(9-hydroxy-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydro-1H-azuleno[6,5-b]furan-6-yl) 3-methylbut-2-enoate

Details

• Internal ID: af208b03-e0ff-4e2a-9850-36e18dd96b38
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: (9-hydroxy-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydro-1H-azuleno[6,5-b]furan-6-yl) 3-methylbut-2-enoate
• InChI: InChI=1S/C20H28O6/c1-9(2)6-15(22)25-13-8-14(21)20(5)17(13)10(3)7-12-16(18(20)23)11(4)19(24)26-12/h6,10-13,16-18,23H,7-8H2,1-5H3
• InChI Key: GZJSYCISXGQHLT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9815	98.15%
Caco-2	-	0.5476	54.76%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6368	63.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.8237	82.37%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6122	61.22%
P-glycoprotein inhibitior	-	0.6230	62.30%
P-glycoprotein substrate	-	0.6218	62.18%
CYP3A4 substrate	+	0.6459	64.59%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.9056	90.56%
CYP3A4 inhibition	-	0.8277	82.77%
CYP2C9 inhibition	-	0.7483	74.83%
CYP2C19 inhibition	-	0.7752	77.52%
CYP2D6 inhibition	-	0.9551	95.51%
CYP1A2 inhibition	-	0.5394	53.94%
CYP2C8 inhibition	-	0.7486	74.86%
CYP inhibitory promiscuity	-	0.9019	90.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5282	52.82%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9709	97.09%
Skin irritation	-	0.5538	55.38%
Skin corrosion	-	0.9002	90.02%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6571	65.71%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.6764	67.64%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7648	76.48%
Acute Oral Toxicity (c)	II	0.5110	51.10%
Estrogen receptor binding	+	0.8117	81.17%
Androgen receptor binding	+	0.5902	59.02%
Thyroid receptor binding	-	0.5315	53.15%
Glucocorticoid receptor binding	+	0.6904	69.04%
Aromatase binding	+	0.5778	57.78%
PPAR gamma	-	0.5332	53.32%
Honey bee toxicity	-	0.5829	58.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9831	98.31%

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	96.89%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.34%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.98%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.86%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.29%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.59%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	87.57%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.27%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.84%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	82.53%	97.79%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.58%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.41%	89.00%
CHEMBL2581	P07339	Cathepsin D	80.95%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.58%	100.00%

Plants that contains it

• Hymenoxys texana

Cross-Links

• PubChem: 14655113
• LOTUS: LTS0209149
• wikiData: Q105024419