Millefin

Details

• Internal ID: b83f9e7b-c197-44b7-954b-9736e2b90c94
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(6E,10E)-4-acetyloxy-3,6,10-trimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-9-yl] acetate
• SMILES (Canonical): CC1C2C(CC(=CCC(C(=CC2OC1=O)C)OC(=O)C)C)OC(=O)C
• SMILES (Isomeric): CC1C2C(C/C(=C/CC(/C(=C/C2OC1=O)/C)OC(=O)C)/C)OC(=O)C
• InChI: InChI=1S/C19H26O6/c1-10-6-7-15(23-13(4)20)11(2)9-17-18(12(3)19(22)25-17)16(8-10)24-14(5)21/h6,9,12,15-18H,7-8H2,1-5H3/b10-6+,11-9+
• InChI Key: OHMAVTDVTQMMMR-BBYAVRKXSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₆
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.17293854 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEBI:175476
• [(6E,10E)-4-acetyloxy-3,6,10-trimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]uran-9-yl] acetate
• 4-(acetyloxy)-3,6,10-trimethyl-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-9-yl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.7788	77.88%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5537	55.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9205	92.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7045	70.45%
P-glycoprotein inhibitior	+	0.6086	60.86%
P-glycoprotein substrate	-	0.7236	72.36%
CYP3A4 substrate	+	0.5925	59.25%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.7211	72.11%
CYP2C9 inhibition	-	0.8898	88.98%
CYP2C19 inhibition	-	0.8498	84.98%
CYP2D6 inhibition	-	0.9639	96.39%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8518	85.18%
CYP inhibitory promiscuity	-	0.8429	84.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5359	53.59%
Eye corrosion	-	0.9380	93.80%
Eye irritation	-	0.8310	83.10%
Skin irritation	-	0.6034	60.34%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.6028	60.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4054	40.54%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.7534	75.34%
skin sensitisation	-	0.7361	73.61%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7671	76.71%
Acute Oral Toxicity (c)	III	0.4532	45.32%
Estrogen receptor binding	+	0.7643	76.43%
Androgen receptor binding	-	0.6358	63.58%
Thyroid receptor binding	-	0.5740	57.40%
Glucocorticoid receptor binding	+	0.6983	69.83%
Aromatase binding	-	0.6177	61.77%
PPAR gamma	-	0.5459	54.59%
Honey bee toxicity	-	0.7576	75.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9861	98.61%

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	93.20%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.07%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.00%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.65%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.99%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.99%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.47%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.68%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.40%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.10%	86.00%

Plants that contains it

• Achillea millefolium

Cross-Links

• PubChem: 5319830
• NPASS: NPC222544