[(1R,5S,6R,9S)-1-(2,6-dimethylhepta-1,5-dienyl)-6-hydroxy-3-oxo-2-oxaspiro[4.5]dec-7-en-9-yl] acetate

Details

• Internal ID: 36513b42-3d6d-4d7b-b570-76b8d2e9ec13
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(1R,5S,6R,9S)-1-(2,6-dimethylhepta-1,5-dienyl)-6-hydroxy-3-oxo-2-oxaspiro[4.5]dec-7-en-9-yl] acetate
• InChI: InChI=1S/C20H28O5/c1-13(2)6-5-7-14(3)10-18-20(12-19(23)25-18)11-16(24-15(4)21)8-9-17(20)22/h6,8-10,16-18,22H,5,7,11-12H2,1-4H3/t16-,17-,18-,20+/m1/s1
• InChI Key: NKLDAIQKFGVGAV-MLYOOKFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	-	0.5188	51.88%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7612	76.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8457	84.57%
OATP1B3 inhibitior	-	0.2509	25.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8077	80.77%
P-glycoprotein inhibitior	-	0.5798	57.98%
P-glycoprotein substrate	-	0.7394	73.94%
CYP3A4 substrate	+	0.6330	63.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.6838	68.38%
CYP2C9 inhibition	-	0.7032	70.32%
CYP2C19 inhibition	-	0.8373	83.73%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.7735	77.35%
CYP2C8 inhibition	-	0.7831	78.31%
CYP inhibitory promiscuity	-	0.8902	89.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5657	56.57%
Eye corrosion	-	0.9744	97.44%
Eye irritation	-	0.9550	95.50%
Skin irritation	-	0.5357	53.57%
Skin corrosion	-	0.8535	85.35%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5212	52.12%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6372	63.72%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5059	50.59%
Acute Oral Toxicity (c)	III	0.5538	55.38%
Estrogen receptor binding	+	0.7660	76.60%
Androgen receptor binding	-	0.4889	48.89%
Thyroid receptor binding	-	0.4892	48.92%
Glucocorticoid receptor binding	+	0.6918	69.18%
Aromatase binding	-	0.5497	54.97%
PPAR gamma	-	0.4838	48.38%
Honey bee toxicity	-	0.6305	63.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9447	94.47%

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	98.14%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.72%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.56%	90.17%
CHEMBL2581	P07339	Cathepsin D	88.41%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.17%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.58%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.39%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.03%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.00%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.70%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.65%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	80.96%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.39%	99.23%

Plants that contains it

• Miliusa balansae

Cross-Links

• PubChem: 162919757
• LOTUS: LTS0128030
• wikiData: Q105180635