Viranamycin B

Details

• Internal ID: d7354ace-5ef7-4578-aeeb-26f91facbe75
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(2R,3R,4S,6S)-6-[(2R,4S,5R,6R)-2-[(2S,3S,4R)-4-[(2S,3S,4E,6E,9R,10S,11R,12R,13S,14E,16Z)-11-ethyl-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5,6-dimethyloxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate
• InChI: InChI=1S/C44H73NO14/c1-13-31-37(47)24(4)17-22(2)15-14-16-33(53-11)40(57-42(50)34(54-12)19-23(3)18-25(5)38(31)48)27(7)39(49)28(8)44(52)21-35(26(6)29(9)59-44)56-36-20-32(46)41(30(10)55-36)58-43(45)51/h14-16,18-19,24-33,35-41,46-49,52H,13,17,20-21H2,1-12H3,(H2,45,51)/b16-14+,22-15+,23-18+,34-19-/t24-,25+,26-,27-,28+,29-,30-,31-,32+,33+,35+,36-,37+,38-,39+,40+,41+,44-/m1/s1
• InChI Key: IQDQMKRHOJUEEN-IFQPHJMCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₃NO₁₄
• Molecular Weight: 840.00 g/mol
• Exact Mass: 839.50310600 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

• RefChem:934057
• 139595-04-3
• CHEBI:221324
• [(2R,3R,4S,6S)-6-[(2R,4S,5R,6R)-2-[(2S,3S,4R)-4-[(2S,3S,4E,6E,9R,10S,11R,12R,13S,14E,16Z)-11-ethyl-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5,6-dimethyloxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7876	78.76%
Caco-2	-	0.8694	86.94%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3811	38.11%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8219	82.19%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9179	91.79%
P-glycoprotein inhibitior	+	0.7392	73.92%
P-glycoprotein substrate	+	0.8611	86.11%
CYP3A4 substrate	+	0.7303	73.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.6829	68.29%
CYP2C9 inhibition	-	0.8221	82.21%
CYP2C19 inhibition	-	0.7873	78.73%
CYP2D6 inhibition	-	0.8878	88.78%
CYP1A2 inhibition	-	0.8594	85.94%
CYP2C8 inhibition	+	0.7223	72.23%
CYP inhibitory promiscuity	-	0.8372	83.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5330	53.30%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.7425	74.25%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	+	0.5330	53.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7176	71.76%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5243	52.43%
skin sensitisation	-	0.8567	85.67%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8876	88.76%
Acute Oral Toxicity (c)	III	0.5085	50.85%
Estrogen receptor binding	+	0.7729	77.29%
Androgen receptor binding	+	0.6175	61.75%
Thyroid receptor binding	+	0.5537	55.37%
Glucocorticoid receptor binding	+	0.8100	81.00%
Aromatase binding	+	0.6043	60.43%
PPAR gamma	+	0.7830	78.30%
Honey bee toxicity	-	0.6131	61.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9061	90.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.86%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.10%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.99%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.91%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.40%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.67%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.19%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.18%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.80%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.41%	96.77%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.19%	96.47%
CHEMBL2581	P07339	Cathepsin D	87.16%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.84%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.44%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.02%	97.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.86%	96.21%
CHEMBL4208	P20618	Proteasome component C5	85.55%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.46%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.10%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.88%	96.61%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.93%	97.33%
CHEMBL1902	P62942	FK506-binding protein 1A	83.88%	97.05%
CHEMBL340	P08684	Cytochrome P450 3A4	83.76%	91.19%
CHEMBL2535	P11166	Glucose transporter	83.51%	98.75%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.36%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.18%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.29%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.05%	94.73%
CHEMBL5028	O14672	ADAM10	80.87%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.78%	92.94%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.76%	94.80%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.71%	93.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.25%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588908
• LOTUS: LTS0038150
• wikiData: Q105117734