[(1R,1'R,3'S,4S,5S,5'S,6'S,7'S,8'S,9'S)-5',6',7',8'-tetramethyl-3-oxospiro[2,6-dioxabicyclo[3.1.0]hexane-4,4'-2-oxatricyclo[4.2.1.03,7]nonane]-9'-yl] acetate

Details

• Internal ID: 1c5167bd-3407-49e5-9ed7-9cd4809efbb2
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(1R,1'R,3'S,4S,5S,5'S,6'S,7'S,8'S,9'S)-5',6',7',8'-tetramethyl-3-oxospiro[2,6-dioxabicyclo[3.1.0]hexane-4,4'-2-oxatricyclo[4.2.1.03,7]nonane]-9'-yl] acetate
• SMILES (Canonical): CC1C2C(C3(C1(C(O2)C4(C3C)C5C(O5)OC4=O)C)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1[C@@H]2[C@H]([C@@]3([C@]1([C@H](O2)[C@@]4([C@H]3C)[C@H]5[C@H](O5)OC4=O)C)C)OC(=O)C
• InChI: InChI=1S/C17H22O6/c1-6-9-10(20-8(3)18)16(5)7(2)17(13(21-9)15(6,16)4)11-12(22-11)23-14(17)19/h6-7,9-13H,1-5H3/t6-,7+,9-,10-,11-,12-,13+,15-,16-,17-/m1/s1
• InChI Key: UKEDHZZQZRAITE-KZMLONJVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 74.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9563	95.63%
Caco-2	-	0.6118	61.18%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5772	57.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8797	87.97%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9325	93.25%
P-glycoprotein inhibitior	-	0.6349	63.49%
P-glycoprotein substrate	-	0.7643	76.43%
CYP3A4 substrate	+	0.5960	59.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.5297	52.97%
CYP2C9 inhibition	-	0.9450	94.50%
CYP2C19 inhibition	-	0.7687	76.87%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.8901	89.01%
CYP2C8 inhibition	-	0.8816	88.16%
CYP inhibitory promiscuity	-	0.8128	81.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4676	46.76%
Eye corrosion	-	0.9631	96.31%
Eye irritation	-	0.7043	70.43%
Skin irritation	-	0.7364	73.64%
Skin corrosion	-	0.9050	90.50%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6768	67.68%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.7833	78.33%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7957	79.57%
Acute Oral Toxicity (c)	III	0.4294	42.94%
Estrogen receptor binding	+	0.8567	85.67%
Androgen receptor binding	+	0.6009	60.09%
Thyroid receptor binding	-	0.5177	51.77%
Glucocorticoid receptor binding	-	0.6553	65.53%
Aromatase binding	-	0.5469	54.69%
PPAR gamma	+	0.6975	69.75%
Honey bee toxicity	-	0.7566	75.66%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.8260	82.60%

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	96.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.36%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	88.03%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.84%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	85.33%	83.82%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.50%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.36%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.21%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.82%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.11%	95.56%

Plants that contains it

• Frullanoides densifolia

Cross-Links

• PubChem: 162991449
• LOTUS: LTS0144548
• wikiData: Q105274476