Margaret married Alexander (4th of Philorth) Fraser about 1470. Alexander (son of Alexander (Sir) (3rd of Philorth) Fraser and Marjory Menzies) died before 1480. [Group Sheet] [Family Chart]

1. William (6th of Philorth) Fraser was born in 1474; died on 5 Sep 1513 in Paris, France.
2. Alexander (Sir) (5th of Philorth) Fraser died on 9 Jul 1499 in Dsp.

Margaret married Sir Gilbert (3rd of Inverugie) Keith after 7 May 1491. Gilbert (son of Keith) was born about 1418; died about 1494. [Group Sheet] [Family Chart]

Margaret married Sir Robert (of Lochleven) Douglas about 1500. Robert (son of Sir Robert (of Lochleven) Douglas and Elizabeth Boswell) and died. [Group Sheet] [Family Chart]

1. Thomas Douglas and died.
2. Henry Douglas was born in Living In 1520; and died.
3. Margaret Douglas and died.

William married Beatrice Douglas before 17 Mar 1450. Beatrice (daughter of James (7th Earl of) (The Gross) Douglas and Beatrix Sinclair) and died. [Group Sheet] [Family Chart]

Gilbert + Alice (of Locherwort & Yester) Hay. Alice (daughter of Sir William (of Locherwort & Yester) Hay and Alicia (of Erroll) Hay) and died. [Group Sheet] [Family Chart]

Notes:

Earl of Avondale and Balvany
Warden of the Marches in 1409

James married Beatrix Sinclair before 7 Mar 1425 in Orkney, Scotland. Beatrix (daughter of Henry (1st Earl of Orkney) Sinclair and Jean (of Dirleton Castle) Halyburton) died before 8 Feb 1462. [Group Sheet] [Family Chart]

Notes:

I believe that Beatrix Sinclair, who married James the Gross 7th Earl ofDouglas, whom you show as the daughter of Henry (2nd Earl of Orkney)Sinclair, was in fact the daughter of Henry (1st Earl of Orkney)Sinclair. SP, at 6:570-571, assigns her to the second Earl Henry but CP,at 4:435 note c, is unsure which Earl Henry was her father. This doubtseems to have been resolved by Andrew B. W. MacEwen in his article SomeCorrections to the Sinclair Pedigree, which appears in THE GENEALOGIST,volume 2 (1981), at 51-53. MacEwen says, with regard to her parentage,that

[t]his is not really a question, however, for the second Earl Henrymarried
a niece of James the Gross. Had Beatrix been a daughter of thismarriage,
she would have been her husbands grandniece (of the half blood),since
William (Sir) Douglas of Nithsdale was the natural son of Archibaldthe
Grim, 3rd Earl of Douglas. Such a relationship is inherentlyunlikely,
and two dispensations disprove it altogether. The sons of Beatrix,William
and James, the 8th and 9th Earls of Douglas, were successivehusbands
of their cousin Margaret, only daughter of Archibald, 5th Earl ofDouglas.
Her mother, Euphemia Graham, was a descendant of Robert II, whileher
father the 5th Earl was himself a grandson of Robert III.

The dispensations are dated 24 July 1444 and 27 February 1452/3, and
in each the relationship dispensed is the 2nd and 3rd ofconsanguinity
(representing the common descent from Archibald the Grim). Had
Countess Beatrix also been descended both from Robert II and from
Archibald the Grim, her sons would have been related to Margaret in
three additional ways (4th and 3rd, 4th and 4th, and 4th and 4th of
consanguinity), but this is clearly not the case. Beatrix was thus a
daughter of the first Earl Henry, slain in 1404, and she was probably
his youngest, or even posthumous, child.

From Douglas Hickling, Dhhic@comcast.net, 516 Blair Avenue, Piedmont, CA94611. 1 February 2002

SP=THE SCOTS PEERAGE was edited by James (Sir) Balfour Paul. 9 volumes.Volume 1 published in 1904 and volume 8 in 1911. Volume 9, before 1925(includes the index)

CP= THE COMPLETE PEERAGE
Complete Peerage of England, Scotland, Ireland, Great Britain & theUnited
Kingdom : by G. E. Cokayne (Hardcover - March 2001]

William + Margaret Gray. Margaret (daughter of Sir Patrick (3rd of Broxmouth) Gray and Margaret Margaret) and died. [Group Sheet] [Family Chart]

William + Alicia (of Erroll) Hay. Alicia (daughter of Thomas (7th Baron Great Constable) De La Haye and Elizabeth (Princess of Scotland) Stewart) and died. [Group Sheet] [Family Chart]

Notes:

Archibald Douglas, Earl of Douglas and Wigtown, Lord of Galloway, Douglas and Bothwell, called Archibald the Grim or Black Archibald, was a late medieval Scottish nobleman. Archibald was the bastard son of Sir James "the Black" Douglas, Robert I's trusted lieutenant, and an unknown mother. A first cousin of William 1st Earl of Douglas, he inherited the earldom of Douglas and its entailed estates as the third earl following the death without legitimate issue of James 2nd Earl of Douglas at the Battle of Otterburn.

He may, or may not, have had the same mother as William.

Archibald married Joan\Johana (of Strathearn) Moray in 1362. Joan\Johana (daughter of Sir Maurice (9th Earl of Strathearn) Moray and Joanna Menteith) was born about 1350; died in Aug 1409 in Threave Castle, Galloway; was buried in Aug 1429. [Group Sheet] [Family Chart]

Notes:

See also Stirnet Genealogy at
'Sinclair01'
http://www.stirnet.com/HTML/genie/british/ss4as/sinclair01.htm#drumm
Families covered: Sinclair of Caithness, Sinclair of Dun, Sinclair ofMey, Sinclair of Murchil, Sinclair of Orkney, Sinclair of Ratter,Sinclair of Roslin

Main sources: TSP (Orkney), BE1883 (Orkney), TSP (Caithness), BP1934(Caithness), TSP (Sinclair), BP1934 (Sinclair).

TSP = "The Scots Peerage", founded on Wood's Edition of Sir RobertDouglas's "Peerage of Scotland". Edited by Sir James Balfour Paul.Published 1908.

BE1883 = Burke's Extinct Peerage "Genealogical History of the Dormant,Abeyant, Forfeited and Extinct Peerages of the British Empire by Burke"(1883 edition).
Copies of this are held in many of the larger public libraries in the UK."

BP1934 = Burke's Peerage and Baronetage ""A Genealogical and HeraldicHistory of the Peerage and Baronetage" by Sir Bernard Burke, 92ndedition. Published by Burke's Peerage Ltd in 1934."

Henry + Jean (of Dirleton Castle) Halyburton. Jean (daughter of Sir Walter (of Dirleton Castle) Halyburton and Marjory (Mary) Douglas) and died. [Group Sheet] [Family Chart]

Notes:

Her father sometimes shown as William (Sir) (of Dirleton Castle)Haliburton
However
From Doug Hickling

"I can supply the correct first name of the father of Jean Haliburton who
married Henry (1st Earl of Orkney) Sinclair. SP4:333 shows that Jean wasthe
daughter of John, nephew of Walter (Sir) Haliburton and Dirleton, son ofSir
Adam Haliburton who died in 1337. However, there is a correction inSP9:102,
which says that John was the son, not the nephew of Walter (Sir) and thatJean,
who married Henry St Clair, who was listed as John's daughter was placeda
generation too low and was, in fact, the daughter of Walter (Sir). Asevidence
supporting the correction, the compilers cite a 1388 charter which styled
Henry St Clair, Earl of Orkney, as the brother of John (Sir) Haliburton.


SP= THE SCOTS PEERAGE was edited by James (Sir) Balfour Paul