1-Deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol

Details

• Internal ID: 85c75051-a4a7-40e9-b08d-314be5d4197b
• Taxonomy: Organoheterocyclic compounds > Pteridines and derivatives > Alloxazines and isoalloxazines > Flavins
• IUPAC Name: 7,8-dimethyl-10-(2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4-dione
• SMILES (Canonical): CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(CO)O)O)O
• SMILES (Isomeric): CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(CO)O)O)O
• InChI: InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)
• InChI Key: AUNGANRZJHBGPY-UHFFFAOYSA-N
• Popularity: 47 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀N₄O₆
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.13828437 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.72
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• Dermadram
• Fiboflavin
• Aqua-Flave
• 7,8-dimethyl-10-(2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4-dione
• NSC33298
• 7,8-dimethyl-10-[(2R,3R,4S)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione
• Ovoflavin
• L-Araboflavine
• MFCD00005022
• Benzo[g]pteridine-2,4(3H,10H)-dione, 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)-
• NCGC00017291-05
• (?)-Riboflavin
• Wasserstoff Riboflavin
• Lactoflavine, zinvit-g
• Maybridge1_006336
• Prestwick0_000634
• Prestwick1_000634
• Prestwick2_000634
• Oprea1_416960
• Oprea1_626642
• SCHEMBL341564
• SPBio_002847
• CHEMBL511565
• HMS559H22
• DTXSID70859128
• AUNGANRZJHBGPY-UHFFFAOYSA-N
• HMS1569P10
• NSC18343
• Riboflavin(B2);7,8-Dimethyl-10-((2S,3S,4R)-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4(3H,10H)-dione
• CCG-51661
• AKOS000503133
• AKOS016038568
• AKOS025397214
• 7,8-dimethyl-10-(2,3,4,5-tetrahydroxypentyl)-2H,3H,4H,10H-benzo[g]pteridine-2,4-dione
• Isoalloxazine,8-dimethyl-10-D-ribityl-
• NCGC00017291-02
• NCGC00017291-03
• NCGC00017291-04
• NCGC00017291-06
• NCGC00095174-01
• NCGC00095174-02
• NCGC00095174-03
• NCGC00095174-05
• AC-11728
• component of Endoglobin Forte (Salt/Mix)
• Q 14
• SY012957
• VS-08673
• SR-01000640951-1
• WLN: T C666 BN DNVMV INJ B1YQYQYQ1Q L1 M1
• Isoalloxazine,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)-
• D-Ribitol,4-dihydro-7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10(2H)-yl)-
• 1-Deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol #
• Benzo[g]pteridine-2,10H)-dione, 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)-
• L-Arabinitol,4-dihydro-7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10(2H)-yl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9609	96.09%
Caco-2	-	0.8020	80.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.3960	39.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5593	55.93%
P-glycoprotein inhibitior	-	0.7935	79.35%
P-glycoprotein substrate	-	0.7126	71.26%
CYP3A4 substrate	+	0.5190	51.90%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	+	0.7302	73.02%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	+	0.8531	85.31%
CYP2C8 inhibition	-	0.8495	84.95%
CYP inhibitory promiscuity	-	0.9203	92.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.6445	64.45%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9840	98.40%
Skin irritation	-	0.7892	78.92%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5444	54.44%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.9676	96.76%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8449	84.49%
Acute Oral Toxicity (c)	IV	0.6176	61.76%
Estrogen receptor binding	+	0.6157	61.57%
Androgen receptor binding	+	0.6159	61.59%
Thyroid receptor binding	-	0.6155	61.55%
Glucocorticoid receptor binding	+	0.6460	64.60%
Aromatase binding	+	0.6293	62.93%
PPAR gamma	+	0.6031	60.31%
Honey bee toxicity	-	0.9577	95.77%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.8580	85.80%

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	98.55%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.02%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	95.61%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.52%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.53%	93.10%
CHEMBL1937	Q92769	Histone deacetylase 2	92.28%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.44%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.66%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.15%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.56%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.93%	86.92%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.59%	90.08%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.68%	92.68%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.19%	93.40%
CHEMBL1781	P11387	DNA topoisomerase I	81.99%	97.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.96%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.46%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.38%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	80.37%	94.73%

Plants that contains it

• Albizia julibrissin
• Arabidopsis thaliana
• Solanum tuberosum

Cross-Links

• PubChem: 1072
• LOTUS: LTS0091523
• wikiData: Q104919047