[(2S,3R)-3-hydroxy-4-[(1S,2R)-1-(7-methoxy-1,3-benzodioxol-5-yl)-1-[(Z)-2-methylbut-2-enoyl]oxypropan-2-yl]oxy-3-methyl-4-oxobutan-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: 3532c561-bcea-4522-b933-27fe39117c44
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: [(2S,3R)-3-hydroxy-4-[(1S,2R)-1-(7-methoxy-1,3-benzodioxol-5-yl)-1-[(Z)-2-methylbut-2-enoyl]oxypropan-2-yl]oxy-3-methyl-4-oxobutan-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate
• InChI: InChI=1S/C26H34O11/c1-9-13(2)22(27)36-20(17-10-18(31-8)21-19(11-17)32-12-33-21)14(3)34-23(28)25(6,30)15(4)35-24(29)26(7)16(5)37-26/h9-11,14-16,20,30H,12H2,1-8H3/b13-9-/t14-,15+,16+,20-,25-,26+/m1/s1
• InChI Key: SNUWKCNNHWRAHX-QYQSAZTMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₁₁
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.21011190 g/mol
• Topological Polar Surface Area (TPSA): 139.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	-	0.7481	74.81%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7105	71.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8653	86.53%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9601	96.01%
P-glycoprotein inhibitior	+	0.8001	80.01%
P-glycoprotein substrate	+	0.5780	57.80%
CYP3A4 substrate	+	0.6720	67.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	+	0.7871	78.71%
CYP2C9 inhibition	-	0.5313	53.13%
CYP2C19 inhibition	+	0.5445	54.45%
CYP2D6 inhibition	-	0.8305	83.05%
CYP1A2 inhibition	-	0.6576	65.76%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.5230	52.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4212	42.12%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.9128	91.28%
Skin irritation	-	0.7149	71.49%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4035	40.35%
Micronuclear	+	0.7374	73.74%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.6349	63.49%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4724	47.24%
Acute Oral Toxicity (c)	III	0.4270	42.70%
Estrogen receptor binding	+	0.8003	80.03%
Androgen receptor binding	+	0.6296	62.96%
Thyroid receptor binding	+	0.6042	60.42%
Glucocorticoid receptor binding	+	0.7849	78.49%
Aromatase binding	+	0.5886	58.86%
PPAR gamma	+	0.6505	65.05%
Honey bee toxicity	-	0.6427	64.27%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9623	96.23%

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	98.55%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.09%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.79%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.54%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.45%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.03%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.69%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.53%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.58%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.50%	97.25%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	89.15%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.97%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.81%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.41%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.05%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.03%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	87.61%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.45%	91.07%
CHEMBL325	Q13547	Histone deacetylase 1	86.44%	95.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.38%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.64%	91.03%
CHEMBL2535	P11166	Glucose transporter	83.74%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.49%	94.73%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.18%	92.88%
CHEMBL2581	P07339	Cathepsin D	82.08%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.87%	89.62%

Plants that contains it

• Thapsia villosa

Cross-Links

• PubChem: 163188317
• LOTUS: LTS0081980
• wikiData: Q105256695