3',4'-Dihydroxy-5,2'-dimethoxy-6,7-methylendioxy isoflavone

Details

• Internal ID: c13519a9-65b0-41c4-a1ce-62231b295233
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 7-(3,4-dihydroxy-2-methoxyphenyl)-9-methoxy-[1,3]dioxolo[4,5-g]chromen-8-one
• InChI: InChI=1S/C18H14O8/c1-22-16-8(3-4-10(19)15(16)21)9-6-24-11-5-12-17(26-7-25-12)18(23-2)13(11)14(9)20/h3-6,19,21H,7H2,1-2H3
• InChI Key: RCEVHSPPJOUMKY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₈
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.06886740 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• RefChem:910419

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9327	93.27%
Caco-2	+	0.6551	65.51%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8224	82.24%
OATP2B1 inhibitior	-	0.7188	71.88%
OATP1B1 inhibitior	+	0.9458	94.58%
OATP1B3 inhibitior	+	0.8945	89.45%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7157	71.57%
P-glycoprotein inhibitior	-	0.4608	46.08%
P-glycoprotein substrate	-	0.8755	87.55%
CYP3A4 substrate	+	0.5470	54.70%
CYP2C9 substrate	-	0.8281	82.81%
CYP2D6 substrate	-	0.8150	81.50%
CYP3A4 inhibition	+	0.7612	76.12%
CYP2C9 inhibition	+	0.7180	71.80%
CYP2C19 inhibition	+	0.8046	80.46%
CYP2D6 inhibition	-	0.5191	51.91%
CYP1A2 inhibition	-	0.7383	73.83%
CYP2C8 inhibition	-	0.6569	65.69%
CYP inhibitory promiscuity	+	0.7705	77.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5333	53.33%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.5059	50.59%
Skin irritation	-	0.7684	76.84%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6686	66.86%
Micronuclear	+	0.8674	86.74%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8436	84.36%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6999	69.99%
Acute Oral Toxicity (c)	III	0.7200	72.00%
Estrogen receptor binding	+	0.9448	94.48%
Androgen receptor binding	+	0.7224	72.24%
Thyroid receptor binding	+	0.6683	66.83%
Glucocorticoid receptor binding	+	0.8889	88.89%
Aromatase binding	+	0.8004	80.04%
PPAR gamma	+	0.7791	77.91%
Honey bee toxicity	-	0.8696	86.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9383	93.83%

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	99.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.48%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.79%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.97%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.57%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.12%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.66%	89.00%
CHEMBL4208	P20618	Proteasome component C5	87.95%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.90%	94.45%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.40%	82.67%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.56%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.40%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.08%	92.62%
CHEMBL2535	P11166	Glucose transporter	80.99%	98.75%

Plants that contains it

• Asparagus setaceus
• Coleus amboinicus
• Madhuca longifolia var. latifolia

Cross-Links

• PubChem: 91421826
• NPASS: NPC230802
• LOTUS: LTS0078950
• wikiData: Q105233599