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

Details

• Internal ID: 0134f40e-80c2-4694-b263-e1b1efc4686e
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactols
• IUPAC Name: (2S,3S,4R)-3,4-bis(1,3-benzodioxol-5-ylmethyl)oxolan-2-ol
• SMILES (Canonical): C1C(C(C(O1)O)CC2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5
• SMILES (Isomeric): C1[C@@H]([C@@H]([C@H](O1)O)CC2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5
• InChI: InChI=1S/C20H20O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,7-8,14-15,20-21H,5-6,9-11H2/t14-,15-,20-/m0/s1
• InChI Key: DIYWRNLYKJKHAM-AVYPCKFXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9654	96.54%
Caco-2	+	0.6691	66.91%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8151	81.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9469	94.69%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8919	89.19%
P-glycoprotein inhibitior	+	0.6087	60.87%
P-glycoprotein substrate	-	0.8462	84.62%
CYP3A4 substrate	-	0.5816	58.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6945	69.45%
CYP3A4 inhibition	+	0.7484	74.84%
CYP2C9 inhibition	+	0.6704	67.04%
CYP2C19 inhibition	+	0.7681	76.81%
CYP2D6 inhibition	-	0.6042	60.42%
CYP1A2 inhibition	+	0.7053	70.53%
CYP2C8 inhibition	-	0.8202	82.02%
CYP inhibitory promiscuity	+	0.6174	61.74%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4229	42.29%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.6640	66.40%
Skin irritation	-	0.6701	67.01%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7857	78.57%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5050	50.50%
skin sensitisation	-	0.7655	76.55%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8558	85.58%
Acute Oral Toxicity (c)	III	0.5397	53.97%
Estrogen receptor binding	+	0.8352	83.52%
Androgen receptor binding	+	0.7343	73.43%
Thyroid receptor binding	+	0.5617	56.17%
Glucocorticoid receptor binding	-	0.5556	55.56%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7737	77.37%
Honey bee toxicity	-	0.8615	86.15%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9883	98.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.78%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.14%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.79%	94.80%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.33%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.97%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	85.83%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.06%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.83%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.62%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.49%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.30%	95.89%

Plants that contains it

• Aristolochia lagesiana

Cross-Links

• PubChem: 26314864
• LOTUS: LTS0245628
• wikiData: Q104981825