(3R,4R)-5,5-bis(3,4-dimethoxyphenyl)-3,4-dimethylpentan-1-ol

Details

• Internal ID: 87848cac-f79f-4356-a417-0fb1b3f8474e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: (3R,4R)-5,5-bis(3,4-dimethoxyphenyl)-3,4-dimethylpentan-1-ol
• SMILES (Canonical): CC(CCO)C(C)C(C1=CC(=C(C=C1)OC)OC)C2=CC(=C(C=C2)OC)OC
• SMILES (Isomeric): C[C@H](CCO)[C@@H](C)C(C1=CC(=C(C=C1)OC)OC)C2=CC(=C(C=C2)OC)OC
• InChI: InChI=1S/C23H32O5/c1-15(11-12-24)16(2)23(17-7-9-19(25-3)21(13-17)27-5)18-8-10-20(26-4)22(14-18)28-6/h7-10,13-16,23-24H,11-12H2,1-6H3/t15-,16-/m1/s1
• InChI Key: PLIRGXSBVYCXHC-HZPDHXFCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₅
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.22497412 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.8385	83.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8041	80.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.8843	88.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8637	86.37%
P-glycoprotein inhibitior	+	0.7265	72.65%
P-glycoprotein substrate	-	0.5757	57.57%
CYP3A4 substrate	-	0.6381	63.81%
CYP2C9 substrate	-	0.6220	62.20%
CYP2D6 substrate	+	0.3916	39.16%
CYP3A4 inhibition	-	0.6358	63.58%
CYP2C9 inhibition	-	0.8364	83.64%
CYP2C19 inhibition	-	0.6924	69.24%
CYP2D6 inhibition	-	0.9055	90.55%
CYP1A2 inhibition	-	0.5681	56.81%
CYP2C8 inhibition	-	0.9142	91.42%
CYP inhibitory promiscuity	-	0.8028	80.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.7426	74.26%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8931	89.31%
Skin irritation	-	0.7117	71.17%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8879	88.79%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6112	61.12%
skin sensitisation	-	0.7749	77.49%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7341	73.41%
Acute Oral Toxicity (c)	III	0.7315	73.15%
Estrogen receptor binding	+	0.7635	76.35%
Androgen receptor binding	+	0.6893	68.93%
Thyroid receptor binding	+	0.7762	77.62%
Glucocorticoid receptor binding	+	0.7145	71.45%
Aromatase binding	+	0.7116	71.16%
PPAR gamma	+	0.6440	64.40%
Honey bee toxicity	-	0.9438	94.38%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6649	66.49%
Fish aquatic toxicity	+	0.8588	85.88%

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	97.80%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.11%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.81%	96.00%
CHEMBL2581	P07339	Cathepsin D	88.18%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	87.74%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.03%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.12%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.56%	98.75%
CHEMBL2885	P07451	Carbonic anhydrase III	84.69%	87.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.10%	91.11%
CHEMBL4208	P20618	Proteasome component C5	83.56%	90.00%
CHEMBL1907	P15144	Aminopeptidase N	82.41%	93.31%

Plants that contains it

• Daphne feddei

Cross-Links

• PubChem: 162999360
• LOTUS: LTS0017673
• wikiData: Q105210951