Bifendate

Details

• Internal ID: a93402b0-80f8-4b65-8e62-9ed933993585
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: methyl 7-methoxy-4-(7-methoxy-5-methoxycarbonyl-1,3-benzodioxol-4-yl)-1,3-benzodioxole-5-carboxylate
• SMILES (Canonical): COC1=C2C(=C(C(=C1)C(=O)OC)C3=C4C(=C(C=C3C(=O)OC)OC)OCO4)OCO2
• SMILES (Isomeric): COC1=C2C(=C(C(=C1)C(=O)OC)C3=C4C(=C(C=C3C(=O)OC)OC)OCO4)OCO2
• InChI: InChI=1S/C20H18O10/c1-23-11-5-9(19(21)25-3)13(17-15(11)27-7-29-17)14-10(20(22)26-4)6-12(24-2)16-18(14)30-8-28-16/h5-6H,7-8H2,1-4H3
• InChI Key: JMZOMFYRADAWOG-UHFFFAOYSA-N
• Popularity: 98 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₁₀
• Molecular Weight: 418.30 g/mol
• Exact Mass: 418.08999677 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 73536-69-3
• methyl 7-methoxy-4-(7-methoxy-5-methoxycarbonyl-1,3-benzodioxol-4-yl)-1,3-benzodioxole-5-carboxylate
• Dimethyl dicarboxylate biphenyl
• Diphenyl dimethyl bicarboxylate
• 0G32E321W1
• DTXSID40223736
• ALPHA-DDB
• RefChem:119773
• DTXCID70146227
• Bifendatatum
• Dimethyl 7,7'-dimethoxy-[4,4'-bibenzo[d][1,3]dioxole]-5,5'-dicarboxylate
• MFCD01751431
• .alpha.-ddb
• 7,7'-Dimethoxy-(4,4'-bi-1,3-benzodioxole)-5,5'-dicarboxylic acid dimethyl ester
• [4,4'-Bi-1,3-benzodioxole]-5,5'-dicarboxylic acid, 7,7'-dimethoxy-,dimethyl ester
• CCRIS 7767
• BRN 5461320
• biphenyl dimethyl-dicarboxylate
• diphenyl dimethyl dicarboxylate
• UNII-0G32E321W1
• Bifendate, (R)-
• Bifendate, (S)-
• CE2LBA6CBR
• Dimethyl 7,7'-dimethoxy-(4,4'-Bi-1,3-benzodioxole)-5,5'-dicarboxylate
• Dimethyl-4,4'-dimethoxyl-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylate
• BIFENDATE [WHO-DD]
• Dimethyl 4,4'-dimethoxy-5,6,5',6'-bis(methylenedioxy)biphenyl-2,2'-dicarboxylate
• PP685NHP9Z
• dimethyl diphenyl bicarboxylate
• SCHEMBL896166
• CHEMBL105184
• orb1304358
• SCHEMBL29516235
• SCHEMBL30788692
• HMS5083B22
• BCP12613
• BDBM50289527
• MSK164571
• s4890
• AKOS015895317
• CCG-268865
• CS-W019577
• HY-W018791
• SB67338
• (4,4'-Bi-1,3-benzodioxole)-5,5'-dicarboxylic acid, 7,7'-dimethoxy-, dimethyl ester
• AS-13115
• FD139796
• SY021274
• B6112
• NS00116009
• 536B693
• AN-786/13677002
• BRD-K26581543-001-01-6
• Q27236735
• 2,2'-Dimethoxycarbonyl-4,4'-dimethoxy-5,6,5',6'-bismethylenedioxybiphenyl
• 7,7'-dimethoxy-5,5'-bis(methoxycarbonyl)-4,4'-bis(1,3-benzodioxole)
• Dimethyl7,7'-dimethoxy-[4,4'-bibenzo[d][1,3]dioxole]-5,5'-dicarboxylate
• Dimethyl 7,7''-Dimethoxy-[4,4''-bi-1,3-benzodioxole]-5,5''-dicarboxylate
• DIMETHYL-4,4'-DIMETHOXY-5,6,5',6'-DIMETHYLENEDIOXYBIPHENYL-2,2'-DICARBOXYLATE
• (4,4'-BI-1,3-BENZODIOXOLE)-5,5'-DICARBOXYLIC ACID, 7,7'-DIMETHOXY-, 5,5'-DIMETHYL ESTER
• [4,4'-Bi-1,3-benzodioxole]-5,5'-dicarboxylic acid, 7,7'-dimethoxy-, dimethyl ester, (4R)-
• [4,4'-Bi-1,3-benzodioxole]-5,5'-dicarboxylic acid, 7,7'-dimethoxy-, dimethyl ester, (4S)-
• [4,4'-Bi-1,3-benzodioxole]-5,5'-dicarboxylic acid, 7,7'-dimethoxy-, dimethyl ester, (R)-
• [4,4'-Bi-1,3-benzodioxole]-5,5'-dicarboxylic acid, 7,7'-dimethoxy-, dimethyl ester, (S)-
• 111897-25-7
• 111897-26-8
• Dimethyl 7 pound not7'-dimethoxy-[4 pound not4'-bibenzo[d][1 pound not3]dioxole]-5 pound not5'-dicarboxylate
• Dimethyl 7,7 inverted exclamation mark -Dimethoxy-[4,4 inverted exclamation mark -bi-1,3-benzodioxole]-5,5 inverted exclamation mark -dicarboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.8715	87.15%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9523	95.23%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8324	83.24%
P-glycoprotein inhibitior	+	0.6062	60.62%
P-glycoprotein substrate	-	0.9091	90.91%
CYP3A4 substrate	-	0.6095	60.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8009	80.09%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	+	0.9168	91.68%
CYP2C19 inhibition	+	0.8720	87.20%
CYP2D6 inhibition	-	0.8513	85.13%
CYP1A2 inhibition	-	0.7873	78.73%
CYP2C8 inhibition	-	0.8436	84.36%
CYP inhibitory promiscuity	+	0.8669	86.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4094	40.94%
Eye corrosion	-	0.9847	98.47%
Eye irritation	+	0.5356	53.56%
Skin irritation	-	0.8444	84.44%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	-	0.8654	86.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7243	72.43%
Micronuclear	+	0.7874	78.74%
Hepatotoxicity	+	0.5275	52.75%
skin sensitisation	-	0.6432	64.32%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6475	64.75%
Acute Oral Toxicity (c)	III	0.6673	66.73%
Estrogen receptor binding	+	0.8613	86.13%
Androgen receptor binding	-	0.6311	63.11%
Thyroid receptor binding	+	0.6682	66.82%
Glucocorticoid receptor binding	+	0.8521	85.21%
Aromatase binding	+	0.5961	59.61%
PPAR gamma	+	0.6877	68.77%
Honey bee toxicity	-	0.9571	95.71%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9776	97.76%

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	96.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.53%	94.45%
CHEMBL4208	P20618	Proteasome component C5	89.88%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.51%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.42%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.79%	94.00%
CHEMBL2535	P11166	Glucose transporter	83.83%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.57%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	82.61%	91.19%
CHEMBL2581	P07339	Cathepsin D	80.95%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.53%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.42%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 108213
• NPASS: NPC104353