(2S,3S)-4,4-bis(3,4-dimethoxyphenyl)-2,3-dimethylbutan-1-ol

Details

• Internal ID: ca6d8c37-830e-4d5b-922a-6e314eda834d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: (2S,3S)-4,4-bis(3,4-dimethoxyphenyl)-2,3-dimethylbutan-1-ol
• SMILES (Canonical): CC(CO)C(C)C(C1=CC(=C(C=C1)OC)OC)C2=CC(=C(C=C2)OC)OC
• SMILES (Isomeric): C[C@H](CO)[C@@H](C)C(C1=CC(=C(C=C1)OC)OC)C2=CC(=C(C=C2)OC)OC
• InChI: InChI=1S/C22H30O5/c1-14(13-23)15(2)22(16-7-9-18(24-3)20(11-16)26-5)17-8-10-19(25-4)21(12-17)27-6/h7-12,14-15,22-23H,13H2,1-6H3/t14-,15-/m1/s1
• InChI Key: QCYCSEDIGPJTTD-HUUCEWRRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.20932405 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.8876	88.76%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8101	81.01%
OATP2B1 inhibitior	-	0.8646	86.46%
OATP1B1 inhibitior	+	0.9081	90.81%
OATP1B3 inhibitior	+	0.9094	90.94%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8257	82.57%
P-glycoprotein inhibitior	+	0.7067	70.67%
P-glycoprotein substrate	-	0.6938	69.38%
CYP3A4 substrate	-	0.6680	66.80%
CYP2C9 substrate	-	0.7877	78.77%
CYP2D6 substrate	-	0.6648	66.48%
CYP3A4 inhibition	-	0.5407	54.07%
CYP2C9 inhibition	-	0.7873	78.73%
CYP2C19 inhibition	+	0.5093	50.93%
CYP2D6 inhibition	-	0.8349	83.49%
CYP1A2 inhibition	+	0.6052	60.52%
CYP2C8 inhibition	-	0.9182	91.82%
CYP inhibitory promiscuity	-	0.5975	59.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7767	77.67%
Carcinogenicity (trinary)	Non-required	0.6992	69.92%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.8852	88.52%
Skin irritation	-	0.8321	83.21%
Skin corrosion	-	0.9780	97.80%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8436	84.36%
Micronuclear	-	0.7541	75.41%
Hepatotoxicity	-	0.6571	65.71%
skin sensitisation	-	0.7617	76.17%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7564	75.64%
Acute Oral Toxicity (c)	III	0.6830	68.30%
Estrogen receptor binding	+	0.7495	74.95%
Androgen receptor binding	+	0.6778	67.78%
Thyroid receptor binding	+	0.7652	76.52%
Glucocorticoid receptor binding	+	0.6034	60.34%
Aromatase binding	+	0.7065	70.65%
PPAR gamma	+	0.6491	64.91%
Honey bee toxicity	-	0.9449	94.49%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.9705	97.05%

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	97.41%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	91.28%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.86%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.96%	96.00%
CHEMBL4208	P20618	Proteasome component C5	88.90%	90.00%
CHEMBL2581	P07339	Cathepsin D	88.15%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.94%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.60%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.02%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.54%	91.11%
CHEMBL2885	P07451	Carbonic anhydrase III	80.67%	87.45%

Plants that contains it

• Kadsura angustifolia

Cross-Links

• PubChem: 102129232
• LOTUS: LTS0056350
• wikiData: Q105218655