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

Details

• Internal ID: bca88822-ae21-4655-b8e5-5d89a5d69106
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: (1,5,8-trimethyl-2,7-dioxo-1,3a,4,5,5a,6,9,9a-octahydroazuleno[6,5-b]furan-9-yl) acetate
• SMILES (Canonical): CC1CC2C(C(C(=O)O2)C)C(C3=C(C(=O)CC13)C)OC(=O)C
• SMILES (Isomeric): CC1CC2C(C(C(=O)O2)C)C(C3=C(C(=O)CC13)C)OC(=O)C
• InChI: InChI=1S/C17H22O5/c1-7-5-13-15(9(3)17(20)22-13)16(21-10(4)18)14-8(2)12(19)6-11(7)14/h7,9,11,13,15-16H,5-6H2,1-4H3
• InChI Key: MCFUCWGPIFPMDR-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: 1.40
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.8515	85.15%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5531	55.31%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7442	74.42%
P-glycoprotein inhibitior	-	0.6503	65.03%
P-glycoprotein substrate	-	0.6804	68.04%
CYP3A4 substrate	+	0.6096	60.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.7021	70.21%
CYP2C9 inhibition	-	0.8370	83.70%
CYP2C19 inhibition	-	0.8333	83.33%
CYP2D6 inhibition	-	0.9570	95.70%
CYP1A2 inhibition	+	0.5543	55.43%
CYP2C8 inhibition	-	0.8103	81.03%
CYP inhibitory promiscuity	-	0.8595	85.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5320	53.20%
Eye corrosion	-	0.9467	94.67%
Eye irritation	-	0.5692	56.92%
Skin irritation	-	0.6084	60.84%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4240	42.40%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.7960	79.60%
skin sensitisation	-	0.7601	76.01%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6173	61.73%
Acute Oral Toxicity (c)	III	0.4198	41.98%
Estrogen receptor binding	-	0.4752	47.52%
Androgen receptor binding	+	0.6107	61.07%
Thyroid receptor binding	-	0.6482	64.82%
Glucocorticoid receptor binding	-	0.5987	59.87%
Aromatase binding	-	0.8020	80.20%
PPAR gamma	-	0.6918	69.18%
Honey bee toxicity	-	0.6979	69.79%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9888	98.88%

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	95.64%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.63%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.28%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.91%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.62%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.36%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.88%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.72%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.61%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.90%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.63%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.43%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.18%	97.21%

Plants that contains it

• Geigeria aspera

Cross-Links

• PubChem: 74074172
• LOTUS: LTS0015870
• wikiData: Q105161163