(6,9a-dihydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-4,5,6a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-5-yl) acetate

Details

• Internal ID: e9416eb4-eea2-49be-b2d9-216fa0a8ded7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (6,9a-dihydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-4,5,6a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-5-yl) acetate
• InChI: InChI=1S/C17H20O7/c1-7-5-11(19)13-16(4,21)12(23-9(3)18)6-10-8(2)15(20)24-14(10)17(7,13)22/h5,10,12-14,21-22H,2,6H2,1,3-4H3
• InChI Key: HGZUDBQQCCXOAZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₇
• Molecular Weight: 336.30 g/mol
• Exact Mass: 336.12090297 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9263	92.63%
Caco-2	-	0.6976	69.76%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5076	50.76%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.8830	88.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9388	93.88%
P-glycoprotein inhibitior	-	0.7194	71.94%
P-glycoprotein substrate	-	0.7407	74.07%
CYP3A4 substrate	+	0.6587	65.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9119	91.19%
CYP3A4 inhibition	-	0.6927	69.27%
CYP2C9 inhibition	-	0.7926	79.26%
CYP2C19 inhibition	-	0.7916	79.16%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.6895	68.95%
CYP2C8 inhibition	-	0.6816	68.16%
CYP inhibitory promiscuity	-	0.8645	86.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5336	53.36%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9223	92.23%
Skin irritation	-	0.6087	60.87%
Skin corrosion	-	0.8854	88.54%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6456	64.56%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5334	53.34%
skin sensitisation	-	0.7613	76.13%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5472	54.72%
Acute Oral Toxicity (c)	II	0.3481	34.81%
Estrogen receptor binding	+	0.8225	82.25%
Androgen receptor binding	+	0.6780	67.80%
Thyroid receptor binding	-	0.4929	49.29%
Glucocorticoid receptor binding	-	0.5335	53.35%
Aromatase binding	-	0.5150	51.50%
PPAR gamma	+	0.6213	62.13%
Honey bee toxicity	-	0.7482	74.82%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9458	94.58%

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	96.36%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.09%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.19%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.99%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.02%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.84%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.13%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.78%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.67%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.42%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.28%	92.94%
CHEMBL2581	P07339	Cathepsin D	81.80%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.65%	97.14%

Plants that contains it

• Artemisia xerophytica

Cross-Links

• PubChem: 14779612
• LOTUS: LTS0258835
• wikiData: Q105028108