[6-(hydroxymethyl)-3-methylidene-2,5-dioxo-4,8,9,11a-tetrahydro-3aH-cyclodeca[b]furan-10-yl]methyl 2-methylpropanoate

Details

• Internal ID: ccf5e9b4-e690-4f21-8419-781a83fe6ded
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [6-(hydroxymethyl)-3-methylidene-2,5-dioxo-4,8,9,11a-tetrahydro-3aH-cyclodeca[b]furan-10-yl]methyl 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OCC1=CC2C(CC(=O)C(=CCC1)CO)C(=C)C(=O)O2
• SMILES (Isomeric): CC(C)C(=O)OCC1=CC2C(CC(=O)C(=CCC1)CO)C(=C)C(=O)O2
• InChI: InChI=1S/C19H24O6/c1-11(2)18(22)24-10-13-5-4-6-14(9-20)16(21)8-15-12(3)19(23)25-17(15)7-13/h6-7,11,15,17,20H,3-5,8-10H2,1-2H3
• InChI Key: TXZUNEFLWSLHBF-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): 89.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9303	93.03%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8112	81.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7940	79.40%
P-glycoprotein inhibitior	-	0.6072	60.72%
P-glycoprotein substrate	-	0.7879	78.79%
CYP3A4 substrate	+	0.5846	58.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.7500	75.00%
CYP2C9 inhibition	-	0.8071	80.71%
CYP2C19 inhibition	-	0.7644	76.44%
CYP2D6 inhibition	-	0.8905	89.05%
CYP1A2 inhibition	-	0.6329	63.29%
CYP2C8 inhibition	-	0.5825	58.25%
CYP inhibitory promiscuity	-	0.8295	82.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.6632	66.32%
Eye corrosion	-	0.9620	96.20%
Eye irritation	-	0.7701	77.01%
Skin irritation	-	0.6509	65.09%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7140	71.40%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5069	50.69%
skin sensitisation	-	0.7688	76.88%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6145	61.45%
Acute Oral Toxicity (c)	III	0.5755	57.55%
Estrogen receptor binding	-	0.5326	53.26%
Androgen receptor binding	+	0.5518	55.18%
Thyroid receptor binding	+	0.5375	53.75%
Glucocorticoid receptor binding	+	0.6345	63.45%
Aromatase binding	-	0.6427	64.27%
PPAR gamma	+	0.5271	52.71%
Honey bee toxicity	-	0.7855	78.55%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9492	94.92%

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	98.06%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.74%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.46%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.54%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.95%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.37%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.59%	90.71%

Plants that contains it

• Mikania guaco

Cross-Links

• PubChem: 75012003
• LOTUS: LTS0204826
• wikiData: Q105267190