Details of the Drug

General Information of Drug (ID: DM7U58J)

Drug Name
Isoflavone
Synonyms
Isoflavone; Isoflavone (8CI); Isoflavone skeleton; LS-191186; MCULE-2586547916; OVO2KUW8H8; SBB068618; SCHEMBL8028; ST098957; VN10014; ZINC895390; isoflavon; 3-Phenylchromone; 3-phenyl-4H-1-benzopyran-4-one; 3-phenyl-4H-chromen-4-one; 3-phenylchromen-4-one; 4H-1-Benzopyran-4-one, 3-phenyl-; 574-12-9; AC-12802; AK114020; AKOS015918505; AX8135136; BCP22856; BCP9000133; CCG-214095; CHEBI:18220; CHEMBL366460; CS-W006405; DB12007; DS-6374; DTXSID90205986; KS-00000GFW; NSC 135405; NSC-135405; NSC135405; GOMNOOKGLZYEJT-UHFFFAOYSA-N; UNII-OVO2KUW8H8
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 222.24
Logarithm of the Partition Coefficient (xlogp) 3.2
Rotatable Bond Count (rotbonds) 1
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 2
ADMET Property
Absorption Tmax
The time to maximum plasma concentration (Tmax) is 5-6 h [1]
Clearance
The clearance of drug is 30.09 L/h [2]
Elimination
Renal excretion is the predominant route of elimination for dietary isoflavones, where approximately 10-60% of total administered dose is excreted in urine [2]
Half-life
The concentration or amount of drug in body reduced by one-half in 4 - 8 hours [1]
Metabolism
The drug is metabolized via the intestinal lactase phlorizin hydrolase [2]
Vd
The volume of distribution (Vd) of drug is 336.25 L [2]
Chemical Identifiers
Formula
C15H10O2
IUPAC Name
3-phenylchromen-4-one
Canonical SMILES
C1=CC=C(C=C1)C2=COC3=CC=CC=C3C2=O
InChI
GOMNOOKGLZYEJT-UHFFFAOYSA-N
InChIKey
1S/C15H10O2/c16-15-12-8-4-5-9-14(12)17-10-13(15)11-6-2-1-3-7-11/h1-10H
Cross-matching ID
PubChem CID
72304
ChEBI ID
CHEBI:18220
CAS Number
574-12-9
DrugBank ID
DB12007
INTEDE ID
DR2435

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Naphthalene dioxygenase (doxB) DEE76YZ NDOB_PSEU8 Substrate [3]
Biphenyl dioxygenase (bphC) DEUX61H BPHC_PSEFK Substrate [3]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
15-hydroxyprostaglandin dehydrogenase (HPGD) OTYZI6JB PGDH_HUMAN Gene/Protein Processing [4]
3-hydroxyisobutyryl-CoA hydrolase, mitochondrial (HIBCH) OTU2VHWR HIBCH_HUMAN Gene/Protein Processing [5]
6-phosphogluconate dehydrogenase, decarboxylating (PGD) OTVG296F 6PGD_HUMAN Gene/Protein Processing [5]
Acidic leucine-rich nuclear phosphoprotein 32 family member A (ANP32A) OTRHPFO2 AN32A_HUMAN Gene/Protein Processing [4]
Acyl-CoA 6-desaturase (FADS2) OTUX531P FADS2_HUMAN Gene/Protein Processing [5]
Aldehyde oxidase (AOX1) OT2FZP6H AOXA_HUMAN Gene/Protein Processing [4]
Alpha-globin transcription factor CP2 (TFCP2) OTA246TE TFCP2_HUMAN Gene/Protein Processing [4]
Amine oxidase A (MAOA) OT8NIWMQ AOFA_HUMAN Gene/Protein Processing [5]
Arginase-2, mitochondrial (ARG2) OTCPI0E8 ARGI2_HUMAN Gene/Protein Processing [5]
Aryl hydrocarbon receptor (AHR) OTFE4EYE AHR_HUMAN Gene/Protein Processing [6]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Soy foods, isoflavones, and the health of postmenopausal women. Am J Clin Nutr. 2014 Jul;100 Suppl 1:423S-30S. doi: 10.3945/ajcn.113.071464. Epub 2014 Jun 4.
2 Brigo F, Bragazzi NL, Igwe SC, Nardone R, Trinka E: Topiramate in the Treatment of Generalized Convulsive Status Epilepticus in Adults: A Systematic Review with Individual Patient Data Analysis. Drugs. 2017 Jan;77(1):67-74. doi: 10.1007/s40265-016-0672-2.
3 Flavonoids biotransformation by bacterial non-heme dioxygenases, biphenyl and naphthalene dioxygenase. Appl Microbiol Biotechnol. 2011 Jul;91(2):219-28.
4 Soy isoflavones alter expression of genes associated with cancer progression, including interleukin-8, in androgen-independent PC-3 human prostate cancer cells. J Nutr. 2006 Jan;136(1):75-82.
5 Soy isoflavones exert differential effects on androgen responsive genes in LNCaP human prostate cancer cells. J Nutr. 2007 Apr;137(4):964-72.
6 Novel 2-amino-isoflavones exhibit aryl hydrocarbon receptor agonist or antagonist activity in a species/cell-specific context. Toxicology. 2012 Jul 16;297(1-3):26-33.