Aspersclerolide B

Details

• Internal ID: e48fc5d7-744b-4154-8fa7-7609862cc7f2
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 5-hydroxy-5-(2-hydroxy-1-methoxyethyl)-4-methylfuran-2-one
• SMILES (Canonical): CC1=CC(=O)OC1(C(CO)OC)O
• SMILES (Isomeric): CC1=CC(=O)OC1(C(CO)OC)O
• InChI: InChI=1S/C8H12O5/c1-5-3-7(10)13-8(5,11)6(4-9)12-2/h3,6,9,11H,4H2,1-2H3
• InChI Key: XQAIXLUSZOVBMW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₅
• Molecular Weight: 188.18 g/mol
• Exact Mass: 188.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• RefChem:115055
• 5-hydroxy-5-(2-hydroxy-1-methoxyethyl)-4-methylfuran-2-one
• CHEBI:206106
• 5-hydroxy-5-(2-hydroxy-1-methoxyethyl)-4-methyluran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7927	79.27%
Caco-2	+	0.5406	54.06%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7075	70.75%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9336	93.36%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8990	89.90%
P-glycoprotein inhibitior	-	0.9541	95.41%
P-glycoprotein substrate	-	0.9486	94.86%
CYP3A4 substrate	-	0.5461	54.61%
CYP2C9 substrate	+	0.5850	58.50%
CYP2D6 substrate	-	0.8933	89.33%
CYP3A4 inhibition	-	0.9349	93.49%
CYP2C9 inhibition	-	0.8932	89.32%
CYP2C19 inhibition	-	0.9005	90.05%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	-	0.8281	82.81%
CYP2C8 inhibition	-	0.9615	96.15%
CYP inhibitory promiscuity	-	0.8144	81.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9728	97.28%
Carcinogenicity (trinary)	Non-required	0.7118	71.18%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.5128	51.28%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6781	67.81%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6342	63.42%
skin sensitisation	-	0.8414	84.14%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.7455	74.55%
Acute Oral Toxicity (c)	III	0.5081	50.81%
Estrogen receptor binding	-	0.7309	73.09%
Androgen receptor binding	-	0.5456	54.56%
Thyroid receptor binding	-	0.7136	71.36%
Glucocorticoid receptor binding	-	0.8790	87.90%
Aromatase binding	-	0.9163	91.63%
PPAR gamma	-	0.8017	80.17%
Honey bee toxicity	-	0.9361	93.61%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.5250	52.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.75%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.77%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.25%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.32%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.29%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.86%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	81.83%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682629
• LOTUS: LTS0262629
• wikiData: Q105339230