Details of the Drug

General Information of Drug (ID: DMCTUAD)

Drug Name
Phenolsulfonphthalein
Synonyms
3,3-Bis(4-hydroxyphenyl)-3H-benzo[c][1,2]oxathiole 1,1-dioxide; 4,4'-(3H-2,1-Benzoxathiol-3-ylidene)diphenol S,S-dioxide; BRN 0326470; EINECS 205-609-7; Fenolipuna; I6G9Y0J1OJ; MFCD00003552; NSC 10459; NSC10459; PHENOL RED; PSP; PSP (indicator); Phenol Red, ACS reagent; Phenol red; Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis-; Phenolred; Phenolsulfonephthalein; Phenolsulphonphthalein; Phenosulfophthalein; Sulfonphthal; Sulphental; Sulphonthal; UNII-I6G9Y0J1OJ; phenolsulfonphthalein
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 354.376
Logarithm of the Partition Coefficient (xlogp) 3
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 5
Chemical Identifiers
Formula
C19H14O5S
IUPAC Name
4-[3-(4-hydroxyphenyl)-1,1-dioxo-2,1lambda6-benzoxathiol-3-yl]phenol
Canonical SMILES
C1=CC=C2C(=C1)C(OS2(=O)=O)(C3=CC=C(C=C3)O)C4=CC=C(C=C4)O
InChI
InChI=1S/C19H14O5S/c20-15-9-5-13(6-10-15)19(14-7-11-16(21)12-8-14)17-3-1-2-4-18(17)25(22,23)24-19/h1-12,20-21H
InChIKey
BELBBZDIHDAJOR-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
4766
ChEBI ID
CHEBI:31991
CAS Number
143-74-8
DrugBank ID
DB13212
VARIDT ID
DR01234

Molecular Interaction Atlas of This Drug


Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Organic anion transporter 3 (SLC22A8) DTVP67E S22A8_HUMAN Substrate [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Myeloperoxidase (MPO) OTOOXLIN PERM_HUMAN Biotransformations [2]
POU domain, class 5, transcription factor 1 (POU5F1) OTDHHN7O PO5F1_HUMAN Gene/Protein Processing [3]
Progesterone receptor (PGR) OT0FZ3QE PRGR_HUMAN Gene/Protein Processing [4]
UDP-glucuronosyltransferase 2B15 OTABTFU2 UDB15_HUMAN Biotransformations [5]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Expression levels of renal organic anion transporters (OATs) and their correlation with anionic drug excretion in patients with renal diseases. Pharm Res. 2004 Jan;21(1):61-7.
2 Caution for the routine use of phenol red - It is more than just a pH indicator. Chem Biol Interact. 2019 Sep 1;310:108739. doi: 10.1016/j.cbi.2019.108739. Epub 2019 Jul 6.
3 Metformin represses self-renewal of the human breast carcinoma stem cells via inhibition of estrogen receptor-mediated OCT4 expression. PLoS One. 2011;6(11):e28068. doi: 10.1371/journal.pone.0028068. Epub 2011 Nov 23.
4 Phenol red in tissue culture media is a weak estrogen: implications concerning the study of estrogen-responsive cells in culture. Proc Natl Acad Sci U S A. 1986 Apr;83(8):2496-500. doi: 10.1073/pnas.83.8.2496.
5 Characterization of a cloned human dihydrotestosterone/androstanediol UDP-glucuronosyltransferase and its comparison to other steroid isoforms. Biochemistry. 1993 Oct 12;32(40):10648-57. doi: 10.1021/bi00091a015.