(6-Hydroxy-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,5-b]furan-9-yl) acetate

Details

• Internal ID: 886f1bc1-6a99-4448-bf25-2003278d7d9d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: (6-hydroxy-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,5-b]furan-9-yl) acetate
• InChI: InChI=1S/C17H22O6/c1-7-5-11-13(8(2)16(21)23-11)15(22-9(3)18)17(4)12(20)6-10(19)14(7)17/h7,10-11,13-15,19H,2,5-6H2,1,3-4H3
• InChI Key: MECNAQMXZBNQFV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.5689	56.89%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4780	47.80%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.8490	84.90%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8991	89.91%
P-glycoprotein inhibitior	-	0.7183	71.83%
P-glycoprotein substrate	-	0.7573	75.73%
CYP3A4 substrate	+	0.6174	61.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8880	88.80%
CYP3A4 inhibition	-	0.6773	67.73%
CYP2C9 inhibition	-	0.8321	83.21%
CYP2C19 inhibition	-	0.8314	83.14%
CYP2D6 inhibition	-	0.9589	95.89%
CYP1A2 inhibition	-	0.5609	56.09%
CYP2C8 inhibition	-	0.7293	72.93%
CYP inhibitory promiscuity	-	0.9455	94.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5504	55.04%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.8233	82.33%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8929	89.29%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7843	78.43%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.7994	79.94%
skin sensitisation	-	0.7211	72.11%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.8433	84.33%
Acute Oral Toxicity (c)	II	0.5514	55.14%
Estrogen receptor binding	+	0.7315	73.15%
Androgen receptor binding	+	0.5672	56.72%
Thyroid receptor binding	-	0.5447	54.47%
Glucocorticoid receptor binding	-	0.5743	57.43%
Aromatase binding	-	0.6477	64.77%
PPAR gamma	-	0.5588	55.88%
Honey bee toxicity	-	0.6678	66.78%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9833	98.33%

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	97.32%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.68%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.82%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	92.31%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.26%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.21%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.17%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.50%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.56%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.41%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.97%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.75%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	82.97%	90.17%
CHEMBL2581	P07339	Cathepsin D	81.53%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.46%	97.09%

Plants that contains it

• Arnica longifolia

Cross-Links

• PubChem: 162992944
• LOTUS: LTS0192866
• wikiData: Q105162134