5-Methoxydurmillone

Details

• Internal ID: a469ade4-bb1a-4493-830b-8a5f9f88a40d
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 3-(1,3-benzodioxol-5-yl)-5,6-dimethoxy-8,8-dimethylpyrano[2,3-h]chromen-4-one
• SMILES (Canonical): CC1(C=CC2=C3C(=C(C(=C2O1)OC)OC)C(=O)C(=CO3)C4=CC5=C(C=C4)OCO5)C
• SMILES (Isomeric): CC1(C=CC2=C3C(=C(C(=C2O1)OC)OC)C(=O)C(=CO3)C4=CC5=C(C=C4)OCO5)C
• InChI: InChI=1S/C23H20O7/c1-23(2)8-7-13-19-17(21(25-3)22(26-4)20(13)30-23)18(24)14(10-27-19)12-5-6-15-16(9-12)29-11-28-15/h5-10H,11H2,1-4H3
• InChI Key: MYVZRARGAOPFGY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₀O₇
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.12090297 g/mol
• Topological Polar Surface Area (TPSA): 72.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 5,6-Dimethoxy-3',4'methylenedioxy-6'',6''-dimethylpyrano[2'',3'':7,8]isoflavone
• CHEBI:169536
• LMPK12050401
• 3-(1,3-benzodioxol-5-yl)-5,6-dimethoxy-8,8-dimethylpyrano[2,3-h]chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.7966	79.66%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7730	77.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9473	94.73%
P-glycoprotein inhibitior	+	0.9295	92.95%
P-glycoprotein substrate	-	0.7546	75.46%
CYP3A4 substrate	+	0.6358	63.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8223	82.23%
CYP3A4 inhibition	+	0.9676	96.76%
CYP2C9 inhibition	+	0.6848	68.48%
CYP2C19 inhibition	+	0.9288	92.88%
CYP2D6 inhibition	+	0.5597	55.97%
CYP1A2 inhibition	-	0.6490	64.90%
CYP2C8 inhibition	+	0.5128	51.28%
CYP inhibitory promiscuity	+	0.9229	92.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4045	40.45%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.6636	66.36%
Skin irritation	-	0.8041	80.41%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8552	85.52%
Micronuclear	+	0.6774	67.74%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7215	72.15%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5278	52.78%
Acute Oral Toxicity (c)	III	0.5168	51.68%
Estrogen receptor binding	+	0.9264	92.64%
Androgen receptor binding	+	0.7572	75.72%
Thyroid receptor binding	+	0.8046	80.46%
Glucocorticoid receptor binding	+	0.8978	89.78%
Aromatase binding	+	0.6544	65.44%
PPAR gamma	+	0.8559	85.59%
Honey bee toxicity	-	0.7060	70.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9858	98.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.37%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.91%	98.95%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	96.24%	80.96%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.14%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.06%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.85%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.39%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.44%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.25%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	89.09%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.93%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.89%	95.71%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.50%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.34%	95.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.27%	97.14%
CHEMBL1907	P15144	Aminopeptidase N	85.94%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.67%	95.56%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.06%	96.67%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	83.99%	85.00%
CHEMBL2039	P27338	Monoamine oxidase B	83.72%	92.51%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.62%	95.53%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.42%	97.28%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.22%	85.14%
CHEMBL4208	P20618	Proteasome component C5	82.93%	90.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.72%	82.67%
CHEMBL2535	P11166	Glucose transporter	82.36%	98.75%
CHEMBL4302	P08183	P-glycoprotein 1	82.24%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.09%	95.89%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.28%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.63%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.43%	93.99%
CHEMBL240	Q12809	HERG	80.12%	89.76%

Plants that contains it

• Millettia conraui
• Millettia ferruginea

Cross-Links

• PubChem: 5049148
• LOTUS: LTS0131920
• wikiData: Q105175225