[(1S,3S,5R,7R,8Z,11S,12S)-3,8,12-trimethyl-13-oxo-4,14-dioxatricyclo[9.3.0.03,5]tetradec-8-en-7-yl] acetate

Details

• Internal ID: fe335530-3b22-45ba-a3d1-5feb463b77af
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(1S,3S,5R,7R,8Z,11S,12S)-3,8,12-trimethyl-13-oxo-4,14-dioxatricyclo[9.3.0.03,5]tetradec-8-en-7-yl] acetate
• SMILES (Canonical): CC1C2CC=C(C(CC3C(O3)(CC2OC1=O)C)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2C/C=C(\[C@@H](C[C@@H]3[C@@](O3)(C[C@@H]2OC1=O)C)OC(=O)C)/C
• InChI: InChI=1S/C17H24O5/c1-9-5-6-12-10(2)16(19)21-14(12)8-17(4)15(22-17)7-13(9)20-11(3)18/h5,10,12-15H,6-8H2,1-4H3/b9-5-/t10-,12-,13+,14-,15+,17-/m0/s1
• InChI Key: YOPOISAWCWRKES-AHPHRGSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 5
• 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	+	0.9901	99.01%
Caco-2	+	0.7206	72.06%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6252	62.52%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9141	91.41%
OATP1B3 inhibitior	+	0.8916	89.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5680	56.80%
P-glycoprotein inhibitior	-	0.6485	64.85%
P-glycoprotein substrate	-	0.5808	58.08%
CYP3A4 substrate	+	0.6501	65.01%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.7231	72.31%
CYP2C9 inhibition	-	0.8503	85.03%
CYP2C19 inhibition	-	0.8558	85.58%
CYP2D6 inhibition	-	0.9597	95.97%
CYP1A2 inhibition	-	0.5654	56.54%
CYP2C8 inhibition	-	0.8061	80.61%
CYP inhibitory promiscuity	-	0.9119	91.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5170	51.70%
Eye corrosion	-	0.9731	97.31%
Eye irritation	-	0.8640	86.40%
Skin irritation	-	0.5842	58.42%
Skin corrosion	-	0.9056	90.56%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4707	47.07%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.8178	81.78%
skin sensitisation	-	0.6886	68.86%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7328	73.28%
Acute Oral Toxicity (c)	III	0.4538	45.38%
Estrogen receptor binding	+	0.8374	83.74%
Androgen receptor binding	-	0.5241	52.41%
Thyroid receptor binding	+	0.5492	54.92%
Glucocorticoid receptor binding	+	0.7584	75.84%
Aromatase binding	-	0.5357	53.57%
PPAR gamma	+	0.5768	57.68%
Honey bee toxicity	-	0.6840	68.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9904	99.04%

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	95.63%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.55%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.46%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.19%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.34%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.13%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.04%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	87.81%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.15%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.06%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.40%	95.56%

Plants that contains it

• Stevia yaconensis

Cross-Links

• PubChem: 162939587
• LOTUS: LTS0200873
• wikiData: Q105351445