(2S)-2-[bis(3,4-dimethoxyphenyl)methyl]-3-(hydroxymethyl)butane-1,4-diol

Details

• Internal ID: be9df704-b5e9-4dd6-98cc-5dc2caa5fea9
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: (2S)-2-[bis(3,4-dimethoxyphenyl)methyl]-3-(hydroxymethyl)butane-1,4-diol
• SMILES (Canonical): COC1=C(C=C(C=C1)C(C2=CC(=C(C=C2)OC)OC)C(CO)C(CO)CO)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C(C2=CC(=C(C=C2)OC)OC)[C@H](CO)C(CO)CO)OC
• InChI: InChI=1S/C22H30O7/c1-26-18-7-5-14(9-20(18)28-3)22(17(13-25)16(11-23)12-24)15-6-8-19(27-2)21(10-15)29-4/h5-10,16-17,22-25H,11-13H2,1-4H3/t17-/m1/s1
• InChI Key: QEJZFXVHMHTOSN-QGZVFWFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₇
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.19915329 g/mol
• Topological Polar Surface Area (TPSA): 97.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8456	84.56%
Caco-2	+	0.6866	68.66%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7656	76.56%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9054	90.54%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7737	77.37%
P-glycoprotein inhibitior	+	0.6531	65.31%
P-glycoprotein substrate	-	0.6609	66.09%
CYP3A4 substrate	-	0.6502	65.02%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.3666	36.66%
CYP3A4 inhibition	+	0.5395	53.95%
CYP2C9 inhibition	-	0.7049	70.49%
CYP2C19 inhibition	-	0.5417	54.17%
CYP2D6 inhibition	-	0.8445	84.45%
CYP1A2 inhibition	+	0.5649	56.49%
CYP2C8 inhibition	-	0.8330	83.30%
CYP inhibitory promiscuity	+	0.5703	57.03%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8223	82.23%
Carcinogenicity (trinary)	Non-required	0.6968	69.68%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8881	88.81%
Skin irritation	-	0.8407	84.07%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8423	84.23%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6672	66.72%
skin sensitisation	-	0.7828	78.28%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8509	85.09%
Acute Oral Toxicity (c)	III	0.7458	74.58%
Estrogen receptor binding	+	0.7162	71.62%
Androgen receptor binding	+	0.7750	77.50%
Thyroid receptor binding	+	0.7249	72.49%
Glucocorticoid receptor binding	+	0.6494	64.94%
Aromatase binding	+	0.5341	53.41%
PPAR gamma	+	0.5842	58.42%
Honey bee toxicity	-	0.9219	92.19%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.9321	93.21%

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	96.71%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	93.75%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.78%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.66%	96.00%
CHEMBL2581	P07339	Cathepsin D	88.31%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.30%	89.62%
CHEMBL2535	P11166	Glucose transporter	86.66%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.40%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.02%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.29%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.96%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.34%	90.24%

Plants that contains it

• Daphne feddei
• Solanum aculeatissimum

Cross-Links

• PubChem: 54753843
• NPASS: NPC64063
• LOTUS: LTS0007141
• wikiData: Q105219253