Thonningine A

Details

• Internal ID: 85991074-8658-4439-8536-1389f9ad285e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 8-methoxypsoralens
• IUPAC Name: 6-(1,3-benzodioxol-5-yl)-5-hydroxy-4,9-dimethoxy-2-prop-1-en-2-ylfuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C23H18O8/c1-10(2)14-8-12-19(26-3)17-18(24)16(11-5-6-13-15(7-11)29-9-28-13)23(25)31-21(17)22(27-4)20(12)30-14/h5-8,24H,1,9H2,2-4H3
• InChI Key: DHHUFQCTMOFVTD-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₁₈O₈
• Molecular Weight: 422.40 g/mol
• Exact Mass: 422.10016753 g/mol
• Topological Polar Surface Area (TPSA): 96.60 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 6-(1,3-benzodioxol-5-yl)-5-hydroxy-4,9-dimethoxy-2-prop-1-en-2-ylfuro(3,2-g)chromen-7-one
• 6-(1,3-benzodioxol-5-yl)-5-hydroxy-4,9-dimethoxy-2-prop-1-en-2-ylfuro[3,2-g]chromen-7-one
• RefChem:189693
• 86989-16-4
• CHEMBL5571272
• CHEBI:193491
• C23H18O8
• LMPK12160034
• 6-(1,3-benzodioxol-5-yl)-5-hydroxy-4,9-dimethoxy-2-prop-1-en-2-yluro[3,2-g]chromen-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	+	0.6635	66.35%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7582	75.82%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8866	88.66%
OATP1B3 inhibitior	+	0.9178	91.78%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5501	55.01%
P-glycoprotein inhibitior	+	0.8105	81.05%
P-glycoprotein substrate	-	0.7506	75.06%
CYP3A4 substrate	+	0.6011	60.11%
CYP2C9 substrate	-	0.5650	56.50%
CYP2D6 substrate	-	0.8765	87.65%
CYP3A4 inhibition	+	0.9420	94.20%
CYP2C9 inhibition	+	0.7046	70.46%
CYP2C19 inhibition	+	0.9246	92.46%
CYP2D6 inhibition	-	0.7913	79.13%
CYP1A2 inhibition	-	0.6405	64.05%
CYP2C8 inhibition	+	0.7191	71.91%
CYP inhibitory promiscuity	+	0.9030	90.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5424	54.24%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.6551	65.51%
Skin irritation	-	0.7544	75.44%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3812	38.12%
Micronuclear	+	0.8174	81.74%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.6971	69.71%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7449	74.49%
Acute Oral Toxicity (c)	II	0.4607	46.07%
Estrogen receptor binding	+	0.8423	84.23%
Androgen receptor binding	+	0.7854	78.54%
Thyroid receptor binding	+	0.5972	59.72%
Glucocorticoid receptor binding	+	0.7948	79.48%
Aromatase binding	+	0.6289	62.89%
PPAR gamma	+	0.7889	78.89%
Honey bee toxicity	-	0.7536	75.36%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9902	99.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.31%	94.45%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	98.73%	80.96%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.49%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.32%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.91%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.45%	92.62%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.93%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.15%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.54%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.13%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.87%	94.80%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.52%	92.68%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.03%	89.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	87.87%	93.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.80%	95.56%
CHEMBL240	Q12809	HERG	87.70%	89.76%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.15%	83.57%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.10%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.51%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	84.13%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	84.09%	94.73%
CHEMBL2535	P11166	Glucose transporter	82.26%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.23%	96.67%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.00%	89.34%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	81.82%	85.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.91%	95.17%

Plants that contains it

• Millettia thonningii

Cross-Links

• PubChem: 54715763
• LOTUS: LTS0046680
• wikiData: Q104980115