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

Details

• Internal ID: 1e462a14-b495-4031-bd5e-1d2ac92d40d8
• 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) 3-methylbutanoate
• InChI: InChI=1S/C20H30O7/c1-10(2)8-13(21)26-12-9-19(5,24)20(25)7-6-18(4,23)16(20)15-14(12)11(3)17(22)27-15/h6-7,10-12,14-16,23-25H,8-9H2,1-5H3
• InChI Key: QDEBNXLKVXHODZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.19915329 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8916	89.16%
Caco-2	-	0.6520	65.20%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5623	56.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8967	89.67%
OATP1B3 inhibitior	+	0.8987	89.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7272	72.72%
P-glycoprotein inhibitior	-	0.6621	66.21%
P-glycoprotein substrate	-	0.6039	60.39%
CYP3A4 substrate	+	0.6300	63.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.6456	64.56%
CYP2C9 inhibition	-	0.8260	82.60%
CYP2C19 inhibition	-	0.8215	82.15%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.8081	80.81%
CYP2C8 inhibition	-	0.8175	81.75%
CYP inhibitory promiscuity	-	0.9633	96.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5813	58.13%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9500	95.00%
Skin irritation	-	0.6874	68.74%
Skin corrosion	-	0.9130	91.30%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6648	66.48%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7184	71.84%
skin sensitisation	-	0.7725	77.25%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5195	51.95%
Acute Oral Toxicity (c)	III	0.4267	42.67%
Estrogen receptor binding	+	0.6893	68.93%
Androgen receptor binding	+	0.6341	63.41%
Thyroid receptor binding	+	0.7043	70.43%
Glucocorticoid receptor binding	+	0.5859	58.59%
Aromatase binding	-	0.5196	51.96%
PPAR gamma	-	0.5443	54.43%
Honey bee toxicity	-	0.8411	84.11%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9212	92.12%

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	96.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.77%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.34%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.60%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.01%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.93%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.07%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.08%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.27%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.07%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.93%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.75%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14021379
• LOTUS: LTS0029804
• wikiData: Q105218766