Aspereusin B

Details

• Internal ID: be5b9a0b-6ad5-4614-9d00-15e285490ecc
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: 2-[[(2S,3R,4S)-4-acetyl-3-methyloxolan-2-yl]oxymethyl]-3-methylcyclopent-2-en-1-one
• InChI: InChI=1S/C14H20O4/c1-8-4-5-13(16)11(8)6-17-14-9(2)12(7-18-14)10(3)15/h9,12,14H,4-7H2,1-3H3/t9-,12-,14-/m1/s1
• InChI Key: UQYFJJRVYCPYQI-GAJTVXKRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 2-[[(2S,3R,4S)-4-acetyl-3-methyloxolan-2-yl]oxymethyl]-3-methylcyclopent-2-en-1-one
• 2-(((2S,3R,4S)-4-acetyl-3-methyloxolan-2-yl)oxymethyl)-3-methylcyclopent-2-en-1-one
• RefChem:114761
• CHEBI:215252

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	+	0.7600	76.00%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7818	78.18%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9185	91.85%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7673	76.73%
P-glycoprotein inhibitior	-	0.8037	80.37%
P-glycoprotein substrate	-	0.8155	81.55%
CYP3A4 substrate	+	0.5913	59.13%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8795	87.95%
CYP3A4 inhibition	-	0.7807	78.07%
CYP2C9 inhibition	-	0.8594	85.94%
CYP2C19 inhibition	-	0.7241	72.41%
CYP2D6 inhibition	-	0.9003	90.03%
CYP1A2 inhibition	-	0.6125	61.25%
CYP2C8 inhibition	-	0.8111	81.11%
CYP inhibitory promiscuity	-	0.8353	83.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.6344	63.44%
Eye corrosion	-	0.9604	96.04%
Eye irritation	+	0.5884	58.84%
Skin irritation	-	0.5268	52.68%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	+	0.6046	60.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6954	69.54%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5440	54.40%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6668	66.68%
Acute Oral Toxicity (c)	III	0.6569	65.69%
Estrogen receptor binding	-	0.6099	60.99%
Androgen receptor binding	-	0.5119	51.19%
Thyroid receptor binding	-	0.6118	61.18%
Glucocorticoid receptor binding	-	0.6609	66.09%
Aromatase binding	-	0.8438	84.38%
PPAR gamma	-	0.6009	60.09%
Honey bee toxicity	-	0.8229	82.29%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9824	98.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.38%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.16%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.48%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.86%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.72%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.11%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.94%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.60%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590890
• LOTUS: LTS0142873
• wikiData: Q105277565