2-[2-[(3S,4R)-4-hydroxy-3-[(2R)-2-methoxy-4-methyl-5-oxofuran-2-yl]-2,2-dimethyl-7-oxo-3,4-dihydrooxepin-6-yl]ethyl]-3-methylbut-2-enal

Details

• Internal ID: 4d36a7c6-a961-426c-9a0a-1a3c1a391e4b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: 2-[2-[(3S,4R)-4-hydroxy-3-[(2R)-2-methoxy-4-methyl-5-oxofuran-2-yl]-2,2-dimethyl-7-oxo-3,4-dihydrooxepin-6-yl]ethyl]-3-methylbut-2-enal
• SMILES (Canonical): CC1=CC(OC1=O)(C2C(C=C(C(=O)OC2(C)C)CCC(=C(C)C)C=O)O)OC
• SMILES (Isomeric): CC1=C[C@@](OC1=O)([C@H]2[C@@H](C=C(C(=O)OC2(C)C)CCC(=C(C)C)C=O)O)OC
• InChI: InChI=1S/C21H28O7/c1-12(2)15(11-22)8-7-14-9-16(23)17(20(4,5)27-19(14)25)21(26-6)10-13(3)18(24)28-21/h9-11,16-17,23H,7-8H2,1-6H3/t16-,17+,21-/m1/s1
• InChI Key: DRGJVXACADCLMU-LLGFUMIMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₇
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.18350323 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.39
• 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	+	0.9391	93.91%
Caco-2	-	0.5124	51.24%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7397	73.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8414	84.14%
OATP1B3 inhibitior	+	0.8416	84.16%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6517	65.17%
P-glycoprotein inhibitior	-	0.4493	44.93%
P-glycoprotein substrate	-	0.6049	60.49%
CYP3A4 substrate	+	0.6631	66.31%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8721	87.21%
CYP3A4 inhibition	-	0.8452	84.52%
CYP2C9 inhibition	-	0.6012	60.12%
CYP2C19 inhibition	-	0.7023	70.23%
CYP2D6 inhibition	-	0.9161	91.61%
CYP1A2 inhibition	-	0.6971	69.71%
CYP2C8 inhibition	+	0.5629	56.29%
CYP inhibitory promiscuity	-	0.6906	69.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8553	85.53%
Carcinogenicity (trinary)	Non-required	0.4902	49.02%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.8750	87.50%
Skin irritation	-	0.6356	63.56%
Skin corrosion	-	0.9007	90.07%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4855	48.55%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7704	77.04%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8454	84.54%
Acute Oral Toxicity (c)	III	0.5022	50.22%
Estrogen receptor binding	+	0.6134	61.34%
Androgen receptor binding	+	0.6076	60.76%
Thyroid receptor binding	+	0.5784	57.84%
Glucocorticoid receptor binding	+	0.6581	65.81%
Aromatase binding	-	0.5973	59.73%
PPAR gamma	+	0.5479	54.79%
Honey bee toxicity	-	0.5468	54.68%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9075	90.75%

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	98.08%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.33%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.90%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.68%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.15%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.96%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.87%	90.24%
CHEMBL325	Q13547	Histone deacetylase 1	86.54%	95.92%
CHEMBL1937	Q92769	Histone deacetylase 2	83.79%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.62%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.53%	94.45%
CHEMBL5028	O14672	ADAM10	80.12%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162963470
• LOTUS: LTS0253164
• wikiData: Q104987395