(R)-[(3R,4R,5S)-5-(1,3-benzodioxol-5-yl)-4-(hydroxymethyl)oxolan-3-yl]-(3,4-dimethoxyphenyl)methanol

Details

• Internal ID: 2bcaa392-d085-444a-aaa3-c84c81ae9622
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
• IUPAC Name: (R)-[(3R,4R,5S)-5-(1,3-benzodioxol-5-yl)-4-(hydroxymethyl)oxolan-3-yl]-(3,4-dimethoxyphenyl)methanol
• SMILES (Canonical): COC1=C(C=C(C=C1)C(C2COC(C2CO)C3=CC4=C(C=C3)OCO4)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)[C@@H]([C@H]2CO[C@@H]([C@H]2CO)C3=CC4=C(C=C3)OCO4)O)OC
• InChI: InChI=1S/C21H24O7/c1-24-16-5-3-12(7-18(16)25-2)20(23)15-10-26-21(14(15)9-22)13-4-6-17-19(8-13)28-11-27-17/h3-8,14-15,20-23H,9-11H2,1-2H3/t14-,15-,20-,21+/m0/s1
• InChI Key: FJXKIGDEXMHOCZ-LATRNWQMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.15220310 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9317	93.17%
Caco-2	-	0.5409	54.09%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7832	78.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8832	88.32%
P-glycoprotein inhibitior	+	0.6336	63.36%
P-glycoprotein substrate	-	0.6931	69.31%
CYP3A4 substrate	+	0.5513	55.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6723	67.23%
CYP3A4 inhibition	+	0.8360	83.60%
CYP2C9 inhibition	+	0.7003	70.03%
CYP2C19 inhibition	+	0.7501	75.01%
CYP2D6 inhibition	-	0.7126	71.26%
CYP1A2 inhibition	-	0.6675	66.75%
CYP2C8 inhibition	-	0.6709	67.09%
CYP inhibitory promiscuity	+	0.8845	88.45%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5157	51.57%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9360	93.60%
Skin irritation	-	0.8118	81.18%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7281	72.81%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.7323	73.23%
skin sensitisation	-	0.8339	83.39%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8225	82.25%
Acute Oral Toxicity (c)	III	0.5947	59.47%
Estrogen receptor binding	+	0.7495	74.95%
Androgen receptor binding	+	0.7633	76.33%
Thyroid receptor binding	+	0.5735	57.35%
Glucocorticoid receptor binding	-	0.4675	46.75%
Aromatase binding	-	0.6553	65.53%
PPAR gamma	+	0.6417	64.17%
Honey bee toxicity	-	0.8121	81.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9739	97.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.91%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.51%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.27%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.13%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.05%	92.62%
CHEMBL2581	P07339	Cathepsin D	89.37%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.17%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.89%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.53%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL261	P00915	Carbonic anhydrase I	86.37%	96.76%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.81%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.71%	94.80%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.38%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.02%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.55%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.00%	93.99%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.99%	89.50%
CHEMBL2535	P11166	Glucose transporter	82.63%	98.75%
CHEMBL4208	P20618	Proteasome component C5	82.21%	90.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.71%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.13%	95.89%

Plants that contains it

• Magnolia denudata

Cross-Links

• PubChem: 162938001
• LOTUS: LTS0156842
• wikiData: Q104996390