[(1aR,2S,3S,3'S,3aS,5S,7bS)-3'-(hydroxymethyl)-3,3',3a-trimethyl-6-oxospiro[2,3,4,7b-tetrahydro-1aH-naphtho[1,2-b]oxirene-5,2'-oxirane]-2-yl] acetate

Details

• Internal ID: b0da8ea6-4f3a-4be0-9cec-c88235690144
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(1aR,2S,3S,3'S,3aS,5S,7bS)-3'-(hydroxymethyl)-3,3',3a-trimethyl-6-oxospiro[2,3,4,7b-tetrahydro-1aH-naphtho[1,2-b]oxirene-5,2'-oxirane]-2-yl] acetate
• InChI: InChI=1S/C17H22O6/c1-8-12(21-9(2)19)14-13(22-14)10-5-11(20)17(6-15(8,10)3)16(4,7-18)23-17/h5,8,12-14,18H,6-7H2,1-4H3/t8-,12+,13+,14-,15+,16+,17-/m1/s1
• InChI Key: AVFUXCSVVLQAGL-FFYIBEAFSA-N
• Popularity: 2 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): 88.70 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9667	96.67%
Caco-2	+	0.6088	60.88%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7700	77.00%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8270	82.70%
OATP1B3 inhibitior	+	0.8812	88.12%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6162	61.62%
P-glycoprotein inhibitior	-	0.7673	76.73%
P-glycoprotein substrate	-	0.7694	76.94%
CYP3A4 substrate	+	0.6254	62.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8958	89.58%
CYP3A4 inhibition	-	0.6587	65.87%
CYP2C9 inhibition	-	0.8582	85.82%
CYP2C19 inhibition	-	0.8986	89.86%
CYP2D6 inhibition	-	0.9507	95.07%
CYP1A2 inhibition	-	0.7969	79.69%
CYP2C8 inhibition	-	0.8053	80.53%
CYP inhibitory promiscuity	-	0.9044	90.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5451	54.51%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9682	96.82%
Skin irritation	-	0.5618	56.18%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5076	50.76%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.6217	62.17%
skin sensitisation	-	0.8315	83.15%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7868	78.68%
Acute Oral Toxicity (c)	III	0.3839	38.39%
Estrogen receptor binding	+	0.6749	67.49%
Androgen receptor binding	+	0.6479	64.79%
Thyroid receptor binding	+	0.7273	72.73%
Glucocorticoid receptor binding	+	0.6726	67.26%
Aromatase binding	-	0.4898	48.98%
PPAR gamma	-	0.5465	54.65%
Honey bee toxicity	-	0.9021	90.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7150	71.50%
Fish aquatic toxicity	+	0.9882	98.82%

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	98.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.75%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.45%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.18%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.96%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.31%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.54%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.07%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.10%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.09%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.77%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.54%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162963428
• LOTUS: LTS0062138
• wikiData: Q105100186