Verongidoic acid

Details

• Internal ID: 8874c5fd-adc2-4bde-a3bb-7443859c9d78
• Taxonomy: Organoheterocyclic compounds > Azolines > Isoxazolines
• IUPAC Name: (5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxylic acid
• SMILES (Canonical): COC1=C(C(C2(CC(=NO2)C(=O)O)C=C1Br)O)Br
• SMILES (Isomeric): COC1=C([C@@H]([C@]2(CC(=NO2)C(=O)O)C=C1Br)O)Br
• InChI: InChI=1S/C10H9Br2NO5/c1-17-7-4(11)2-10(8(14)6(7)12)3-5(9(15)16)13-18-10/h2,8,14H,3H2,1H3,(H,15,16)/t8-,10+/m0/s1
• InChI Key: JAPHJLBVNFPOFR-WCBMZHEXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉Br₂NO₅
• Molecular Weight: 382.99 g/mol
• Exact Mass: 382.88270 g/mol
• Topological Polar Surface Area (TPSA): 88.40 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9786	97.86%
Caco-2	-	0.7340	73.40%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4736	47.36%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9435	94.35%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9045	90.45%
P-glycoprotein inhibitior	-	0.9780	97.80%
P-glycoprotein substrate	-	0.8915	89.15%
CYP3A4 substrate	+	0.5501	55.01%
CYP2C9 substrate	-	0.5942	59.42%
CYP2D6 substrate	-	0.8360	83.60%
CYP3A4 inhibition	-	0.8519	85.19%
CYP2C9 inhibition	-	0.8396	83.96%
CYP2C19 inhibition	-	0.7824	78.24%
CYP2D6 inhibition	-	0.9046	90.46%
CYP1A2 inhibition	-	0.6623	66.23%
CYP2C8 inhibition	-	0.7145	71.45%
CYP inhibitory promiscuity	-	0.6524	65.24%
UGT catelyzed	+	0.7159	71.59%
Carcinogenicity (binary)	-	0.7532	75.32%
Carcinogenicity (trinary)	Non-required	0.3750	37.50%
Eye corrosion	-	0.9735	97.35%
Eye irritation	+	0.9238	92.38%
Skin irritation	-	0.7567	75.67%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7388	73.88%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7965	79.65%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6181	61.81%
Acute Oral Toxicity (c)	III	0.5804	58.04%
Estrogen receptor binding	-	0.5724	57.24%
Androgen receptor binding	-	0.5805	58.05%
Thyroid receptor binding	-	0.5151	51.51%
Glucocorticoid receptor binding	+	0.6373	63.73%
Aromatase binding	-	0.6275	62.75%
PPAR gamma	+	0.5697	56.97%
Honey bee toxicity	-	0.9061	90.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.3992	39.92%

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	95.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.64%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.67%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.92%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.10%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.94%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.05%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.32%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	82.01%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.80%	95.50%
CHEMBL5028	O14672	ADAM10	80.76%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102415239
• LOTUS: LTS0002091
• wikiData: Q105123923