Virginiamycin M1

Details

• Internal ID: 5f89f052-8de3-47b4-82ec-a88f2454c23e
• Taxonomy: Phenylpropanoids and polyketides > Macrolide lactams
• IUPAC Name: (10R,11R,12E,17E,19E,21S)-21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03,7]octacosa-1(27),6,12,17,19,25(28)-hexaene-2,8,14,23-tetrone
• InChI: InChI=1S/C28H35N3O7/c1-17(2)26-19(4)9-10-24(34)29-11-5-7-18(3)13-20(32)14-21(33)15-25-30-22(16-37-25)27(35)31-12-6-8-23(31)28(36)38-26/h5,7-10,13,16-17,19-20,26,32H,6,11-12,14-15H2,1-4H3,(H,29,34)/b7-5+,10-9+,18-13+/t19-,20-,26-/m1/s1
• InChI Key: DAIKHDNSXMZDCU-FQTGFAPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₅N₃O₇
• Molecular Weight: 525.60 g/mol
• Exact Mass: 525.24750046 g/mol
• Topological Polar Surface Area (TPSA): 139.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• Streptogramin A
• Mikamycin A
• Pristinamycin IIA
• Virginiamycin Factor M1
• VERNAMYCIN A
• Staphylomycin M1
• Antibiotic PA 114A1
• 21411-53-0
• Antibiotic pa 114a
• 8W4UOL59AZ
• CHEBI:9997
• PA-114A
• NSC-87432
• NSC-244426
• RP-12536
• DTXSID30873800
• 8,9,14,15,24,25-Hexahydro-14-hydroxy-3-isopropyl-4,12-dimethyl-3H-21,18-nitrilo-1H,22H-pyrrolo(2,1-c)(1,8,4,19)dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
• NSC87432
• Staphylomycin M
• NSC244426
• Virginiamycin IIB
• (10R,11R,12E,17E,19E,21S)-21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo(23.2.1.03,7)octacosa-1(27),6,12,17,19,25(28)-hexaene-2,8,14,23-tetrone
• (10R,11R,12E,17E,19E,21S)-21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03,7]octacosa-1(27),6,12,17,19,25(28)-hexaene-2,8,14,23-tetrone
• RefChem:185930
• DTXCID401012018
• 244-376-6
• Ostreogrycin a
• Virginiamycin M1 (~90%)
• MFCD00869411
• NSC87434
• Virginiamycin M1 (200 ug/mL in Methanol) (~90%)
• C28H35N3O7
• NSC 244426
• MIKAMYCIN A [MI]
• UNII-8W4UOL59AZ
• STREPTOGRAMIN A [MI]
• PRISTINAMYCIN IIA [MI]
• VIRGINIAMYCIN M1 [MI]
• orb1741534
• CHEMBL1236670
• GTPL12933
• HY-N6686
• EINECS 244-376-6
• NSC 87432
• NSC-87434
• Vernamycin A & vernamycin B (1:1)
• DB01669
• FV159221
• CS-0019826
• NS00011661
• E80259
• (10R,11R,12E,17E,19E,21S)-21-Hydroxy-10-isopropyl-11,19-dimethyl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03,7]octacosa-1(27),6,12,17,19,25(28)-hexaene-2,8,14,23-tetrone
• (3R,4R,5E,10E,12E,14S)-14-hydroxy-3-isopropyl-4,12-dimethyl-8,9,14,15,24,25-hexahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
• (3R,4R,5E,10E,12E,14S)-14-hydroxy-4,12-dimethyl-3-(1-methylethyl)-8,9,14,15,24,25-hexahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
• (3R-(3R*,4R*,5E,10E,12E,14S*))-8,9,14,15,24,25-HEXAHYDRO-14-HYDROXY-4,12-DIMETHYL-3-(1-METHYLETHYL)-3H-21,18-NITRILO-1H,22H-PYRROLO(2,1-C)(1,8,4,19)DIOXADIAZACYCLOTETRACOSINE-1,7,16,22(4H,17H)-TETRONE
• 3H-21,18-NITRILO-1H,22H-PYRROLO(2,1-C)(1,8,4,19)DIOXADIAZACYCLOTETRACOSINE-1,7,16,22(4H,17H)-TETRONE, 8,9,14,15,24,25-HEXAHYDRO-14-HYDROXY-4,12-DIMETHYL-3-(1-METHYLETHYL)-, (3R,4R,5E,10E,12E,14S)-
• 8,9,14,15,24,25-Hexahydro-14-hydroxy-4,12-dimethyl-3-(1-methylethyl)-3H-21,18-nitrilo-1H,22H-pyrrolo(2,1-c)(1,8,4,19)dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7781	77.81%
Caco-2	-	0.8043	80.43%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6087	60.87%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	+	0.8747	87.47%
OATP1B3 inhibitior	+	0.9281	92.81%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9495	94.95%
P-glycoprotein inhibitior	+	0.8606	86.06%
P-glycoprotein substrate	+	0.7157	71.57%
CYP3A4 substrate	+	0.6271	62.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8891	88.91%
CYP3A4 inhibition	-	0.9423	94.23%
CYP2C9 inhibition	-	0.8430	84.30%
CYP2C19 inhibition	-	0.7838	78.38%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.7669	76.69%
CYP2C8 inhibition	+	0.6102	61.02%
CYP inhibitory promiscuity	-	0.9459	94.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4240	42.40%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9525	95.25%
Skin irritation	-	0.7701	77.01%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3807	38.07%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5164	51.64%
skin sensitisation	-	0.8559	85.59%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7678	76.78%
Acute Oral Toxicity (c)	III	0.5863	58.63%
Estrogen receptor binding	+	0.7027	70.27%
Androgen receptor binding	+	0.5960	59.60%
Thyroid receptor binding	+	0.6030	60.30%
Glucocorticoid receptor binding	+	0.7955	79.55%
Aromatase binding	+	0.5425	54.25%
PPAR gamma	+	0.6586	65.86%
Honey bee toxicity	-	0.7586	75.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	-	0.7181	71.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.22%	99.23%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.23%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.10%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.75%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.61%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.51%	94.00%
CHEMBL4208	P20618	Proteasome component C5	88.28%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.71%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.25%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.41%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	84.52%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.51%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.96%	100.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.97%	93.65%
CHEMBL3384	Q16512	Protein kinase N1	81.29%	80.71%

Plants that contains it

• Hydrangea macrophylla

Cross-Links

• PubChem: 5459319
• NPASS: NPC58001
• LOTUS: LTS0129666
• wikiData: Q7245902