[(9R,10Z,11aR)-9-acetyloxy-10-methyl-6-methylidene-2,7-dioxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-3-yl]methyl acetate

Details

• Internal ID: d0c667ba-10f0-4404-aaf0-c37a930332c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(9R,10Z,11aR)-9-acetyloxy-10-methyl-6-methylidene-2,7-dioxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-3-yl]methyl acetate
• SMILES (Canonical): CC1=CC2C(=C(C(=O)O2)COC(=O)C)CCC(=C)C(=O)CC1OC(=O)C
• SMILES (Isomeric): C/C/1=C/[C@@H]2C(=C(C(=O)O2)COC(=O)C)CCC(=C)C(=O)C[C@H]1OC(=O)C
• InChI: InChI=1S/C19H22O7/c1-10-5-6-14-15(9-24-12(3)20)19(23)26-18(14)7-11(2)17(8-16(10)22)25-13(4)21/h7,17-18H,1,5-6,8-9H2,2-4H3/b11-7-/t17-,18-/m1/s1
• InChI Key: QSFGHNPWWLRLLB-CFKPLXACSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₇
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.13655304 g/mol
• Topological Polar Surface Area (TPSA): 96.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 7
• 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	+	0.9908	99.08%
Caco-2	-	0.5306	53.06%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7498	74.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8607	86.07%
OATP1B3 inhibitior	+	0.9087	90.87%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7846	78.46%
P-glycoprotein inhibitior	-	0.4613	46.13%
P-glycoprotein substrate	-	0.7603	76.03%
CYP3A4 substrate	+	0.6026	60.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9004	90.04%
CYP3A4 inhibition	-	0.6429	64.29%
CYP2C9 inhibition	-	0.8009	80.09%
CYP2C19 inhibition	-	0.7750	77.50%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	+	0.6307	63.07%
CYP2C8 inhibition	-	0.5651	56.51%
CYP inhibitory promiscuity	-	0.8291	82.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6923	69.23%
Eye corrosion	-	0.9505	95.05%
Eye irritation	-	0.8377	83.77%
Skin irritation	-	0.5533	55.33%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5173	51.73%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6512	65.12%
skin sensitisation	-	0.8151	81.51%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7172	71.72%
Acute Oral Toxicity (c)	III	0.6558	65.58%
Estrogen receptor binding	+	0.6509	65.09%
Androgen receptor binding	-	0.4948	49.48%
Thyroid receptor binding	-	0.5432	54.32%
Glucocorticoid receptor binding	+	0.7681	76.81%
Aromatase binding	-	0.5957	59.57%
PPAR gamma	+	0.5802	58.02%
Honey bee toxicity	-	0.6935	69.35%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	94.16%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.84%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.38%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.70%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.14%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.10%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.82%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.04%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.06%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.21%	94.00%

Plants that contains it

• Achillea fragrantissima

Cross-Links

• PubChem: 162998885
• LOTUS: LTS0116216
• wikiData: Q105226919