Armefolin

Details

• Internal ID: 874adc0d-488b-446c-93f3-730cf848a6fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3aS,5aR,6R,8R,9bS)-6,8-dihydroxy-5a,9-dimethyl-3-methylidene-4,5,6,7,8,9b-hexahydro-3aH-benzo[g][1]benzofuran-2-one
• SMILES (Canonical): CC1=C2C3C(CCC2(C(CC1O)O)C)C(=C)C(=O)O3
• SMILES (Isomeric): CC1=C2[C@@H]3[C@@H](CC[C@]2([C@@H](C[C@H]1O)O)C)C(=C)C(=O)O3
• InChI: InChI=1S/C15H20O4/c1-7-9-4-5-15(3)11(17)6-10(16)8(2)12(15)13(9)19-14(7)18/h9-11,13,16-17H,1,4-6H2,2-3H3/t9-,10+,11+,13-,15-/m0/s1
• InChI Key: VRHFGDDYTIJYIX-JRUNUNTISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	+	0.6920	69.20%
Blood Brain Barrier	+	0.5027	50.27%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6829	68.29%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.8714	87.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5670	56.70%
BSEP inhibitior	-	0.9715	97.15%
P-glycoprotein inhibitior	-	0.8903	89.03%
P-glycoprotein substrate	-	0.8511	85.11%
CYP3A4 substrate	+	0.6084	60.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	-	0.6226	62.26%
CYP2C9 inhibition	-	0.8991	89.91%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.6988	69.88%
CYP2C8 inhibition	-	0.7429	74.29%
CYP inhibitory promiscuity	-	0.8863	88.63%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5028	50.28%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.5082	50.82%
Skin irritation	+	0.5979	59.79%
Skin corrosion	-	0.8997	89.97%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5263	52.63%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.7983	79.83%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6065	60.65%
Acute Oral Toxicity (c)	I	0.4566	45.66%
Estrogen receptor binding	+	0.5407	54.07%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5506	55.06%
Glucocorticoid receptor binding	-	0.4660	46.60%
Aromatase binding	-	0.7043	70.43%
PPAR gamma	-	0.5596	55.96%
Honey bee toxicity	-	0.7611	76.11%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	90.73%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.74%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.46%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.37%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.69%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	82.10%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	81.39%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.70%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.23%	95.50%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.22%	96.25%

Plants that contains it

• Artemisia ludoviciana
• Chamaemelum fuscatum
• Tanacetum parthenium
• Tanacetum praeteritum

Cross-Links

• PubChem: 13944257
• LOTUS: LTS0091562
• wikiData: Q104397611