Virgaricin B

Details

• Internal ID: 15eb7472-a339-407c-ad88-219715eae98f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated ketones > b-hydroxy-alpha,beta-unsaturated ketones
• IUPAC Name: (3S,4S,5S)-3-dodeca-2,4,6,10-tetraenoyl-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-one
• InChI: InChI=1S/C17H23NO5/c1-2-3-4-5-6-7-8-9-10-11-14(20)17(23)15(21)13(12-19)18-16(17)22/h2-3,6-11,13,15,19,21,23H,4-5,12H2,1H3,(H,18,22)/t13-,15-,17+/m0/s1
• InChI Key: CYJHCBKMADLSOZ-JLJPHGGASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₅
• Molecular Weight: 321.40 g/mol
• Exact Mass: 321.15762283 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7711	77.11%
Caco-2	-	0.8818	88.18%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7130	71.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8509	85.09%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8787	87.87%
BSEP inhibitior	-	0.5421	54.21%
P-glycoprotein inhibitior	-	0.8855	88.55%
P-glycoprotein substrate	-	0.7337	73.37%
CYP3A4 substrate	+	0.5267	52.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	-	0.9698	96.98%
CYP2C9 inhibition	-	0.8879	88.79%
CYP2C19 inhibition	-	0.9354	93.54%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	-	0.8845	88.45%
CYP2C8 inhibition	-	0.8777	87.77%
CYP inhibitory promiscuity	-	0.9451	94.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6792	67.92%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9828	98.28%
Skin irritation	-	0.7468	74.68%
Skin corrosion	-	0.9179	91.79%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4827	48.27%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5157	51.57%
skin sensitisation	-	0.8516	85.16%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4832	48.32%
Acute Oral Toxicity (c)	III	0.6260	62.60%
Estrogen receptor binding	+	0.8007	80.07%
Androgen receptor binding	-	0.6346	63.46%
Thyroid receptor binding	-	0.5252	52.52%
Glucocorticoid receptor binding	+	0.5951	59.51%
Aromatase binding	+	0.7399	73.99%
PPAR gamma	+	0.7004	70.04%
Honey bee toxicity	-	0.9072	90.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.8765	87.65%

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	96.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.03%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.03%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.31%	89.34%
CHEMBL2581	P07339	Cathepsin D	89.12%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.11%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.03%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.56%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.21%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588387
• LOTUS: LTS0193979
• wikiData: Q104972364