[(1S,7R,8R,9S,10R,12S)-9-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-9,10,12-trimethyl-3-oxo-2-oxatricyclo[6.3.1.04,12]dodec-4-en-7-yl] acetate

Details

• Internal ID: a5b32599-e700-45f9-9102-1dfb0d7017ba
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(1S,7R,8R,9S,10R,12S)-9-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-9,10,12-trimethyl-3-oxo-2-oxatricyclo[6.3.1.04,12]dodec-4-en-7-yl] acetate
• InChI: InChI=1S/C22H28O6/c1-12-9-18-22(4)15(20(25)28-18)5-6-17(27-13(2)23)19(22)21(12,3)10-16(24)14-7-8-26-11-14/h5,7-8,11-12,16-19,24H,6,9-10H2,1-4H3/t12-,16+,17-,18+,19-,21+,22+/m1/s1
• InChI Key: GQTGCCJNUZMUFS-NIUDCUSNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₆
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.18858861 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.5762	57.62%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7010	70.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8232	82.32%
OATP1B3 inhibitior	-	0.2380	23.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6902	69.02%
P-glycoprotein inhibitior	-	0.5632	56.32%
P-glycoprotein substrate	+	0.5329	53.29%
CYP3A4 substrate	+	0.6721	67.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	+	0.7083	70.83%
CYP2C9 inhibition	-	0.8180	81.80%
CYP2C19 inhibition	-	0.8897	88.97%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.7877	78.77%
CYP2C8 inhibition	+	0.4692	46.92%
CYP inhibitory promiscuity	-	0.8122	81.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4364	43.64%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9639	96.39%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7589	75.89%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.7897	78.97%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4806	48.06%
Acute Oral Toxicity (c)	I	0.5167	51.67%
Estrogen receptor binding	+	0.8381	83.81%
Androgen receptor binding	+	0.5803	58.03%
Thyroid receptor binding	+	0.5554	55.54%
Glucocorticoid receptor binding	+	0.8076	80.76%
Aromatase binding	+	0.6511	65.11%
PPAR gamma	+	0.5762	57.62%
Honey bee toxicity	-	0.7313	73.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.05%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.52%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.21%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.06%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.89%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.06%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.60%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.53%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.38%	86.33%
CHEMBL5028	O14672	ADAM10	82.31%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.86%	91.19%

Plants that contains it

• Syzygiella autumnalis

Cross-Links

• PubChem: 162869154
• LOTUS: LTS0266457
• wikiData: Q105015564