(1R,2S)-1-(3,4-dimethoxyphenyl)-2-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]propane-1,3-diol

Details

• Internal ID: 2853ba49-0eef-4029-aa52-dc104badac60
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1R,2S)-1-(3,4-dimethoxyphenyl)-2-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]propane-1,3-diol
• SMILES (Canonical): COC1=C(C=C(C=C1)C(C(CO)OC2=C(C=C(C=C2)C=CCO)OC)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)[C@H]([C@H](CO)OC2=C(C=C(C=C2)/C=C/CO)OC)O)OC
• InChI: InChI=1S/C21H26O7/c1-25-16-9-7-15(12-19(16)27-3)21(24)20(13-23)28-17-8-6-14(5-4-10-22)11-18(17)26-2/h4-9,11-12,20-24H,10,13H2,1-3H3/b5-4+/t20-,21+/m0/s1
• InChI Key: GAYRERFQJBZHBH-ARMKIQIJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₇
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.16785316 g/mol
• Topological Polar Surface Area (TPSA): 97.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9413	94.13%
Caco-2	+	0.6052	60.52%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6699	66.99%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9005	90.05%
P-glycoprotein inhibitior	+	0.8251	82.51%
P-glycoprotein substrate	-	0.6626	66.26%
CYP3A4 substrate	-	0.5451	54.51%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.6808	68.08%
CYP3A4 inhibition	+	0.5146	51.46%
CYP2C9 inhibition	-	0.7598	75.98%
CYP2C19 inhibition	-	0.6035	60.35%
CYP2D6 inhibition	-	0.8734	87.34%
CYP1A2 inhibition	+	0.5585	55.85%
CYP2C8 inhibition	-	0.7762	77.62%
CYP inhibitory promiscuity	+	0.5828	58.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8550	85.50%
Carcinogenicity (trinary)	Non-required	0.7313	73.13%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8980	89.80%
Skin irritation	-	0.8716	87.16%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6682	66.82%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	-	0.6144	61.44%
skin sensitisation	-	0.6365	63.65%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8734	87.34%
Acute Oral Toxicity (c)	III	0.7649	76.49%
Estrogen receptor binding	+	0.7798	77.98%
Androgen receptor binding	+	0.6459	64.59%
Thyroid receptor binding	+	0.6724	67.24%
Glucocorticoid receptor binding	+	0.7440	74.40%
Aromatase binding	-	0.6410	64.10%
PPAR gamma	+	0.5452	54.52%
Honey bee toxicity	-	0.9059	90.59%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8655	86.55%

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	98.21%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.24%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.29%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.73%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.89%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.43%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.95%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.21%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	86.69%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.93%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.65%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.60%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.74%	91.11%

Plants that contains it

• Magnolia biondii

Cross-Links

• PubChem: 10596544
• LOTUS: LTS0151273
• wikiData: Q105005718