6-Methoxypaeoniflorigenone

Details

• Internal ID: c97d4f75-64ee-43ec-b772-e6735ed3e88c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,5R,7S,10R)-1-methoxy-5-methyl-6-oxo-2,4-dioxatricyclo[3.3.1.13,7]decan-10-yl]methyl benzoate
• SMILES (Canonical): CC12CC3(CC(C1=O)C(C(O2)O3)COC(=O)C4=CC=CC=C4)OC
• SMILES (Isomeric): C[C@@]12C[C@]3(C[C@H](C1=O)[C@@H](C(O2)O3)COC(=O)C4=CC=CC=C4)OC
• InChI: InChI=1S/C18H20O6/c1-17-10-18(21-2)8-12(14(17)19)13(16(23-17)24-18)9-22-15(20)11-6-4-3-5-7-11/h3-7,12-13,16H,8-10H2,1-2H3/t12-,13-,16?,17+,18+/m0/s1
• InChI Key: BCPSDKWCITVQOP-IDNXCJIVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₆
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.12598835 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL1081885
• BDBM50310717

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9614	96.14%
Caco-2	+	0.6439	64.39%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7577	75.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6439	64.39%
P-glycoprotein inhibitior	-	0.7505	75.05%
P-glycoprotein substrate	-	0.7165	71.65%
CYP3A4 substrate	+	0.5790	57.90%
CYP2C9 substrate	+	0.5844	58.44%
CYP2D6 substrate	-	0.8753	87.53%
CYP3A4 inhibition	-	0.6646	66.46%
CYP2C9 inhibition	-	0.9363	93.63%
CYP2C19 inhibition	-	0.8655	86.55%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.7881	78.81%
CYP2C8 inhibition	+	0.6471	64.71%
CYP inhibitory promiscuity	-	0.8467	84.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6565	65.65%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.8775	87.75%
Skin irritation	-	0.8231	82.31%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6451	64.51%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5379	53.79%
skin sensitisation	-	0.8655	86.55%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4690	46.90%
Acute Oral Toxicity (c)	III	0.5787	57.87%
Estrogen receptor binding	+	0.7667	76.67%
Androgen receptor binding	+	0.7427	74.27%
Thyroid receptor binding	+	0.6314	63.14%
Glucocorticoid receptor binding	-	0.4757	47.57%
Aromatase binding	-	0.5191	51.91%
PPAR gamma	-	0.5365	53.65%
Honey bee toxicity	-	0.8991	89.91%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9720	97.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.28%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.37%	86.33%
CHEMBL240	Q12809	HERG	90.95%	89.76%
CHEMBL2581	P07339	Cathepsin D	90.33%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.43%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.87%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.52%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.19%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	86.91%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.42%	85.14%
CHEMBL5028	O14672	ADAM10	81.57%	97.50%

Plants that contains it

• Paeonia suffruticosa

Cross-Links

• PubChem: 46883192
• LOTUS: LTS0025392
• wikiData: Q104400913