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

Details

• Internal ID: 9b75650d-e17d-4fe4-9fcc-64203e10f089
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: (5-methyl-1-methylidene-2,8-dioxo-3a,4,5,5a,6,7,9,9a-octahydroazuleno[6,5-b]furan-8a-yl)methyl acetate
• SMILES (Canonical): CC1CC2C(CC3(C1CCC3=O)COC(=O)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(CC3(C1CCC3=O)COC(=O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C17H22O5/c1-9-6-14-12(10(2)16(20)22-14)7-17(8-21-11(3)18)13(9)4-5-15(17)19/h9,12-14H,2,4-8H2,1,3H3
• InChI Key: TUPMQPUDKCSCJN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.7224	72.24%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6774	67.74%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8645	86.45%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7620	76.20%
P-glycoprotein inhibitior	-	0.7681	76.81%
P-glycoprotein substrate	-	0.7915	79.15%
CYP3A4 substrate	+	0.6418	64.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8922	89.22%
CYP3A4 inhibition	-	0.8094	80.94%
CYP2C9 inhibition	-	0.8030	80.30%
CYP2C19 inhibition	-	0.8302	83.02%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	+	0.5327	53.27%
CYP2C8 inhibition	+	0.4857	48.57%
CYP inhibitory promiscuity	-	0.8707	87.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6316	63.16%
Eye corrosion	-	0.9728	97.28%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.5239	52.39%
Skin corrosion	-	0.9146	91.46%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6597	65.97%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8053	80.53%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5718	57.18%
Acute Oral Toxicity (c)	III	0.4995	49.95%
Estrogen receptor binding	+	0.7238	72.38%
Androgen receptor binding	+	0.5307	53.07%
Thyroid receptor binding	-	0.5573	55.73%
Glucocorticoid receptor binding	+	0.6598	65.98%
Aromatase binding	-	0.5595	55.95%
PPAR gamma	-	0.5535	55.35%
Honey bee toxicity	-	0.8289	82.89%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9949	99.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.01%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.73%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.06%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.21%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	88.43%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.47%	99.23%
CHEMBL299	P17252	Protein kinase C alpha	86.90%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.50%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.03%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.55%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.25%	92.62%
CHEMBL2581	P07339	Cathepsin D	80.17%	98.95%

Plants that contains it

• Rudbeckia mollis

Cross-Links

• PubChem: 73816675
• LOTUS: LTS0234054
• wikiData: Q105264938