(3S,4R)-3-[(S)-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(3,4-dimethoxyphenyl)methyl]oxolan-2-one

Details

• Internal ID: 346d2f65-d039-4492-b35b-cd782a06b248
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
• IUPAC Name: (3S,4R)-3-[(S)-1,3-benzodioxol-5-yl(hydroxy)methyl]-4-[(3,4-dimethoxyphenyl)methyl]oxolan-2-one
• InChI: InChI=1S/C21H22O7/c1-24-15-5-3-12(8-17(15)25-2)7-14-10-26-21(23)19(14)20(22)13-4-6-16-18(9-13)28-11-27-16/h3-6,8-9,14,19-20,22H,7,10-11H2,1-2H3/t14-,19-,20+/m0/s1
• InChI Key: ARVNAKBKMLHRDP-PNHOKKKMSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₇
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.13655304 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9511	95.11%
Caco-2	+	0.6408	64.08%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7539	75.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9026	90.26%
P-glycoprotein inhibitior	+	0.7180	71.80%
P-glycoprotein substrate	-	0.5785	57.85%
CYP3A4 substrate	+	0.5705	57.05%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7519	75.19%
CYP3A4 inhibition	+	0.8456	84.56%
CYP2C9 inhibition	+	0.9392	93.92%
CYP2C19 inhibition	+	0.9329	93.29%
CYP2D6 inhibition	+	0.6372	63.72%
CYP1A2 inhibition	-	0.7599	75.99%
CYP2C8 inhibition	-	0.6508	65.08%
CYP inhibitory promiscuity	+	0.8961	89.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4278	42.78%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.8808	88.08%
Skin irritation	-	0.7741	77.41%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6944	69.44%
Micronuclear	+	0.7433	74.33%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6718	67.18%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8143	81.43%
Acute Oral Toxicity (c)	III	0.4938	49.38%
Estrogen receptor binding	+	0.8571	85.71%
Androgen receptor binding	+	0.7155	71.55%
Thyroid receptor binding	+	0.6212	62.12%
Glucocorticoid receptor binding	+	0.6772	67.72%
Aromatase binding	-	0.6468	64.68%
PPAR gamma	+	0.6140	61.40%
Honey bee toxicity	-	0.7764	77.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9419	94.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.44%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	99.32%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.14%	96.09%
CHEMBL261	P00915	Carbonic anhydrase I	98.01%	96.76%
CHEMBL2581	P07339	Cathepsin D	97.99%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.16%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.93%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.54%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.71%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.20%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.95%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.71%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.08%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.68%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.25%	99.17%
CHEMBL2535	P11166	Glucose transporter	87.05%	98.75%
CHEMBL4208	P20618	Proteasome component C5	85.38%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.38%	89.50%
CHEMBL5555	O00767	Acyl-CoA desaturase	84.04%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.96%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.52%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	83.42%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.74%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.62%	91.19%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.93%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.45%	89.00%

Plants that contains it

• Micranthemum umbrosum

Cross-Links

• PubChem: 163066875
• LOTUS: LTS0011399
• wikiData: Q104917597