(6-Methyl-3,10-dimethylidene-2,9-dioxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl) acetate

Details

• Internal ID: 312ee8f3-151c-4d38-9c6a-f65dc787c82f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (6-methyl-3,10-dimethylidene-2,9-dioxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl) acetate
• SMILES (Canonical): CC1=CC(C2C(CC(=C)C(=O)CC1)OC(=O)C2=C)OC(=O)C
• SMILES (Isomeric): CC1=CC(C2C(CC(=C)C(=O)CC1)OC(=O)C2=C)OC(=O)C
• InChI: InChI=1S/C17H20O5/c1-9-5-6-13(19)10(2)8-15-16(11(3)17(20)22-15)14(7-9)21-12(4)18/h7,14-16H,2-3,5-6,8H2,1,4H3
• InChI Key: PWCPLQYPMUQINQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.27
• 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	+	0.9916	99.16%
Caco-2	+	0.7383	73.83%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6205	62.05%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	+	0.8627	86.27%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7857	78.57%
P-glycoprotein inhibitior	-	0.7485	74.85%
P-glycoprotein substrate	-	0.8718	87.18%
CYP3A4 substrate	+	0.5750	57.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.7619	76.19%
CYP2C9 inhibition	-	0.8996	89.96%
CYP2C19 inhibition	-	0.8108	81.08%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	+	0.6638	66.38%
CYP2C8 inhibition	-	0.7714	77.14%
CYP inhibitory promiscuity	-	0.8801	88.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6632	66.32%
Eye corrosion	-	0.9092	90.92%
Eye irritation	+	0.5649	56.49%
Skin irritation	-	0.5923	59.23%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5886	58.86%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.8166	81.66%
skin sensitisation	-	0.7411	74.11%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.8584	85.84%
Acute Oral Toxicity (c)	III	0.4481	44.81%
Estrogen receptor binding	-	0.6368	63.68%
Androgen receptor binding	-	0.5314	53.14%
Thyroid receptor binding	-	0.5970	59.70%
Glucocorticoid receptor binding	-	0.5242	52.42%
Aromatase binding	-	0.7772	77.72%
PPAR gamma	-	0.5513	55.13%
Honey bee toxicity	-	0.7707	77.07%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9945	99.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.52%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.23%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.04%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.61%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.77%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.68%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.44%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.40%	94.73%

Plants that contains it

• Tanacetum densum

Cross-Links

• PubChem: 299918
• LOTUS: LTS0063915
• wikiData: Q105215756