[10-(Acetyloxymethyl)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 2-(hydroxymethyl)prop-2-enoate

Details

• Internal ID: 11cac3d1-e26c-45a1-9fff-77255279a077
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [10-(acetyloxymethyl)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 2-(hydroxymethyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OCC1=CCCC(=CCC2C(C1)OC(=O)C2=C)COC(=O)C(=C)CO
• SMILES (Isomeric): CC(=O)OCC1=CCCC(=CCC2C(C1)OC(=O)C2=C)COC(=O)C(=C)CO
• InChI: InChI=1S/C21H26O7/c1-13(10-22)20(24)27-11-16-5-4-6-17(12-26-15(3)23)9-19-18(8-7-16)14(2)21(25)28-19/h6-7,18-19,22H,1-2,4-5,8-12H2,3H3
• InChI Key: JLKCJLUXLKLGDC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₇
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.16785316 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9794	97.94%
Caco-2	-	0.6996	69.96%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7346	73.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8720	87.20%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.4927	49.27%
P-glycoprotein inhibitior	-	0.4774	47.74%
P-glycoprotein substrate	-	0.7093	70.93%
CYP3A4 substrate	+	0.6241	62.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.8743	87.43%
CYP2C9 inhibition	-	0.8887	88.87%
CYP2C19 inhibition	-	0.8199	81.99%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.5945	59.45%
CYP2C8 inhibition	+	0.5077	50.77%
CYP inhibitory promiscuity	-	0.9026	90.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6790	67.90%
Eye corrosion	-	0.9426	94.26%
Eye irritation	-	0.7559	75.59%
Skin irritation	-	0.6202	62.02%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3825	38.25%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6357	63.57%
skin sensitisation	-	0.7944	79.44%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.8890	88.90%
Acute Oral Toxicity (c)	III	0.6358	63.58%
Estrogen receptor binding	+	0.6869	68.69%
Androgen receptor binding	+	0.5494	54.94%
Thyroid receptor binding	-	0.6141	61.41%
Glucocorticoid receptor binding	+	0.7802	78.02%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7567	75.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9501	95.01%

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	95.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.78%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.08%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.44%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.66%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.25%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.83%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.50%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.16%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.33%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.10%	85.14%

Plants that contains it

• Mikania cordifolia

Cross-Links

• PubChem: 72729192
• LOTUS: LTS0145592
• wikiData: Q105130836