[(5S,6R,8S,8aR)-5-(2-acetyloxypropan-2-yl)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1H-azulen-6-yl] propanoate

Details

• Internal ID: 62a78f97-677d-4d45-9db2-7285d594cb00
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: [(5S,6R,8S,8aR)-5-(2-acetyloxypropan-2-yl)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1H-azulen-6-yl] propanoate
• InChI: InChI=1S/C20H30O5/c1-7-19(23)24-18-8-11(2)14-10-17(22)12(3)15(14)9-16(18)20(5,6)25-13(4)21/h11,14,16,18H,7-10H2,1-6H3/t11-,14+,16-,18+/m0/s1
• InChI Key: FRKUVKGUKRMCGL-LSJNVOPQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.7611	76.11%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6783	67.83%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6350	63.50%
P-glycoprotein inhibitior	+	0.6569	65.69%
P-glycoprotein substrate	-	0.6264	62.64%
CYP3A4 substrate	+	0.5973	59.73%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	-	0.6900	69.00%
CYP2C9 inhibition	-	0.7082	70.82%
CYP2C19 inhibition	-	0.6965	69.65%
CYP2D6 inhibition	-	0.9529	95.29%
CYP1A2 inhibition	-	0.8104	81.04%
CYP2C8 inhibition	-	0.6479	64.79%
CYP inhibitory promiscuity	-	0.8490	84.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5682	56.82%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.7943	79.43%
Skin irritation	-	0.5701	57.01%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7399	73.99%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6417	64.17%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7731	77.31%
Acute Oral Toxicity (c)	III	0.4523	45.23%
Estrogen receptor binding	+	0.6950	69.50%
Androgen receptor binding	+	0.5214	52.14%
Thyroid receptor binding	-	0.5085	50.85%
Glucocorticoid receptor binding	+	0.5490	54.90%
Aromatase binding	-	0.6997	69.97%
PPAR gamma	+	0.6557	65.57%
Honey bee toxicity	-	0.8017	80.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.55%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.62%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.47%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.35%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.32%	90.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.03%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.72%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.68%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.45%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.26%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.79%	99.17%

Plants that contains it

• Torilis japonica

Cross-Links

• PubChem: 25112606
• LOTUS: LTS0119658
• wikiData: Q105000229