[(2R,3R,4S)-4-[bis(7-methoxy-1,3-benzodioxol-5-yl)methyl]-2-hydroxyoxolan-3-yl]methyl acetate

Details

• Internal ID: 26f90e06-8593-4b92-ae11-f52f775fe600
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: [(2R,3R,4S)-4-[bis(7-methoxy-1,3-benzodioxol-5-yl)methyl]-2-hydroxyoxolan-3-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(COC1O)C(C2=CC3=C(C(=C2)OC)OCO3)C4=CC5=C(C(=C4)OC)OCO5
• SMILES (Isomeric): CC(=O)OC[C@H]1[C@@H](CO[C@H]1O)C(C2=CC3=C(C(=C2)OC)OCO3)C4=CC5=C(C(=C4)OC)OCO5
• InChI: InChI=1S/C24H26O10/c1-12(25)29-9-16-15(8-30-24(16)26)21(13-4-17(27-2)22-19(6-13)31-10-33-22)14-5-18(28-3)23-20(7-14)32-11-34-23/h4-7,15-16,21,24,26H,8-11H2,1-3H3/t15-,16+,24-/m1/s1
• InChI Key: BEFHUUYVJNIVJO-JRLRZGBRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₀
• Molecular Weight: 474.50 g/mol
• Exact Mass: 474.15259702 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9764	97.64%
Caco-2	+	0.5163	51.63%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7646	76.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9239	92.39%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9098	90.98%
P-glycoprotein inhibitior	+	0.7568	75.68%
P-glycoprotein substrate	-	0.6569	65.69%
CYP3A4 substrate	+	0.5717	57.17%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8458	84.58%
CYP3A4 inhibition	+	0.8460	84.60%
CYP2C9 inhibition	+	0.7203	72.03%
CYP2C19 inhibition	+	0.8312	83.12%
CYP2D6 inhibition	-	0.8388	83.88%
CYP1A2 inhibition	-	0.6702	67.02%
CYP2C8 inhibition	-	0.8416	84.16%
CYP inhibitory promiscuity	+	0.6600	66.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5591	55.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9219	92.19%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	+	0.5692	56.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.7899	78.99%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7915	79.15%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6651	66.51%
Acute Oral Toxicity (c)	III	0.4475	44.75%
Estrogen receptor binding	+	0.8118	81.18%
Androgen receptor binding	+	0.7697	76.97%
Thyroid receptor binding	+	0.6638	66.38%
Glucocorticoid receptor binding	+	0.8346	83.46%
Aromatase binding	-	0.5884	58.84%
PPAR gamma	+	0.5934	59.34%
Honey bee toxicity	-	0.7011	70.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.70%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.39%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.28%	94.80%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.97%	97.21%
CHEMBL2581	P07339	Cathepsin D	92.21%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.15%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	90.72%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.52%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.09%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.26%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.03%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.80%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.70%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.92%	89.62%
CHEMBL340	P08684	Cytochrome P450 3A4	86.78%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.46%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.40%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.80%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.03%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.63%	97.09%
CHEMBL5028	O14672	ADAM10	81.54%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.38%	96.95%
CHEMBL4208	P20618	Proteasome component C5	81.21%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.01%	100.00%

Plants that contains it

• Metanarthecium luteoviride
• Pandanus tectorius
• Peperomia blanda
• Peperomia heyneana
• Sarcococca saligna

Cross-Links

• PubChem: 100953204
• NPASS: NPC241528
• LOTUS: LTS0086754
• wikiData: Q104932795