(6,6a,9-Trihydroxy-3,6,9-trimethyl-2-oxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl) 2-methylbut-2-enoate

Details

• Internal ID: 6d551a33-6827-44ad-a420-683a6ed72bae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (6,6a,9-trihydroxy-3,6,9-trimethyl-2-oxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C20H28O7/c1-6-10(2)16(21)26-12-9-19(5,24)20(25)8-7-18(4,23)15(20)14-13(12)11(3)17(22)27-14/h6-8,11-15,23-25H,9H2,1-5H3
• InChI Key: PNXYHQNGWRDOHT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.86
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9251	92.51%
Caco-2	-	0.5955	59.55%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4792	47.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9073	90.73%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5669	56.69%
P-glycoprotein inhibitior	-	0.6272	62.72%
P-glycoprotein substrate	-	0.6976	69.76%
CYP3A4 substrate	+	0.6394	63.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9099	90.99%
CYP3A4 inhibition	-	0.6930	69.30%
CYP2C9 inhibition	-	0.8316	83.16%
CYP2C19 inhibition	-	0.8441	84.41%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.7875	78.75%
CYP2C8 inhibition	-	0.7798	77.98%
CYP inhibitory promiscuity	-	0.9461	94.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4652	46.52%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.9299	92.99%
Skin irritation	-	0.6381	63.81%
Skin corrosion	-	0.9018	90.18%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8013	80.13%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.7002	70.02%
skin sensitisation	-	0.7702	77.02%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6842	68.42%
Acute Oral Toxicity (c)	III	0.3910	39.10%
Estrogen receptor binding	+	0.7659	76.59%
Androgen receptor binding	+	0.6128	61.28%
Thyroid receptor binding	+	0.7472	74.72%
Glucocorticoid receptor binding	-	0.4876	48.76%
Aromatase binding	-	0.5189	51.89%
PPAR gamma	+	0.5564	55.64%
Honey bee toxicity	-	0.7296	72.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8632	86.32%

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	98.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.81%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.61%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.49%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.72%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.33%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.25%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.76%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.58%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.56%	91.07%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.46%	94.80%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.58%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162898330
• LOTUS: LTS0137244
• wikiData: Q105212269