SQL (SQL Server 2008)
Number of characters: 4202
Fully obfuscated function:
WITH Input(id,str)AS(SELECT 1,'1 + 3 / -8'UNION ALL SELECT 2,'2*3*4*5+99'UNION ALL SELECT 3,'4 * (9 - 4)/ (2 * 6 - 2)+ 8'UNION ALL SELECT 4,'1 + ((123 * 3 - 69)/ 100)'UNION ALL SELECT 5,'2.45/8.5*9.27+(5*0.0023)'),Separators(i,ch,str_src,priority)AS(SELECT 1,'-',1,1UNION ALL SELECT 2,'+',1,1UNION ALL SELECT 3,'*',1,1UNION ALL SELECT 4,'/',1,1UNION ALL SELECT 5,'(',0,0UNION ALL SELECT 6,')',0,0),SeparatorsStrSrc(str,i)AS(SELECT CAST('['AS varchar(max)),0UNION ALL SELECT str+ch,SSS.i+1FROM SeparatorsStrSrc SSS INNER JOIN Separators S ON SSS.i=S.i-1WHERE str_src<>0),SeparatorsStr(str)AS(SELECT str+']'FROM SeparatorsStrSrc WHERE i=(SELECT COUNT(*)FROM Separators WHERE str_src<>0)),ExprElementsSrc(id,i,tmp,ele,pre_ch,input_str)AS(SELECT id,1,CAST(LEFT(str,1)AS varchar(max)),CAST(''AS varchar(max)),CAST(' 'AS char(1)),SUBSTRING(str,2,LEN(str))FROM Input UNION ALL SELECT id,CASE ele WHEN''THEN i ELSE i+1 END,CAST(CASE WHEN LEFT(input_str,1)=' 'THEN''WHEN tmp='-'THEN CASE WHEN pre_ch LIKE(SELECT str FROM SeparatorsStr)THEN tmp+LEFT(input_str,1)ELSE LEFT(input_str,1)END WHEN LEFT(input_str,1)IN(SELECT ch FROM Separators)OR tmp IN(SELECT ch FROM Separators)THEN LEFT(input_str,1)ELSE tmp+LEFT(input_str,1)END AS varchar(max)),CAST(CASE WHEN LEFT(input_str,1)=' 'THEN tmp WHEN LEFT(input_str,1)='-'THEN CASE WHEN tmp IN(SELECT ch FROM Separators)THEN tmp ELSE''END WHEN LEFT(input_str,1)IN(SELECT ch FROM Separators)OR tmp IN(SELECT ch FROM Separators)THEN CASE WHEN tmp='-'AND pre_ch LIKE(SELECT str FROM SeparatorsStr)THEN''ELSE tmp END ELSE''END AS varchar(max)),CAST(LEFT(ele,1)AS char(1)),SUBSTRING(input_str,2,LEN(input_str))FROM ExprElementsSrc WHERE input_str<>''OR tmp<>''),ExprElements(id,i,ele)AS(SELECT id,i,ele FROM ExprElementsSrc WHERE ele<>''),Scanner(id,i,val)AS(SELECT id,i,CAST(ele AS varchar(max))FROM ExprElements WHERE ele<>''UNION ALL SELECT id,MAX(i)+1,NULL FROM ExprElements GROUP BY id),Operator(op,priority)AS(SELECT ch,priority FROM Separators WHERE priority<>0),Calc(id,c,i,pop_count,s0,s1,s2,stack,status)AS(SELECT Scanner.id,1,1,0,CAST(scanner.val AS varchar(max)),CAST(NULL AS varchar(max)),CAST(NULL AS varchar(max)),CAST(''AS varchar(max)),CAST('init'AS varchar(max))FROM Scanner WHERE Scanner.i=1UNION ALL SELECT Calc.id,Calc.c+1,Calc.i,3,NULL,NULL,NULL,CASE Calc.s1 WHEN'+'THEN CAST(CAST(Calc.s2 AS real)+CAST(Calc.s0 AS real)AS varchar(max))WHEN'-'THEN CAST(CAST(Calc.s2 AS real)-CAST(Calc.s0 AS real)AS varchar(max))WHEN'*'THEN CAST(CAST(Calc.s2 AS real)*CAST(Calc.s0 AS real)AS varchar(max))WHEN'/'THEN CAST(CAST(Calc.s2 AS real)/CAST(Calc.s0 AS real)AS varchar(max))ELSE NULL END+' '+stack,CAST('calc '+Calc.s1 AS varchar(max))FROM Calc INNER JOIN Scanner NextVal ON Calc.id=NextVal.id AND Calc.i+1=NextVal.i WHERE Calc.pop_count=0AND ISNUMERIC(Calc.s2)=1AND Calc.s1 IN(SELECT op FROM Operator)AND ISNUMERIC(Calc.s0)=1AND(SELECT priority FROM Operator WHERE op=Calc.s1)>=COALESCE((SELECT priority FROM Operator WHERE op=NextVal.val),0)UNION ALL SELECT Calc.id,Calc.c+1,Calc.i,3,NULL,NULL,NULL,s1+' '+stack,CAST('paren'AS varchar(max))FROM Calc WHERE pop_count=0AND s2='('AND ISNUMERIC(s1)=1AND s0=')'UNION ALL SELECT Calc.id,Calc.c+1,Calc.i,Calc.pop_count-1,s1,s2,CASE WHEN LEN(stack)>0THEN SUBSTRING(stack,1,CHARINDEX(' ',stack)-1)ELSE NULL END,CASE WHEN LEN(stack)>0THEN SUBSTRING(stack,CHARINDEX(' ',stack)+1,LEN(stack))ELSE''END,CAST('pop'AS varchar(max))FROM Calc WHERE Calc.pop_count>0UNION ALL SELECT Calc.id,Calc.c+1,Calc.i+1,Calc.pop_count,CAST(NextVal.val AS varchar(max)),s0,s1,coalesce(s2,'')+' '+stack,cast('read'as varchar(max))FROM Calc INNER JOIN Scanner NextVal ON Calc.id=NextVal.id AND Calc.i+1=NextVal.i WHERE NextVal.val IS NOT NULL AND Calc.pop_count=0AND((Calc.s0 IS NULL OR calc.s1 IS NULL OR calc.s2 IS NULL)OR NOT(ISNUMERIC(Calc.s2)=1AND Calc.s1 IN(SELECT op FROM Operator)AND ISNUMERIC(calc.s0)=1AND (SELECT priority FROM Operator WHERE op=Calc.s1)>=COALESCE((SELECT priority FROM Operator WHERE op=NextVal.val),0))AND NOT(s2='('AND ISNUMERIC(s1)=1AND s0=')')))SELECT Calc.id,Input.str,Calc.s0 AS result FROM Calc INNER JOIN Input ON Calc.id=Input.id WHERE Calc.c=(SELECT MAX(c)FROM Calc calc2 WHERE Calc.id=Calc2.id)ORDER BY id
Clear/semi-obfuscated function:
WITH
  Input(id, str) AS (    
    SELECT 1, '1 + 3 / -8'
    UNION ALL SELECT 2, '2*3*4*5+99'
    UNION ALL SELECT 3, '4 * (9 - 4) / (2 * 6 - 2) + 8'
    UNION ALL SELECT 4, '1 + ((123 * 3 - 69) / 100)'
    UNION ALL SELECT 5, '2.45/8.5*9.27+(5*0.0023)'
  )
, Separators(i, ch, str_src, priority) AS (
    SELECT 1, '-', 1, 1
    UNION ALL SELECT 2, '+', 1, 1
    UNION ALL SELECT 3, '*', 1, 1
    UNION ALL SELECT 4, '/', 1, 1
    UNION ALL SELECT 5, '(', 0, 0
    UNION ALL SELECT 6, ')', 0, 0
  )
, SeparatorsStrSrc(str, i) AS (
    SELECT CAST('[' AS varchar(max)), 0
    UNION ALL
    SELECT
        str + ch
      , SSS.i + 1
    FROM
        SeparatorsStrSrc SSS
          INNER JOIN Separators S ON SSS.i = S.i - 1
    WHERE
        str_src <> 0
  )
, SeparatorsStr(str) AS (
    SELECT str + ']' FROM SeparatorsStrSrc
    WHERE i = (SELECT COUNT(*) FROM Separators WHERE str_src <> 0)
  )
, ExprElementsSrc(id, i, tmp, ele, pre_ch, input_str) AS (
    SELECT
        id
      , 1
      , CAST(LEFT(str, 1) AS varchar(max))
      , CAST('' AS varchar(max))
      , CAST(' ' AS char(1))
      , SUBSTRING(str, 2, LEN(str))
    FROM
        Input
    UNION ALL
    SELECT
        id
      , CASE ele
        WHEN '' THEN i
                ELSE i + 1
        END
      , CAST(
          CASE
          WHEN LEFT(input_str, 1) = ' '
            THEN ''
          WHEN tmp = '-'
            THEN CASE
                 WHEN pre_ch LIKE (SELECT str FROM SeparatorsStr)
                   THEN tmp + LEFT(input_str, 1)
                   ELSE LEFT(input_str, 1)
                 END
          WHEN LEFT(input_str, 1) IN (SELECT ch FROM Separators)
               OR
               tmp IN (SELECT ch FROM Separators)
            THEN LEFT(input_str, 1)
            ELSE tmp + LEFT(input_str, 1)
          END
        AS varchar(max))
      , CAST(
          CASE
          WHEN LEFT(input_str, 1) = ' '
            THEN tmp
          WHEN LEFT(input_str, 1) = '-'
            THEN CASE
                 WHEN tmp IN (SELECT ch FROM Separators)
                   THEN tmp
                   ELSE ''
                 END
          WHEN LEFT(input_str, 1) IN (SELECT ch FROM Separators)
               OR
               tmp IN (SELECT ch FROM Separators)
            THEN CASE
                 WHEN tmp = '-' AND pre_ch LIKE (SELECT str FROM SeparatorsStr)
                   THEN ''
                   ELSE tmp
                 END
            ELSE ''
          END
        AS varchar(max))
      , CAST(LEFT(ele, 1) AS char(1))
      , SUBSTRING(input_str, 2, LEN(input_str))
    FROM
        ExprElementsSrc
    WHERE
        input_str <> ''
        OR
        tmp <> ''
  )
, ExprElements(id, i, ele) AS (
    SELECT
        id
      , i
      , ele
    FROM
        ExprElementsSrc
    WHERE
        ele <> ''
  )
, Scanner(id, i, val) AS (
    SELECT
        id
      , i
      , CAST(ele AS varchar(max))
    FROM
        ExprElements
    WHERE
        ele <> ''
    UNION ALL
    SELECT
        id
      , MAX(i) + 1
      , NULL
    FROM
        ExprElements
    GROUP BY
        id
  )
, Operator(op, priority) AS (
    SELECT
        ch
      , priority 
    FROM
        Separators
    WHERE
        priority <> 0
  )
, Calc(id, c, i, pop_count, s0, s1, s2, stack, status) AS (
    SELECT
        Scanner.id
      , 1
      , 1
      , 0
      , CAST(scanner.val AS varchar(max))
      , CAST(NULL AS varchar(max))
      , CAST(NULL AS varchar(max))
      , CAST('' AS varchar(max))
      , CAST('init' AS varchar(max))
    FROM
        Scanner
    WHERE
        Scanner.i = 1
    UNION ALL
    SELECT
        Calc.id
      , Calc.c + 1
      , Calc.i
      , 3
      , NULL
      , NULL
      , NULL
      , CASE Calc.s1
        WHEN '+' THEN CAST(CAST(Calc.s2 AS real) + CAST(Calc.s0 AS real) AS varchar(max))
        WHEN '-' THEN CAST(CAST(Calc.s2 AS real) - CAST(Calc.s0 AS real) AS varchar(max))
        WHEN '*' THEN CAST(CAST(Calc.s2 AS real) * CAST(Calc.s0 AS real) AS varchar(max))
        WHEN '/' THEN CAST(CAST(Calc.s2 AS real) / CAST(Calc.s0 AS real) AS varchar(max))
                 ELSE NULL
        END
          + ' '
          + stack
      , CAST('calc ' + Calc.s1 AS varchar(max))
    FROM
        Calc
          INNER JOIN Scanner NextVal ON Calc.id = NextVal.id
                                          AND Calc.i + 1 = NextVal.i
    WHERE
        Calc.pop_count = 0
          AND ISNUMERIC(Calc.s2) = 1
          AND Calc.s1 IN (SELECT op FROM Operator)
          AND ISNUMERIC(Calc.s0) = 1
          AND (SELECT priority FROM Operator WHERE op = Calc.s1)
            >= COALESCE((SELECT priority FROM Operator WHERE op = NextVal.val), 0)
    UNION ALL
    SELECT
        Calc.id
      , Calc.c + 1
      , Calc.i
      , 3
      , NULL
      , NULL
      , NULL
      , s1 + ' ' + stack
      , CAST('paren' AS varchar(max))
    FROM
        Calc
    WHERE
        pop_count = 0
          AND s2 = '('
          AND ISNUMERIC(s1) = 1
          AND s0 = ')'
    UNION ALL
    SELECT
        Calc.id
      , Calc.c + 1
      , Calc.i
      , Calc.pop_count - 1
      , s1
      , s2
      , CASE
        WHEN LEN(stack) > 0
          THEN SUBSTRING(stack, 1, CHARINDEX(' ', stack) - 1)
          ELSE NULL
        END
      , CASE
        WHEN LEN(stack) > 0
          THEN SUBSTRING(stack, CHARINDEX(' ', stack) + 1, LEN(stack))
          ELSE ''
        END
      , CAST('pop' AS varchar(max))
    FROM
        Calc
    WHERE
        Calc.pop_count > 0
    UNION ALL
    SELECT
        Calc.id
      , Calc.c + 1
      , Calc.i + 1
      , Calc.pop_count
      , CAST(NextVal.val AS varchar(max))
      , s0
      , s1
      , coalesce(s2, '') + ' ' + stack
      , cast('read' as varchar(max))
    FROM
        Calc
          INNER JOIN Scanner NextVal ON Calc.id = NextVal.id
                                          AND Calc.i + 1 = NextVal.i
    WHERE
        NextVal.val IS NOT NULL
          AND Calc.pop_count = 0
          AND (
            (Calc.s0 IS NULL or calc.s1 is null or calc.s2 is null)
            OR
            NOT(
              ISNUMERIC(Calc.s2) = 1
                AND Calc.s1 IN (SELECT op FROM Operator)
                AND ISNUMERIC(calc.s0) = 1
                AND (SELECT priority FROM Operator WHERE op = Calc.s1)
                  >= COALESCE((SELECT priority FROM Operator WHERE op = NextVal.val), 0)
            )
              AND NOT(s2 = '(' AND ISNUMERIC(s1) = 1 AND s0 = ')')
          )
  )
SELECT
    Calc.id
  , Input.str
  , Calc.s0 AS result
FROM
    Calc
      INNER JOIN Input ON Calc.id = Input.id
WHERE
    Calc.c = (SELECT MAX(c) FROM Calc calc2
              WHERE Calc.id = Calc2.id)
ORDER BY
    id
It is not shortest.
But I think that it is very flexible for SQL.
It's easy to add new operators.
It's easy to change priority of operators.