Aeroplysinin-2

Details

• Internal ID: a54a3e49-8d64-468f-9456-342a988f34e4
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3aS,7aR)-5,7-dibromo-3a-hydroxy-6-methoxy-3,7a-dihydro-1-benzofuran-2-one
• SMILES (Canonical): COC1=C(C2C(CC(=O)O2)(C=C1Br)O)Br
• SMILES (Isomeric): COC1=C([C@H]2[C@](CC(=O)O2)(C=C1Br)O)Br
• InChI: InChI=1S/C9H8Br2O4/c1-14-7-4(10)2-9(13)3-5(12)15-8(9)6(7)11/h2,8,13H,3H2,1H3/t8-,9+/m0/s1
• InChI Key: ZIWGLWRAFFMGTG-DTWKUNHWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈Br₂O₄
• Molecular Weight: 339.96 g/mol
• Exact Mass: 339.87688 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 37676-85-0
• aeroplysinin-2
• Aeroplysinin 2
• CHEMBL498138
• SCHEMBL8269873
• DTXSID00958714
• 5,7-Dibromo-3a-hydroxy-6-methoxy-3a,7a-dihydro-1-benzofuran-2(3H)-one
• 2(3H)-Benzofuranone, 5,7-dibromo-3a,7a-dihydro-3a-hydroxy-6-methoxy-, cis-
• 37694-12-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.6219	62.19%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4980	49.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9263	92.63%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8152	81.52%
P-glycoprotein inhibitior	-	0.9557	95.57%
P-glycoprotein substrate	-	0.9358	93.58%
CYP3A4 substrate	+	0.5063	50.63%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.6465	64.65%
CYP2C9 inhibition	-	0.9031	90.31%
CYP2C19 inhibition	-	0.8794	87.94%
CYP2D6 inhibition	-	0.9188	91.88%
CYP1A2 inhibition	-	0.9049	90.49%
CYP2C8 inhibition	-	0.9543	95.43%
CYP inhibitory promiscuity	-	0.8266	82.66%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8462	84.62%
Carcinogenicity (trinary)	Danger	0.5999	59.99%
Eye corrosion	-	0.9469	94.69%
Eye irritation	+	0.9232	92.32%
Skin irritation	-	0.6592	65.92%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6844	68.44%
Micronuclear	+	0.5418	54.18%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.7280	72.80%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5981	59.81%
Acute Oral Toxicity (c)	III	0.5579	55.79%
Estrogen receptor binding	-	0.5960	59.60%
Androgen receptor binding	-	0.7281	72.81%
Thyroid receptor binding	-	0.6896	68.96%
Glucocorticoid receptor binding	-	0.6675	66.75%
Aromatase binding	-	0.7416	74.16%
PPAR gamma	+	0.6070	60.70%
Honey bee toxicity	-	0.9177	91.77%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7907	79.07%

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	96.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.62%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.42%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.95%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.71%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.01%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.94%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.50%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.57%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.55%	94.45%

Plants that contains it

• Brassica rapa
• Lepidium draba
• Sonchus micranthus

Cross-Links

• PubChem: 186612
• NPASS: NPC8161
• LOTUS: LTS0166804
• wikiData: Q82939248