(2R,3R,4R,5S)-5-(1,3-benzodioxol-5-yl)-3-(1,3-benzodioxol-5-ylmethyl)-4-(hydroxymethyl)oxolan-2-ol

Details

• Internal ID: 48a0779c-d802-4fa3-bf77-08c6edda3416
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
• IUPAC Name: (2R,3R,4R,5S)-5-(1,3-benzodioxol-5-yl)-3-(1,3-benzodioxol-5-ylmethyl)-4-(hydroxymethyl)oxolan-2-ol
• InChI: InChI=1S/C20H20O7/c21-8-14-13(5-11-1-3-15-17(6-11)25-9-23-15)20(22)27-19(14)12-2-4-16-18(7-12)26-10-24-16/h1-4,6-7,13-14,19-22H,5,8-10H2/t13-,14+,19-,20-/m1/s1
• InChI Key: UKAWKJJAYPMFJL-RYMBOPBQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.12090297 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9345	93.45%
Caco-2	-	0.6245	62.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7271	72.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8830	88.30%
P-glycoprotein inhibitior	+	0.5793	57.93%
P-glycoprotein substrate	-	0.9384	93.84%
CYP3A4 substrate	-	0.5515	55.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7254	72.54%
CYP3A4 inhibition	+	0.5227	52.27%
CYP2C9 inhibition	+	0.5891	58.91%
CYP2C19 inhibition	+	0.5707	57.07%
CYP2D6 inhibition	-	0.7101	71.01%
CYP1A2 inhibition	-	0.5898	58.98%
CYP2C8 inhibition	-	0.8052	80.52%
CYP inhibitory promiscuity	+	0.7720	77.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4428	44.28%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8350	83.50%
Skin irritation	-	0.7110	71.10%
Skin corrosion	-	0.9431	94.31%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7428	74.28%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6927	69.27%
skin sensitisation	-	0.8453	84.53%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7437	74.37%
Acute Oral Toxicity (c)	III	0.5129	51.29%
Estrogen receptor binding	+	0.7954	79.54%
Androgen receptor binding	+	0.7001	70.01%
Thyroid receptor binding	+	0.5212	52.12%
Glucocorticoid receptor binding	-	0.6248	62.48%
Aromatase binding	+	0.5543	55.43%
PPAR gamma	+	0.7249	72.49%
Honey bee toxicity	-	0.8713	87.13%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9675	96.75%

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	97.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.00%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.61%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.69%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.71%	92.62%
CHEMBL2581	P07339	Cathepsin D	87.92%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.10%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.36%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.31%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.14%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.77%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.79%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.67%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.31%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.13%	95.89%

Plants that contains it

• Lindera triloba

Cross-Links

• PubChem: 101682498
• LOTUS: LTS0133825
• wikiData: Q105274424