1,4-Butanediol, 2,3-bis[(3,4-dimethoxyphenyl)methyl]-

Details

• Internal ID: 99db0bcc-f67d-45bb-9279-8f029964ff84
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans > Dibenzylbutanediol lignans
• IUPAC Name: 2,3-bis[(3,4-dimethoxyphenyl)methyl]butane-1,4-diol
• SMILES (Canonical): COC1=C(C=C(C=C1)CC(CO)C(CC2=CC(=C(C=C2)OC)OC)CO)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)CC(CO)C(CC2=CC(=C(C=C2)OC)OC)CO)OC
• InChI: InChI=1S/C22H30O6/c1-25-19-7-5-15(11-21(19)27-3)9-17(13-23)18(14-24)10-16-6-8-20(26-2)22(12-16)28-4/h5-8,11-12,17-18,23-24H,9-10,13-14H2,1-4H3
• InChI Key: RCYOEYNMEUHMEP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₆
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.20423867 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

• 93578-48-4
• NSC157109
• SCHEMBL4072201
• DTXSID10303175
• NSC-157109

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9369	93.69%
Caco-2	+	0.6074	60.74%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8877	88.77%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9084	90.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9013	90.13%
P-glycoprotein inhibitior	+	0.7730	77.30%
P-glycoprotein substrate	-	0.7299	72.99%
CYP3A4 substrate	-	0.6235	62.35%
CYP2C9 substrate	-	0.7877	78.77%
CYP2D6 substrate	+	0.4384	43.84%
CYP3A4 inhibition	+	0.6283	62.83%
CYP2C9 inhibition	-	0.5951	59.51%
CYP2C19 inhibition	+	0.6265	62.65%
CYP2D6 inhibition	-	0.8623	86.23%
CYP1A2 inhibition	+	0.5522	55.22%
CYP2C8 inhibition	+	0.4717	47.17%
CYP inhibitory promiscuity	+	0.5911	59.11%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7460	74.60%
Carcinogenicity (trinary)	Non-required	0.6678	66.78%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8454	84.54%
Skin irritation	-	0.8558	85.58%
Skin corrosion	-	0.9720	97.20%
Ames mutagenesis	-	0.7844	78.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.8739	87.39%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6922	69.22%
skin sensitisation	-	0.8198	81.98%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8115	81.15%
Acute Oral Toxicity (c)	III	0.7296	72.96%
Estrogen receptor binding	+	0.7952	79.52%
Androgen receptor binding	+	0.6867	68.67%
Thyroid receptor binding	+	0.5984	59.84%
Glucocorticoid receptor binding	+	0.6034	60.34%
Aromatase binding	-	0.5101	51.01%
PPAR gamma	+	0.5834	58.34%
Honey bee toxicity	-	0.9162	91.62%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.9516	95.16%

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	96.69%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	95.69%	90.20%
CHEMBL2581	P07339	Cathepsin D	93.60%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.98%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.20%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.68%	98.75%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.61%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.21%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.57%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.44%	95.50%

Plants that contains it

• Araucaria angustifolia
• Justicia procumbens

Cross-Links

• PubChem: 291725
• LOTUS: LTS0095053
• wikiData: Q82048331