General
Preferred name
SULISOBENZONE
Synonyms
2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid ()
Benzophenone-4, Sungard ()
5-Benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid ()
Uvinul ms-40 ()
NSC-760350 ()
Benzophenone-4 ()
Sungard ()
Uvinul d 5030 ()
Syntase 230 ()
Spectra-sorb uv 284 ()
Sulfisobenzone ()
Ms 40 ()
Viosorb 111 ()
NSC-60584 ()
Escalol 577 ()
Uvasorb s 5 ()
Seesorb 101s ()
Uvinul ms 40 ()
P&D ID
PD000393
CAS
4065-45-6
Tags
natural product
drug
available
Approved by
FDA
Drug Status
experimental
approved
Drug indication
Ultraviolet Screen
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
TOXICITY Acute oral toxicity (LD50): 3530 mg/kg [Rat].; ; This drug can cause skin and eye irritation [L2665].; ; Drug-induced phototoxicity is a non-immunological inflammatory skin reaction, caused by concurrent topical or systemic exposure to a specific molecule and ultraviolet radiation. Most of the phototoxic compounds absorb energy particularly from UVA light leading to activated derivatives, which can induce cellular damage [L2664].; ; ; Benzophenones are ultraviolet light filters that have been documented to cause a variety of adverse skin reactions, including contact and photocontact dermatitis, contact and photocontact urticaria, and anaphylaxis. Recently, they have become especially well known for their ability to induce allergy and photoallergy. Topical sunscreens and other cosmetics are the sources of these allergens in the majority of patients, however reports of reactions secondary to use of industrial products also exist. Benzophenones as a group have been named the American Contact Dermatitis Society's Allergen of the Year for 2014 to raise awareness of both allergy and photoallergy to these ubiquitous agents [A32929].; ; The liver is the main target organ of benzophenone toxicity in rats and mice, based on elevations n liver weights, hepatocellular hypertrophy, clinical chemistry changes, and induction of liver microsomal cytochrome P450 2B isomer. The kidney was also identified as a target organ of benzophenone toxicity in rats only, which was based on exposure concentration-related increases in kidney weights and microscopic changes [F40].
MOA A surface coating of benzophenones decreases the amount of UV radiation absorbed by the skin by limiting the total amount of energy that reaches the skin [L2663].; ; Benzophenone sunscreens, applied topically, protect the skin from these harmful effects of ultraviolet light by chemically absorbing light energy (photons). As this occurs, the benzophenone molecule becomes activated to higher energy levels. As the excited molecule returns to its ground state, the energy is released in the form of thermal energy. The hydroxyl group in the ortho position to the carbonyl group is believed to be a structural requirement for the benzophenones' absorption of UV light. This structural arrangement also contributes to the electronic stability of the molecule. Benzophenones absorb energy throughout the UV range, although the maximum UV absorbance is between 284 and 287 nm for the 2-hydroxybenzophenones [L2669].
DESCRIPTION Sulisobenzoneis a UV filter which protects the skin from damage by UVB and short-wave UVA ultraviolet light. (BOC Sciences Bioactive Compounds)
Compound Sets
11
BOC Sciences Bioactive Compounds
5-benzoyl-4-hydroxy-2-methoxybenzenesulfonic-cas-4065-45-6-116554
Cayman Chemical Bioactives
35225
ChEMBL Drugs
CHEMBL2059073
Drug Repurposing Hub
DrugBank
DB11185
DrugCentral
3572
DrugCentral Approved Drugs
3572
DrugMatrix
NPC Screening Collection
Selleckchem Bioactive Compound Library
sulisobenzone
The Spectrum Collection
External IDs
29
Properties
(calculated by RDKit )
Molecular Weight
308.04
Hydrogen Bond Acceptors
5
Hydrogen Bond Donors
2
Rotatable Bonds
4
Ring Count
2
Aromatic Ring Count
2
cLogP
1.88
TPSA
100.9
Fraction CSP3
0.07
Chiral centers
0.0
Largest ring
6.0
QED
0.66
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Indication
sunscreen lotion
Solubility
Soluble in DMSO
Source data