(8-acetyloxy-3,6-dimethylidene-2-oxo-4,5,6a,7,8,9,9a,9b-octahydro-3aH-azuleno[8,7-b]furan-9-yl)methyl acetate

Details

• Internal ID: 3ef75210-f056-4a97-9a36-b3864d3ab658
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (8-acetyloxy-3,6-dimethylidene-2-oxo-4,5,6a,7,8,9,9a,9b-octahydro-3aH-azuleno[8,7-b]furan-9-yl)methyl acetate
• InChI: InChI=1S/C19H24O6/c1-9-5-6-13-10(2)19(22)25-18(13)17-14(9)7-16(24-12(4)21)15(17)8-23-11(3)20/h13-18H,1-2,5-8H2,3-4H3
• InChI Key: ZDLGBDAERSQVPY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.5120	51.20%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6950	69.50%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8604	86.04%
OATP1B3 inhibitior	+	0.9303	93.03%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6619	66.19%
P-glycoprotein inhibitior	-	0.5886	58.86%
P-glycoprotein substrate	-	0.7966	79.66%
CYP3A4 substrate	+	0.6154	61.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.7570	75.70%
CYP2C9 inhibition	-	0.8215	82.15%
CYP2C19 inhibition	-	0.7661	76.61%
CYP2D6 inhibition	-	0.9078	90.78%
CYP1A2 inhibition	+	0.5978	59.78%
CYP2C8 inhibition	-	0.6453	64.53%
CYP inhibitory promiscuity	-	0.7929	79.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7328	73.28%
Eye corrosion	-	0.9496	94.96%
Eye irritation	-	0.6715	67.15%
Skin irritation	-	0.6023	60.23%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4043	40.43%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	-	0.7680	76.80%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5067	50.67%
Acute Oral Toxicity (c)	III	0.5312	53.12%
Estrogen receptor binding	+	0.7450	74.50%
Androgen receptor binding	+	0.6052	60.52%
Thyroid receptor binding	-	0.5227	52.27%
Glucocorticoid receptor binding	+	0.6257	62.57%
Aromatase binding	-	0.6091	60.91%
PPAR gamma	+	0.6564	65.64%
Honey bee toxicity	-	0.7830	78.30%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9904	99.04%

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	96.65%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.66%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.62%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.24%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.63%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.46%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	86.92%	97.79%
CHEMBL2581	P07339	Cathepsin D	85.37%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.86%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.56%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.53%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.30%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.36%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	80.03%	95.93%

Plants that contains it

• Amphoricarpos neumayerianus

Cross-Links

• PubChem: 85435612
• LOTUS: LTS0038551
• wikiData: Q105372369