Deoxoviroisin

Details

• Internal ID: d6532ede-5e69-4804-b7a9-010099c44650
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 12-[2,3-dihydroxy-2-(hydroxymethyl)propyl]-22,23-dihydroxy-6-(1-hydroxyethyl)-3-(hydroxymethyl)-18-methyl-15-[(2-methylsulfinyl-1H-indol-3-yl)methyl]-9-propan-2-yl-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosane-2,5,8,11,14,17,20-heptone
• SMILES (Canonical): CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CC(C(C2C(=O)N1)O)O)CO)C(C)O)C(C)C)CC(CO)(CO)O)CC3=C(NC4=CC=CC=C43)S(=O)C
• SMILES (Isomeric): CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CC(C(C2C(=O)N1)O)O)CO)C(C)O)C(C)C)CC(CO)(CO)O)CC3=C(NC4=CC=CC=C43)S(=O)C
• InChI: InChI=1S/C38H56N8O15S/c1-16(2)26-33(56)45-27(18(4)50)34(57)42-24(13-47)37(59)46-12-25(51)29(52)28(46)35(58)39-17(3)30(53)40-22(10-20-19-8-6-7-9-21(19)43-36(20)62(5)61)31(54)41-23(32(55)44-26)11-38(60,14-48)15-49/h6-9,16-18,22-29,43,47-52,60H,10-15H2,1-5H3,(H,39,58)(H,40,53)(H,41,54)(H,42,57)(H,44,55)(H,45,56)
• InChI Key: YXPPGQLZLHIPJN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₆N₈O₁₅S
• Molecular Weight: 897.00 g/mol
• Exact Mass: 896.35858428 g/mol
• Topological Polar Surface Area (TPSA): 389.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -6.54
• H-Bond Acceptor: 15
• H-Bond Donor: 14
• Rotatable Bonds: 10

Synonyms

• 2-(2-Methylsulfinyl)-2-tryptophanviroisin
• Viroisin, 2-(2-methylsulfinyl)-2-tryptophan-
• 74125-17-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6451	64.51%
Caco-2	-	0.8716	87.16%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4689	46.89%
OATP2B1 inhibitior	-	0.7253	72.53%
OATP1B1 inhibitior	+	0.7766	77.66%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	0.8635	86.35%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8830	88.30%
P-glycoprotein inhibitior	+	0.7320	73.20%
P-glycoprotein substrate	+	0.8347	83.47%
CYP3A4 substrate	+	0.7086	70.86%
CYP2C9 substrate	-	0.8082	80.82%
CYP2D6 substrate	-	0.8548	85.48%
CYP3A4 inhibition	-	0.5289	52.89%
CYP2C9 inhibition	-	0.7024	70.24%
CYP2C19 inhibition	-	0.7211	72.11%
CYP2D6 inhibition	-	0.8680	86.80%
CYP1A2 inhibition	-	0.7314	73.14%
CYP2C8 inhibition	+	0.6465	64.65%
CYP inhibitory promiscuity	-	0.7424	74.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5600	56.00%
Carcinogenicity (trinary)	Non-required	0.5817	58.17%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.7607	76.07%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	-	0.5678	56.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6459	64.59%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8376	83.76%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7247	72.47%
Acute Oral Toxicity (c)	III	0.5530	55.30%
Estrogen receptor binding	+	0.8133	81.33%
Androgen receptor binding	+	0.6667	66.67%
Thyroid receptor binding	+	0.5959	59.59%
Glucocorticoid receptor binding	+	0.6333	63.33%
Aromatase binding	+	0.6204	62.04%
PPAR gamma	+	0.7826	78.26%
Honey bee toxicity	-	0.7445	74.45%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.3838	38.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.33%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	96.28%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.06%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.45%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.94%	88.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.75%	97.09%
CHEMBL1949	P62937	Cyclophilin A	92.41%	98.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.86%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.64%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.31%	91.49%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	86.70%	97.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.41%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.87%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.71%	95.89%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.74%	98.46%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.40%	97.14%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.38%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.55%	96.47%
CHEMBL2535	P11166	Glucose transporter	82.01%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.47%	93.03%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.07%	94.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 156812
• LOTUS: LTS0214111
• wikiData: Q104397773