9-Acetyl-8-hydroxy-5,9-dimethyl-4,11-dioxatricyclo[6.5.0.01,5]tridecane-3,12-dione

Details

• Internal ID: 28252882-d0d1-4ba4-8067-c109c1c06639
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 9-acetyl-8-hydroxy-5,9-dimethyl-4,11-dioxatricyclo[6.5.0.01,5]tridecane-3,12-dione
• SMILES (Canonical): CC(=O)C1(COC(=O)CC23C1(CCC2(OC(=O)C3)C)O)C
• SMILES (Isomeric): CC(=O)C1(COC(=O)CC23C1(CCC2(OC(=O)C3)C)O)C
• InChI: InChI=1S/C15H20O6/c1-9(16)12(2)8-20-10(17)6-14-7-11(18)21-13(14,3)4-5-15(12,14)19/h19H,4-8H2,1-3H3
• InChI Key: QTRIFUJLMWOHRH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.31 g/mol
• Exact Mass: 296.12598835 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9669	96.69%
Caco-2	+	0.7014	70.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6788	67.88%
OATP2B1 inhibitior	-	0.8482	84.82%
OATP1B1 inhibitior	+	0.9214	92.14%
OATP1B3 inhibitior	+	0.9035	90.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6217	62.17%
BSEP inhibitior	-	0.8711	87.11%
P-glycoprotein inhibitior	-	0.9172	91.72%
P-glycoprotein substrate	-	0.8220	82.20%
CYP3A4 substrate	+	0.5961	59.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8402	84.02%
CYP3A4 inhibition	-	0.8776	87.76%
CYP2C9 inhibition	-	0.8480	84.80%
CYP2C19 inhibition	-	0.9137	91.37%
CYP2D6 inhibition	-	0.9701	97.01%
CYP1A2 inhibition	-	0.7943	79.43%
CYP2C8 inhibition	-	0.9483	94.83%
CYP inhibitory promiscuity	-	0.9937	99.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6001	60.01%
Eye corrosion	-	0.9831	98.31%
Eye irritation	+	0.5898	58.98%
Skin irritation	-	0.6031	60.31%
Skin corrosion	-	0.8872	88.72%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6352	63.52%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.9110	91.10%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7817	78.17%
Acute Oral Toxicity (c)	III	0.3903	39.03%
Estrogen receptor binding	-	0.5134	51.34%
Androgen receptor binding	+	0.6342	63.42%
Thyroid receptor binding	-	0.6861	68.61%
Glucocorticoid receptor binding	-	0.7229	72.29%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.7564	75.64%
Honey bee toxicity	-	0.9117	91.17%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9098	90.98%

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	94.06%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.65%	96.77%
CHEMBL2581	P07339	Cathepsin D	89.14%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.49%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.09%	82.69%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.89%	80.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.42%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.65%	97.25%
CHEMBL4208	P20618	Proteasome component C5	81.13%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.06%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.93%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.79%	86.33%

Plants that contains it

• Illicium parvifolium subsp. oligandrum

Cross-Links

• PubChem: 74412942
• LOTUS: LTS0248556
• wikiData: Q105227882