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10-[(2S,3S,4R)-5-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,3,4-trihydroxypentyl]-7,8-dimethylbenzo[g]pteridine-2,4-dione

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 6a10d34b-1696-4039-b138-fe7247500a89
Taxonomy Organoheterocyclic compounds > Pteridines and derivatives > Alloxazines and isoalloxazines > Flavins
IUPAC Name 10-[(2S,3S,4R)-5-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,3,4-trihydroxypentyl]-7,8-dimethylbenzo[g]pteridine-2,4-dione
SMILES (Canonical) CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(COC4C(C(C(O4)CO)O)O)O)O)O
SMILES (Isomeric) CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](CO[C@@H]4[C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChI InChI=1S/C22H28N4O10/c1-8-3-10-11(4-9(8)2)26(19-15(23-10)20(33)25-22(34)24-19)5-12(28)16(30)13(29)7-35-21-18(32)17(31)14(6-27)36-21/h3-4,12-14,16-18,21,27-32H,5-7H2,1-2H3,(H,25,33,34)/t12-,13+,14+,16-,17+,18-,21-/m0/s1
InChI Key KPRZMKIRTDUAFR-FJNQEYAASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H28N4O10
Molecular Weight 508.50 g/mol
Exact Mass 508.18054310 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -3.26
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 10-[(2S,3S,4R)-5-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,3,4-trihydroxypentyl]-7,8-dimethylbenzo[g]pteridine-2,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8761 87.61%
Caco-2 - 0.8431 84.31%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Lysosomes 0.4394 43.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8924 89.24%
OATP1B3 inhibitior + 0.9417 94.17%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.6584 65.84%
P-glycoprotein inhibitior - 0.4696 46.96%
P-glycoprotein substrate - 0.6563 65.63%
CYP3A4 substrate + 0.6331 63.31%
CYP2C9 substrate - 0.8035 80.35%
CYP2D6 substrate - 0.8769 87.69%
CYP3A4 inhibition - 0.6546 65.46%
CYP2C9 inhibition - 0.8846 88.46%
CYP2C19 inhibition - 0.6544 65.44%
CYP2D6 inhibition - 0.8916 89.16%
CYP1A2 inhibition - 0.5067 50.67%
CYP2C8 inhibition - 0.6526 65.26%
CYP inhibitory promiscuity - 0.7473 74.73%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6073 60.73%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9662 96.62%
Skin irritation - 0.7895 78.95%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5119 51.19%
Micronuclear + 0.9500 95.00%
Hepatotoxicity - 0.6239 62.39%
skin sensitisation - 0.8841 88.41%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8483 84.83%
Acute Oral Toxicity (c) IV 0.4672 46.72%
Estrogen receptor binding + 0.8113 81.13%
Androgen receptor binding + 0.6259 62.59%
Thyroid receptor binding + 0.5269 52.69%
Glucocorticoid receptor binding + 0.5929 59.29%
Aromatase binding + 0.6859 68.59%
PPAR gamma + 0.6891 68.91%
Honey bee toxicity - 0.8359 83.59%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity - 0.6377 63.77%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.81% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.72% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.26% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 92.40% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.07% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 91.00% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.51% 99.23%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.69% 86.92%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 88.59% 93.10%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.24% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.65% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.35% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.15% 90.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.13% 99.17%
CHEMBL4040 P28482 MAP kinase ERK2 86.19% 83.82%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.03% 96.00%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 83.70% 92.68%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.21% 100.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.09% 89.44%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.93% 97.36%
CHEMBL2424504 P29375 Lysine-specific demethylase 5A 81.66% 99.23%
CHEMBL4581 P52732 Kinesin-like protein 1 81.23% 93.18%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.54% 93.65%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.20% 90.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163185496
LOTUS LTS0214812
wikiData Q105144348