gamma	+	0.5525	55.25%
Honey bee toxicity	-	0.8870	88.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9684	96.84%

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	97.96%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.03%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.40%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.14%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.66%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.60%	86.33%
CHEMBL1944	P08473	Neprilysin	86.10%	92.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.32%	94.45%
CHEMBL2535	P11166	Glucose transporter	83.33%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.11%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.81%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.31%	97.28%
CHEMBL4208	P20618	Proteasome component C5	80.48%	90.00%

Plants that contains it

• Limnophila geoffrayi

Cross-Links

• PubChem: 72957880
• LOTUS: LTS0224367
• wikiData: Q105206692