[(1R,3R)-3-[(3R,5R)-5-(furan-3-yl)-2-oxooxolan-3-yl]-1-[(1S,2R,3S,6R)-3-hydroxy-1,2-dimethyl-7-oxabicyclo[4.1.0]heptan-2-yl]butyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 5451ac5c-b234-40e0-8bab-92a78bd4632a
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(1R,3R)-3-[(3R,5R)-5-(furan-3-yl)-2-oxooxolan-3-yl]-1-[(1S,2R,3S,6R)-3-hydroxy-1,2-dimethyl-7-oxabicyclo[4.1.0]heptan-2-yl]butyl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC(CC(C)C1CC(OC1=O)C2=COC=C2)C3(C(CCC4C3(O4)C)O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H](C[C@@H](C)[C@H]1C[C@@H](OC1=O)C2=COC=C2)[C@]3([C@H](CC[C@@H]4[C@]3(O4)C)O)C
• InChI: InChI=1S/C25H34O7/c1-6-14(2)22(27)31-21(24(4)19(26)7-8-20-25(24,5)32-20)11-15(3)17-12-18(30-23(17)28)16-9-10-29-13-16/h6,9-10,13,15,17-21,26H,7-8,11-12H2,1-5H3/b14-6-/t15-,17-,18-,19+,20-,21-,24-,25-/m1/s1
• InChI Key: DJMIMWXAZOSZSO-HHUUIOTASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₇
• Molecular Weight: 446.50 g/mol
• Exact Mass: 446.23045342 g/mol
• Topological Polar Surface Area (TPSA): 98.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 7
• 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	+	0.9833	98.33%
Caco-2	-	0.6836	68.36%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7491	74.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7657	76.57%
OATP1B3 inhibitior	+	0.7988	79.88%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9549	95.49%
P-glycoprotein inhibitior	+	0.6403	64.03%
P-glycoprotein substrate	+	0.6270	62.70%
CYP3A4 substrate	+	0.6832	68.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8836	88.36%
CYP3A4 inhibition	+	0.5500	55.00%
CYP2C9 inhibition	-	0.6172	61.72%
CYP2C19 inhibition	-	0.7183	71.83%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.6665	66.65%
CYP2C8 inhibition	-	0.6013	60.13%
CYP inhibitory promiscuity	-	0.8356	83.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5628	56.28%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9515	95.15%
Skin irritation	-	0.6047	60.47%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7780	77.80%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	-	0.8277	82.77%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6621	66.21%
Acute Oral Toxicity (c)	II	0.3947	39.47%
Estrogen receptor binding	+	0.9292	92.92%
Androgen receptor binding	+	0.6136	61.36%
Thyroid receptor binding	+	0.6634	66.34%
Glucocorticoid receptor binding	+	0.8849	88.49%
Aromatase binding	+	0.7350	73.50%
PPAR gamma	+	0.7328	73.28%
Honey bee toxicity	-	0.7810	78.10%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	98.15%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.89%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.16%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.45%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.70%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.59%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.95%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.39%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.51%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.26%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.97%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.77%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	80.64%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.57%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.53%	93.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.26%	98.75%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.03%	98.33%

Plants that contains it

• Microglossa pyrifolia

Cross-Links

• PubChem: 162879561
• LOTUS: LTS0207568
• wikiData: Q104982424