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    2D Structure
    Also known as: Benvitimod, Tapinarof, 79338-84-4, Wbi-1001, Gsk2894512, Vtama
    Molecular Formula
    C17H18O2
    Molecular Weight
    254.32  g/mol
    InChI Key
    ZISJNXNHJRQYJO-CMDGGOBGSA-N
    FDA UNII
    84HW7D0V04
    benvitimod is a natural product found in Photorhabdus luminescens with data available.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    5-[(E)-2-phenylethenyl]-2-propan-2-ylbenzene-1,3-diol
    2.1.2 InChI
    InChI=1S/C17H18O2/c1-12(2)17-15(18)10-14(11-16(17)19)9-8-13-6-4-3-5-7-13/h3-12,18-19H,1-2H3/b9-8+
    2.1.3 InChI Key
    ZISJNXNHJRQYJO-CMDGGOBGSA-N
    2.1.4 Canonical SMILES
    CC(C)C1=C(C=C(C=C1O)C=CC2=CC=CC=C2)O
    2.1.5 Isomeric SMILES
    CC(C)C1=C(C=C(C=C1O)/C=C/C2=CC=CC=C2)O
    2.2 Other Identifiers
    2.2.1 UNII
    84HW7D0V04
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-isopropyl-5-(2-phenylethenyl)benzene-1,3-diol

    2. 3,5-dh4is

    3. 5-(2-phenylethenyl)-2-isopropyl-1,3-benzenediol

    4. Benvitimod

    5. Gsk2894512

    6. Tapinarof

    7. Wbi-1001

    2.3.2 Depositor-Supplied Synonyms

    1. Benvitimod

    2. Tapinarof

    3. 79338-84-4

    4. Wbi-1001

    5. Gsk2894512

    6. Vtama

    7. Wbi 1001

    8. Tapinarof [usan]

    9. 3,5-dihydroxy-4-isopropyl-trans-stilbene

    10. (e)-2-(1-methylethyl)-5-(2-phenylethenyl)-1,3-benzenediol

    11. 2-isopropyl-5-styrylbenzene-1,3-diol

    12. Gsk-2894512

    13. 5-[(e)-2-phenylethenyl]-2-propan-2-ylbenzene-1,3-diol

    14. (e)-2-isopropyl-5-styrylbenzene-1,3-diol

    15. 84hw7d0v04

    16. Tapinarof (usan)

    17. 1,3-benzenediol, 2-(1-methylethyl)-5-[(1e)-2-phenylethenyl]-

    18. 115781-08-3

    19. 1,3-benzenediol, 2-(1-methylethyl)-5-(2-phenylethenyl)-, (e)-

    20. 3,5-dh4is

    21. Unii-84hw7d0v04

    22. 1,3-benzenediol, 2-(1-methylethyl)-5-((1e)-2-phenylethenyl)-

    23. Benvitimod (tapinarof)

    24. Tapinarof [inn]

    25. Tapinarof [who-dd]

    26. Schembl918343

    27. Chembl259571

    28. Gtpl9686

    29. Dtxsid301045262

    30. Bcp13569

    31. Ex-a4877

    32. Zinc5761533

    33. (e)-4-isopropylstilbene-3,5-diol

    34. Mfcd13193203

    35. S9700

    36. Akos025296109

    37. Db06083

    38. Wb-1001

    39. Ac-36567

    40. As-44364

    41. Hy-109044

    42. Cs-0031487

    43. D11365

    44. A914284

    45. Q4634086

    46. 2-(1-methylethyl)-5-[(e)-2-phenylethenyl]benzene-1,3-diol

    47. 2-(1-methylethyl)-5-((1e)-2-phenylethenyl)-1,3-benzenediol

    48. 5-((1e)-2-phenylethen-1-yl)-2-(propan-2-yl)benzene-1,3-diol

    2.4 Create Date
    2006-04-28
    3 Chemical and Physical Properties
    Molecular Weight 254.32 g/mol
    Molecular Formula C17H18O2
    XLogP34.6
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count3
    Exact Mass254.130679813 g/mol
    Monoisotopic Mass254.130679813 g/mol
    Topological Polar Surface Area40.5 Ų
    Heavy Atom Count19
    Formal Charge0
    Complexity280
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Investigated for use/treatment in psoriasis and psoriatic disorders.

    5 Pharmacology and Biochemistry
    5.1 Mechanism of Action

    WBI-1001 selectively modulates the cytokine cascade deep under the skin, a process that rapidly decreases inflammations and skin plague. It targets the four major mechanisms involved in the disease.