(+)-(7S,8R,8'R)-acuminatolide

Details

• Internal ID: 398b8701-4450-4a70-a0e1-d457e18776cb
• Taxonomy: Lignans, neolignans and related compounds > Lignan lactones
• IUPAC Name: (3S,3aR,6aR)-3-(1,3-benzodioxol-5-yl)-3,3a,4,6a-tetrahydro-1H-furo[3,4-c]furan-6-one
• SMILES (Canonical): C1C2C(COC2C3=CC4=C(C=C3)OCO4)C(=O)O1
• SMILES (Isomeric): C1[C@H]2[C@H](CO[C@@H]2C3=CC4=C(C=C3)OCO4)C(=O)O1
• InChI: InChI=1S/C13H12O5/c14-13-9-5-15-12(8(9)4-16-13)7-1-2-10-11(3-7)18-6-17-10/h1-3,8-9,12H,4-6H2/t8-,9-,12+/m0/s1
• InChI Key: MUJSDHOMVUBTSP-HOTUBEGUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₅
• Molecular Weight: 248.23 g/mol
• Exact Mass: 248.06847348 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• (+)-(7S,8R,8'R)-acuminatolide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.7526	75.26%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7390	73.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9374	93.74%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6888	68.88%
P-glycoprotein inhibitior	-	0.9155	91.55%
P-glycoprotein substrate	-	0.9744	97.44%
CYP3A4 substrate	-	0.5450	54.50%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	+	0.7391	73.91%
CYP2C9 inhibition	+	0.6115	61.15%
CYP2C19 inhibition	+	0.7006	70.06%
CYP2D6 inhibition	-	0.5158	51.58%
CYP1A2 inhibition	+	0.7854	78.54%
CYP2C8 inhibition	-	0.9246	92.46%
CYP inhibitory promiscuity	+	0.6144	61.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5234	52.34%
Eye corrosion	-	0.9398	93.98%
Eye irritation	+	0.5385	53.85%
Skin irritation	-	0.6597	65.97%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3717	37.17%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5031	50.31%
skin sensitisation	-	0.6595	65.95%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5479	54.79%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7297	72.97%
Estrogen receptor binding	+	0.6990	69.90%
Androgen receptor binding	+	0.7993	79.93%
Thyroid receptor binding	-	0.5443	54.43%
Glucocorticoid receptor binding	+	0.5493	54.93%
Aromatase binding	+	0.6282	62.82%
PPAR gamma	+	0.5474	54.74%
Honey bee toxicity	-	0.7710	77.10%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9591	95.91%

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	95.86%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.18%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.84%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.08%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.02%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.06%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.86%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.28%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.29%	93.40%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.14%	80.96%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.15%	96.09%

Plants that contains it

• Artemisia capillaris

Cross-Links

• PubChem: 44418802
• LOTUS: LTS0201718
• wikiData: Q105172456