6,7-Dimethyl-8-ribityllumazine

Details

• Internal ID: 2639ec52-e527-443b-afd9-a5c897291edc
• Taxonomy: Organoheterocyclic compounds > Pteridines and derivatives
• IUPAC Name: 6,7-dimethyl-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]pteridine-2,4-dione
• SMILES (Canonical): CC1=C(N(C2=NC(=O)NC(=O)C2=N1)CC(C(C(CO)O)O)O)C
• SMILES (Isomeric): CC1=C(N(C2=NC(=O)NC(=O)C2=N1)C[C@@H]([C@@H]([C@@H](CO)O)O)O)C
• InChI: InChI=1S/C13H18N4O6/c1-5-6(2)17(3-7(19)10(21)8(20)4-18)11-9(14-5)12(22)16-13(23)15-11/h7-8,10,18-21H,3-4H2,1-2H3,(H,16,22,23)/t7-,8+,10-/m0/s1
• InChI Key: SXDXRJZUAJBNFL-XKSSXDPKSA-N
• Popularity: 55 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈N₄O₆
• Molecular Weight: 326.31 g/mol
• Exact Mass: 326.12263431 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -2.88
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• 6,7-dimethyl-8-(1-D-ribityl)lumazine
• Russupteridine IV
• 6,7-dimethyl-8-(D-ribityl)lumazine
• RL-6,7-diMe
• O1DSD0WC7M
• 6,7-dimethyl-8-D-ribityllumazine
• CHEBI:17601
• UNII-O1DSD0WC7M
• Riboflavin impurity C [EP]
• DTXSID90199199
• RIBOFLAVIN IMPURITY C [EP IMPURITY]
• 1-Deoxy-1-(3,4-dihydro-6,7-dimethyl-2,4-dioxo-8(2H)-pteridinyl)-ribitol
• Ribitol, 1-deoxy-1-(3,4-dihydro-6,7-dimethyl-2,4-dioxo-8(2H)-pteridinyl)-
• D-RIBITOL, 1-DEOXY-1-(3,4-DIHYDRO-6,7-DIMETHYL-2,4-DIOXO-8(2H)-PTERIDINYL)-
• RIBOFLAVIN IMPURITY C (EP IMPURITY)
• Riboflavin impurity C
• RefChem:103865
• DTXCID70121690
• 6,7-Dimethyl-8-ribityllumazine, (D)-isomer
• 4-hydroxy-6,7-dimethyl-8-(2,3,4,5-tetrahydroxypentyl)pteridin-2-one
• 6,7-dimethyl-8-(2,3,4,5-tetrahydroxypentyl)-2,3,4,8-tetrahydropteridine-2,4-dione
• 2535-20-8
• DMDRL
• 6,7-Dimethylribityl Lumazine
• Riboflavin EP Impurity C
• 5118-16-1
• 6,7-Dimethyl-8-(1'-D-ribityl)lumazine
• 6,7-dimethyl-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]pteridine-2,4-dione
• 6,7-Dimethylribolumazine
• 6,7-Dimethylribityllumazine
• 1-deoxy-1-(6,7-dimethyl-2,4-dioxo-3,4-dihydropteridin-8(2h)-yl)-d-ribitol
• 6,7-Dimethyl-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2,3,4,8-tetrahydropteridine-2,4-dione
• 1-deoxy-1-[6,7-dimethyl-2,4-dioxo-3,4-dihydropteridin-8(2H)-yl]-D-ribitol
• 6,7-Dimethyl-8-((2S,3S,4R)-2,3,4,5-tetrahydroxypentyl)pteridine-2,4(3H,8H)-dione
• Lumazine, 6,7-dimethyl-8-(D-ribo-2,3,4,5-tetrahydroxypentyl)-
• 1-Deoxy-1-(3,4-dihydro-6,7-dimethyl-2,4-dioxo-8(2H)-pteridinyl)-D-ribitol
• 6,7-Dimethylribityl Lumazine (>90%)
• 2,4(1H,3H)-Pteridinedione, 6,7-dimethyl-8-(2,3,4,5-tetrahydroxypentyl)-, (2S-(2R*,3R*,4S*))-
• Epitope ID:178096
• orb1690784
• 6,7-dimethyl-8-ribitvllumazine
• SCHEMBL15603809
• SCHEMBL21524592
• 6,7-Dimethyl-8-ribityl lumazine
• SXDXRJZUAJBNFL-XKSSXDPKSA-N
• AKOS040757841
• DA-60492
• PD064070
• 6,7-dimethyl-8-(1'-D-ribityl) lumazine
• 6,7-dimethyl-8-(1'-D-ribityl)-lumazine
• HY-111661
• CS-0089408
• C04332
• T40178
• Q4641523

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9594	95.94%
Caco-2	-	0.8507	85.07%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.3699	36.99%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9434	94.34%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7263	72.63%
P-glycoprotein inhibitior	-	0.8584	85.84%
P-glycoprotein substrate	-	0.7944	79.44%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.8252	82.52%
CYP2C9 inhibition	-	0.8564	85.64%
CYP2C19 inhibition	+	0.6866	68.66%
CYP2D6 inhibition	-	0.9395	93.95%
CYP1A2 inhibition	+	0.6509	65.09%
CYP2C8 inhibition	-	0.9407	94.07%
CYP inhibitory promiscuity	-	0.9005	90.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6451	64.51%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9670	96.70%
Skin irritation	-	0.7833	78.33%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6517	65.17%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.8478	84.78%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6300	63.00%
Acute Oral Toxicity (c)	IV	0.4763	47.63%
Estrogen receptor binding	-	0.5201	52.01%
Androgen receptor binding	-	0.6219	62.19%
Thyroid receptor binding	-	0.6096	60.96%
Glucocorticoid receptor binding	-	0.5457	54.57%
Aromatase binding	+	0.5332	53.32%
PPAR gamma	-	0.5753	57.53%
Honey bee toxicity	-	0.9549	95.49%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.7361	73.61%

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	97.28%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.91%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	92.27%	94.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.26%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.02%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.46%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.53%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.29%	86.92%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.07%	93.99%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.69%	92.68%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	82.19%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.75%	94.00%
CHEMBL2169736	O95551	Tyrosyl-DNA phosphodiesterase 2	80.10%	98.46%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 168989
• LOTUS: LTS0142205
• wikiData: Q4641523