[(9R,10E,11aS)-3-(hydroxymethyl)-6-methylidene-2,7-dioxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-9-yl] acetate

Details

• Internal ID: 944b480d-2ce3-41dd-9831-0b9da9c21475
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: [(9R,10E,11aS)-3-(hydroxymethyl)-6-methylidene-2,7-dioxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-9-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC(=O)C(=C)CCC2=C(C(=O)OC2C=C1)CO
• SMILES (Isomeric): CC(=O)O[C@@H]\1CC(=O)C(=C)CCC2=C(C(=O)O[C@H]2/C=C1)CO
• InChI: InChI=1S/C16H18O6/c1-9-3-5-12-13(8-17)16(20)22-15(12)6-4-11(7-14(9)19)21-10(2)18/h4,6,11,15,17H,1,3,5,7-8H2,2H3/b6-4+/t11-,15-/m0/s1
• InChI Key: PUDREQGPLHXLJQ-RBZUQTFTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9652	96.52%
Caco-2	-	0.7162	71.62%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7899	78.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5642	56.42%
P-glycoprotein inhibitior	-	0.8882	88.82%
P-glycoprotein substrate	-	0.8216	82.16%
CYP3A4 substrate	+	0.5727	57.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9009	90.09%
CYP3A4 inhibition	-	0.6998	69.98%
CYP2C9 inhibition	-	0.8254	82.54%
CYP2C19 inhibition	-	0.8305	83.05%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	+	0.5124	51.24%
CYP2C8 inhibition	-	0.7453	74.53%
CYP inhibitory promiscuity	-	0.8354	83.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9517	95.17%
Eye irritation	-	0.8649	86.49%
Skin irritation	-	0.5972	59.72%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6593	65.93%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.8283	82.83%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6427	64.27%
Acute Oral Toxicity (c)	III	0.5960	59.60%
Estrogen receptor binding	+	0.6536	65.36%
Androgen receptor binding	-	0.5136	51.36%
Thyroid receptor binding	-	0.5745	57.45%
Glucocorticoid receptor binding	+	0.5982	59.82%
Aromatase binding	-	0.6704	67.04%
PPAR gamma	+	0.5205	52.05%
Honey bee toxicity	-	0.7836	78.36%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9411	94.11%

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	96.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.50%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.06%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.53%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.15%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.01%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL5028	O14672	ADAM10	80.15%	97.50%

Plants that contains it

• Achillea fragrantissima

Cross-Links

• PubChem: 132580937
• LOTUS: LTS0097212
• wikiData: Q105215025