(2R,3R)-2,3-dihydroxybutanedioic acid; bis((4R,7R)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide)

• ChemBase ID: 137205
• Molecular Formular: C70H76N10O16
• Molecular Mass: 1313.40984
• Monoisotopic Mass: 1312.5440764
• SMILES: C[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)Cc1ccccc1)NC(=O)[C@H]1CN([C@@H]2Cc3c[nH]c4c3c(ccc4)C2=C1)C.C[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)Cc1ccccc1)NC(=O)[C@H]1CN([C@@H]2Cc3c[nH]c4c3c(ccc4)C2=C1)C.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
• Canonical SMILES: O=C([C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)N[C@]1(C)O[C@@]2(N(C1=O)[C@@H](Cc1ccccc1)C(=O)N1[C@H]2CCC1)O.O=C([C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)N[C@]1(C)O[C@@]2(N(C1=O)[C@@H](Cc1ccccc1)C(=O)N1[C@H]2CCC1)O.OC(=O)[C@@H]([C@H](C(=O)O)O)O
• InChI: InChI=1S/2C33H35N5O5.C4H6O6/c2*1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32;5-1(3(7)8)2(6)4(9)10/h2*3-6,8-11,15,17,21,25-27,34,42H,7,12-14,16,18H2,1-2H3,(H,35,39);1-2,5-6H,(H,7,8)(H,9,10)/t2*21-,25-,26+,27+,32-,33+;1-,2-/m111/s1
• InChIKey: CJMJLDQKTOJACI-BGQAIRJTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2,3-dihydroxybutanedioic acid; bis((4R,7R)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^2,^6]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide)
• IUPAC Traditional name: L(+)-tartaric acid; bis(ergomar)
• Synonyms: Ergotamine D-tartrate; Ergotamini tartras; 麦角胺 D-酒石酸酯; 酒石酸麦角胺

Database IDs

• CAS Number: 379-79-3
• EC Number: 206-835-9
• MDL Number: MFCD08277639
• Beilstein Number: 6173437
• PubChem SID: 162231470; 24869023; 24869028
• PubChem CID: 9787

CALCULATED PROPERTIES

• Acid pKa: 9.695263
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.44161355
• LogD (pH = 7.4): 2.1667228
• Log P: 2.5976973
• Molar Refractivity: 160.1678 cm^3
• Polarizability: 62.688698 Å^3
• Polar Surface Area: 118.21 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: ~195 °C (dec.)(lit.)

Safety Information

• RTECS: KE8225000
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 63-23/24/25-62
• Safety Statements: 36/37-45
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331-H361
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1544 6.1/PG 1
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (calc. based on dry substance, NT)
• Grade: Ph Eur
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Empirical Formula (Hill Notation): C33H35N5O5 · 0.5C4H6O6

DETAILS

Sigma Aldrich - 45510

Other Notes
Sales restrictions may apply
Packaging
1 g in glass bottle
250 mg in glass bottle