Magnosalicin

Details

• Internal ID: f1326752-cc55-469b-a374-7ba4b7fda24c
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,8-epoxylignans
• IUPAC Name: (2S,3R,4S,5S)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane
• SMILES (Canonical): CC1C(C(OC1C2=CC(=C(C=C2OC)OC)OC)C)C3=CC(=C(C=C3OC)OC)OC
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H](O[C@@H]1C2=CC(=C(C=C2OC)OC)OC)C)C3=CC(=C(C=C3OC)OC)OC
• InChI: InChI=1S/C24H32O7/c1-13-23(15-9-19(27-5)21(29-7)11-17(15)25-3)14(2)31-24(13)16-10-20(28-6)22(30-8)12-18(16)26-4/h9-14,23-24H,1-8H3/t13-,14-,23-,24-/m0/s1
• InChI Key: XCWBENSTFQIQNV-NHCASCSRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₇
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.21480336 g/mol
• Topological Polar Surface Area (TPSA): 64.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• 2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane
• 93376-03-5
• Magnosalicine
• C10657
• CHEBI:6644
• SCHEMBL4740193
• DTXSID40918473
• (2S,3R,4S,5S)-2,4-dimethyl-3,5-bis(2,4,5-trimethoxyphenyl)oxolane
• Q27107288

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.8559	85.59%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7927	79.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8307	83.07%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8382	83.82%
P-glycoprotein inhibitior	+	0.8779	87.79%
P-glycoprotein substrate	-	0.8426	84.26%
CYP3A4 substrate	-	0.5488	54.88%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.3534	35.34%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6935	69.35%
CYP2C19 inhibition	+	0.9101	91.01%
CYP2D6 inhibition	-	0.8826	88.26%
CYP1A2 inhibition	+	0.8929	89.29%
CYP2C8 inhibition	-	0.6436	64.36%
CYP inhibitory promiscuity	+	0.9695	96.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8708	87.08%
Carcinogenicity (trinary)	Danger	0.3357	33.57%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.7682	76.82%
Skin irritation	-	0.8564	85.64%
Skin corrosion	-	0.9824	98.24%
Ames mutagenesis	+	0.6363	63.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8157	81.57%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	+	0.5962	59.62%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.7082	70.82%
Acute Oral Toxicity (c)	III	0.6107	61.07%
Estrogen receptor binding	+	0.8791	87.91%
Androgen receptor binding	-	0.5345	53.45%
Thyroid receptor binding	+	0.7742	77.42%
Glucocorticoid receptor binding	+	0.6810	68.10%
Aromatase binding	+	0.5475	54.75%
PPAR gamma	+	0.6744	67.44%
Honey bee toxicity	-	0.8353	83.53%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9498	94.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.48%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.21%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.90%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.93%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.86%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.13%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.97%	97.21%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.80%	94.03%

Plants that contains it

• Acorus calamus var. angustatus
• Acorus gramineus

Cross-Links

• PubChem: 442895
• NPASS: NPC214115