Methyl 5-acetyloxy-10-(hydroxymethyl)-3-methylidene-4-(2-methylprop-2-enoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate

Details

• Internal ID: d2bd8e73-d278-4c85-b730-2d4c817f910f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: methyl 5-acetyloxy-10-(hydroxymethyl)-3-methylidene-4-(2-methylprop-2-enoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate
• InChI: InChI=1S/C22H26O9/c1-11(2)20(25)31-19-17-12(3)21(26)30-16(17)9-14(10-23)7-6-8-15(22(27)28-5)18(19)29-13(4)24/h8-9,16-19,23H,1,3,6-7,10H2,2,4-5H3
• InChI Key: HRJBNNMVNJWIPJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₉
• Molecular Weight: 434.40 g/mol
• Exact Mass: 434.15768240 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9413	94.13%
Caco-2	-	0.6048	60.48%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7450	74.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8586	85.86%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7099	70.99%
P-glycoprotein inhibitior	+	0.6299	62.99%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6482	64.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9071	90.71%
CYP3A4 inhibition	-	0.5750	57.50%
CYP2C9 inhibition	-	0.7265	72.65%
CYP2C19 inhibition	-	0.7503	75.03%
CYP2D6 inhibition	-	0.9150	91.50%
CYP1A2 inhibition	-	0.5324	53.24%
CYP2C8 inhibition	+	0.4912	49.12%
CYP inhibitory promiscuity	-	0.7991	79.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9566	95.66%
Eye irritation	-	0.8524	85.24%
Skin irritation	-	0.7032	70.32%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4231	42.31%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5560	55.60%
skin sensitisation	-	0.8398	83.98%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6405	64.05%
Acute Oral Toxicity (c)	III	0.4426	44.26%
Estrogen receptor binding	+	0.6211	62.11%
Androgen receptor binding	-	0.5148	51.48%
Thyroid receptor binding	+	0.5224	52.24%
Glucocorticoid receptor binding	+	0.7020	70.20%
Aromatase binding	-	0.6546	65.46%
PPAR gamma	+	0.7252	72.52%
Honey bee toxicity	-	0.7354	73.54%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8741	87.41%

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	96.78%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.69%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.42%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.08%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.79%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	82.17%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.32%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.02%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.91%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.56%	86.33%
CHEMBL5028	O14672	ADAM10	80.45%	97.50%

Plants that contains it

• Melampodium cinereum

Cross-Links

• PubChem: 162910351
• LOTUS: LTS0229865
• wikiData: Q105032690