Achillicin

Details

• Internal ID: a721a48f-c7c9-4d65-b981-72f6d4252a90
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (6-hydroxy-3,6,9-trimethyl-2-oxo-3,3a,4,5,8,9b-hexahydroazuleno[4,5-b]furan-4-yl) acetate
• SMILES (Canonical): CC1C2C(CC(C3=CCC(=C3C2OC1=O)C)(C)O)OC(=O)C
• SMILES (Isomeric): CC1C2C(CC(C3=CCC(=C3C2OC1=O)C)(C)O)OC(=O)C
• InChI: InChI=1S/C17H22O5/c1-8-5-6-11-13(8)15-14(9(2)16(19)22-15)12(21-10(3)18)7-17(11,4)20/h6,9,12,14-15,20H,5,7H2,1-4H3
• InChI Key: ZPTLTKQKVWFFNY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 8-Acetoxyartabsin
• 2,2-Dichloro-N-methyl-Acetamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.5277	52.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5919	59.19%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6940	69.40%
P-glycoprotein inhibitior	-	0.7897	78.97%
P-glycoprotein substrate	-	0.7408	74.08%
CYP3A4 substrate	+	0.6308	63.08%
CYP2C9 substrate	-	0.8438	84.38%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.7726	77.26%
CYP2C9 inhibition	-	0.7955	79.55%
CYP2C19 inhibition	-	0.8426	84.26%
CYP2D6 inhibition	-	0.9564	95.64%
CYP1A2 inhibition	-	0.5992	59.92%
CYP2C8 inhibition	-	0.8568	85.68%
CYP inhibitory promiscuity	-	0.9222	92.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4352	43.52%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.7107	71.07%
Skin irritation	-	0.5388	53.88%
Skin corrosion	-	0.9067	90.67%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5378	53.78%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6691	66.91%
skin sensitisation	-	0.7563	75.63%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6860	68.60%
Acute Oral Toxicity (c)	II	0.4516	45.16%
Estrogen receptor binding	-	0.5526	55.26%
Androgen receptor binding	+	0.5378	53.78%
Thyroid receptor binding	+	0.5396	53.96%
Glucocorticoid receptor binding	+	0.5863	58.63%
Aromatase binding	-	0.7115	71.15%
PPAR gamma	-	0.6142	61.42%
Honey bee toxicity	-	0.7951	79.51%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.9430	94.30%

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	95.76%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.29%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.27%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.81%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.17%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.95%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.09%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.47%	97.25%

Plants that contains it

• Achillea collina
• Achillea millefolium

Cross-Links

• PubChem: 131752003
• LOTUS: LTS0099478
• wikiData: Q104393019