Pseudobaptigenin methyl ether

Details

• Internal ID: 152b2f3b-498f-49e3-8cb6-4db9bfcd8fb1
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids > 7-O-methylisoflavones
• IUPAC Name: 3-(1,3-benzodioxol-5-yl)-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC2=C(C=C1)C(=O)C(=CO2)C3=CC4=C(C=C3)OCO4
• SMILES (Isomeric): COC1=CC2=C(C=C1)C(=O)C(=CO2)C3=CC4=C(C=C3)OCO4
• InChI: InChI=1S/C17H12O5/c1-19-11-3-4-12-15(7-11)20-8-13(17(12)18)10-2-5-14-16(6-10)22-9-21-14/h2-8H,9H2,1H3
• InChI Key: PCCZMNIBWCKFBC-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₅
• Molecular Weight: 296.27 g/mol
• Exact Mass: 296.06847348 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 7-Methoxy-3',4'-methylenedioxyisoflavone
• 7-methoxy-baptigenin
• SMR000113183
• SpecPlus_000924
• MLS000438818
• DivK1c_007020
• CHEMBL583578
• SCHEMBL4841617
• KBio1_001964
• CMLDBU00003757
• HMS2224L24
• HMS3327A10
• CMLD3_000214
• LMPK12050058
• AKOS000276888
• PSEUDO-BAPTIGENIN, METHYL ETHER
• NCGC00160840-01

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.9268	92.68%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7601	76.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9631	96.31%
OATP1B3 inhibitior	+	0.9840	98.40%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6515	65.15%
P-glycoprotein inhibitior	+	0.6996	69.96%
P-glycoprotein substrate	-	0.9145	91.45%
CYP3A4 substrate	+	0.5702	57.02%
CYP2C9 substrate	-	0.8423	84.23%
CYP2D6 substrate	-	0.8020	80.20%
CYP3A4 inhibition	+	0.9290	92.90%
CYP2C9 inhibition	+	0.9213	92.13%
CYP2C19 inhibition	+	0.9644	96.44%
CYP2D6 inhibition	+	0.7467	74.67%
CYP1A2 inhibition	+	0.7104	71.04%
CYP2C8 inhibition	-	0.7635	76.35%
CYP inhibitory promiscuity	+	0.9403	94.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4141	41.41%
Eye corrosion	-	0.9698	96.98%
Eye irritation	-	0.6949	69.49%
Skin irritation	-	0.7125	71.25%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5083	50.83%
Micronuclear	+	0.8074	80.74%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7663	76.63%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6163	61.63%
Acute Oral Toxicity (c)	III	0.7452	74.52%
Estrogen receptor binding	+	0.9273	92.73%
Androgen receptor binding	+	0.9382	93.82%
Thyroid receptor binding	+	0.6677	66.77%
Glucocorticoid receptor binding	+	0.8077	80.77%
Aromatase binding	+	0.8169	81.69%
PPAR gamma	+	0.7407	74.07%
Honey bee toxicity	-	0.8207	82.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9349	93.49%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293277	O15118	Niemann-Pick C1 protein	354.8 nM	Potency	via Super-PRED
CHEMBL1293294	P51151	Ras-related protein Rab-9A	398.1 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.24%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.60%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.96%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.74%	95.56%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	94.04%	80.96%
CHEMBL1907	P15144	Aminopeptidase N	93.30%	93.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.65%	94.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	92.51%	93.24%
CHEMBL3438	Q05513	Protein kinase C zeta	92.00%	88.48%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.56%	92.62%
CHEMBL2039	P27338	Monoamine oxidase B	90.56%	92.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.53%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.84%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.19%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.57%	96.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	87.39%	95.53%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	86.03%	85.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.06%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.81%	85.14%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.01%	95.78%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.93%	85.30%
CHEMBL4208	P20618	Proteasome component C5	81.59%	90.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.45%	90.95%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.44%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.41%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.79%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.04%	97.28%
CHEMBL4349	Q02083	N-acylsphingosine-amidohydrolase	80.01%	93.00%

Plants that contains it

• Ateleia herbert-smithii
• Millettia griffoniana

Cross-Links

• PubChem: 6708810
• LOTUS: LTS0233666
• wikiData: Q105205613