NPs Basic Information

Name
Riboflavin
Molecular Formula C17H20N4O6
IUPAC Name*
7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione
SMILES
CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](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)/t11-,12+,14-/m0/s1
InChIKey
AUNGANRZJHBGPY-SCRDCRAPSA-N
Synonyms
riboflavin; vitamin B2; Lactoflavin; Riboflavine; 83-88-5; Vitamin G; (-)-riboflavin; Lactoflavine; Flavaxin; Beflavin; Riboflavinum; Riboflavina; Russupteridine Yellow III; Beflavine; Bisulase; 7,8-Dimethyl-10-ribitylisoalloxazine; 6,7-Dimethyl-9-D-ribitylisoalloxazine; Ribocrisina; Vitaflavine; Flaxain; Lactobene; Ribipca; Riboderm; Ribosyn; Ribotone; Ribovel; E101; Vitamin Bi; Flavin BB; Vitasan B2; HYRE; Lacto-flavin; Riboflavin (Vitamin B2); C.I. Food Yellow 15; vitamin-b2; Vitamin B-2; Riboflavinequinone; CHEBI:17015; 7,8-Dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)isoalloxazine; Ins no.101(iii); Ins-101(iii); 7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione; Vitamin b2 (as riboflavin); E-101(iii); TLM2976OFR; C.I. 50900; INS NO. 101(I); NSC-33298; 1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol; 7,8-dimethyl-10-((2S,3S,4R)-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4(3H,10H)-dione; D-Ribitol, 1-deoxy-1-(3,4-dihydro-7,8-dimethyl-2,4-dioxobenzo(g)pteridin-10(2H)-yl)-; NCI-0033298; MFCD00005022; NSC 33298; DSSTox_CID_1777; DSSTox_RID_76321; DSSTox_GSID_21777; Riboflavine [INN-French]; Riboflavinum [INN-Latin]; Riboflavina [INN-Spanish]; Isoalloxazine, 7,8-dimethyl-10-D-ribityl-; HSDB 817; 1-Deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol; 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4(3H,10H)-dione; 7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2H,3H,4H,10H-benzo[g]pteridine-2,4-dione; CCRIS 1904; Isoalloxazine, 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)-; Riboflavin (Vit B2); EINECS 201-507-1; UNII-TLM2976OFR; Riboflavin [USP:INN:BAN]; AI3-14697; 1kyv; 2ccb; 2vxa; ()-Riboflavin; San Yellow B; CAS-83-88-5; NCGC00017291-05; Bisulase (TN); Food Yellow 15; Prestwick_442; 2fl5; 2vx9; 4d1y; RIBOFLAVIN [II]; RIBOFLAVIN [MI]; RIBOFLAVIN [FCC]; RIBOFLAVIN [INN]; RIBOFLAVIN [JAN]; Vitamin B2; E101; Prestwick3_000634; RIBOFLAVIN [HSDB]; RIBOFLAVIN [INCI]; LACTOFLAVIN [INCI]; RIBOFLAVIN [VANDF]; Epitope ID:161730; RIBOFLAVINUM [HPUS]; RIBOFLAVIN [MART.]; SCHEMBL7706; CHEMBL1534; RIBOFLAVIN [USP-RS]; RIBOFLAVIN [WHO-DD]; RIBOFLAVIN [WHO-IP]; VITAMIN B2 [VANDF]; BSPBio_000628; MLS001066391; BPBio1_000692; GTPL6578; Riboflavin (JP17/USP/INN); RIBOFLAVINE; VITAMIN B2; DTXSID8021777; RIBOFLAVIN [ORANGE BOOK]; RIBOFLAVIN [EP MONOGRAPH]; VITAMIN B2 [GREEN BOOK]; (-)-Riboflavin, 97-103%; HMS2096P10; RIBOFLAVIN [USP MONOGRAPH]; Benzo[g]pteridine riboflavin deriv.; HY-B0456; RIBOFLAVINUM [WHO-IP LATIN]; ZINC2036848; Tox21_110813; Tox21_111714; Tox21_201633; Tox21_302980; 6,7-Dimethyl-9-ribitylisoalloxazine; BDBM50362895; s2540; Riboflavin (B2), analytical standard; Tox21_111714_1; DB00140; NCGC00091288-01; NCGC00091288-02; NCGC00091288-03; NCGC00091288-04; NCGC00091288-05; NCGC00179498-01; NCGC00256408-01; NCGC00259182-01; AS-15936; SMR000112236; R0020; (-)-Riboflavin, tested according to Ph.Eur.; C00255; D00050; EN300-6477227; (-)-Riboflavin, meets USP testing specifications; A840676; A934900; Q130365; (-)-Riboflavin, from Eremothecium ashbyii, >=98%; W-104132; 7,8-DIMETHYL-10-(1'-D-RIBITYL)ISOALLOXAZINE; Z2216887959; RIBOFLAVIN SODIUM PHOSPHATE IMPURITY D [EP IMPURITY]; Riboflavin, European Pharmacopoeia (EP) Reference Standard; Riboflavin, United States Pharmacopeia (USP) Reference Standard; Riboflavin, Pharmaceutical Secondary Standard; Certified Reference Material; 5-deoxy-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol; 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)-Benzo[g]pteridine-2,4(3H,10H)-dione; Riboflavin for peak identification, European Pharmacopoeia (EP) Reference Standard; (-)-Riboflavin, 100 mug/mL (1% ammonium acetate in 50:50 methanol:water), certified reference material, ampule of 1 mL; (-)-Riboflavin, BioReagent, suitable for cell culture, suitable for insect cell culture, >=98%; 7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrakis(oxidanyl)pentyl]benzo[g]pteridine-2,4-dione
CAS 83-88-5
PubChem CID 493570
ChEMBL ID CHEMBL1534
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Pteridines and derivative
        • Subclass: Alloxazines and isoalloxa
          • Direct Parent: Flavins

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 376.4 ALogp: -1.5
HBD: 5 HBA: 7
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 155.0 Aromatic Rings: 3
Heavy Atoms: 27 QED Weighted: 0.349

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.936 MDCK Permeability: 0.00000301
Pgp-inhibitor: 0.013 Pgp-substrate: 0.974
Human Intestinal Absorption (HIA): 0.026 20% Bioavailability (F20%): 0.079
30% Bioavailability (F30%): 0.225

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.327 Plasma Protein Binding (PPB): 83.10%
Volume Distribution (VD): 0.606 Fu: 13.44%

ADMET: Metabolism

CYP1A2-inhibitor: 0.11 CYP1A2-substrate: 0.088
CYP2C19-inhibitor: 0.018 CYP2C19-substrate: 0.053
CYP2C9-inhibitor: 0.001 CYP2C9-substrate: 0.135
CYP2D6-inhibitor: 0.007 CYP2D6-substrate: 0.105
CYP3A4-inhibitor: 0.008 CYP3A4-substrate: 0.06

ADMET: Excretion

Clearance (CL): 5.271 Half-life (T1/2): 0.713

ADMET: Toxicity

hERG Blockers: 0.035 Human Hepatotoxicity (H-HT): 0.118
Drug-inuced Liver Injury (DILI): 0.964 AMES Toxicity: 0.048
Rat Oral Acute Toxicity: 0.006 Maximum Recommended Daily Dose: 0.784
Skin Sensitization: 0.017 Carcinogencity: 0.036
Eye Corrosion: 0.003 Eye Irritation: 0.012
Respiratory Toxicity: 0.151
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC001638 0.367 D04QST 1.000
ENC005901 0.304 D03MGL 0.276
ENC000161 0.256 D04XDT 0.257
ENC004977 0.255 D0T6VD 0.239
ENC005325 0.253 D0P7EK 0.226
ENC005697 0.250 D09MXS 0.226
ENC004768 0.243 D06HZY 0.226
ENC004197 0.243 D02PWM 0.222
ENC005156 0.235 D0O6KE 0.220
ENC002595 0.231 D06GWF 0.216
*Note: the compound similarity was calculated by RDKIT.