Morindin

Base Information

• Chemical Name: Morindin
• CAS No.: 60450-21-7
• Molecular Formula: C26H28O14
• Molecular Weight: 578.5187
• UNII: D56N4L816F
• DSSTox Substance ID: DTXSID60209193
• Nikkaji Number: J960.826E
• Wikipedia: Morindin
• Wikidata: Q27276109
• Mol file: 60450-21-7.mol

Synonyms:Morindin;60450-21-7;1,5-dihydroxy-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione;D56N4L816F;MORINDIN [MI];MORINDINE, (-)-;UNII-D56N4L816F;DTXSID60209193;AKOS040734659;FS-6837;MORINDONE 3-O-.BETA.-PRIMEVEROSIDE;Q27276109;1,5-DIHYDROXY-2-METHYL-6-((6-O-.BETA.-D-XYLOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-9,10-ANTHRACENEDIONE;1,5-Dihydroxy-2-methyl-6-((6-O-beta-D-xylopyranosyl-beta-D-glucopyranosyl)oxy)-9,10-anthracenedione;9,10-ANTHRACENEDIONE, 1,5-DIHYDROXY-2-METHYL-6-((6-O-.BETA.-D-XYLOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-;9,10-Anthracenedione, 1,5-dihydroxy-2-methyl-6-((6-O-beta-D-xylopyranosyl-beta-D-glucopyranosyl)oxy)-

Chemical Property of Morindin

Chemical Property:

• Vapor Pressure: 1.01E-34mmHg at 25°C
• Melting Point: 169-171°
• Boiling Point: 898.4°Cat760mmHg
• PKA: 5.70±0.20(Predicted)
• Flash Point: 299.3°C
• PSA: 232.90000
• Density: 1.71g/cm³
• LogP: -2.17640
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 5
• Exact Mass: 564.14790556
• Heavy Atom Count: 40
• Complexity: 933

Purity/Quality:

≥98% ^*data from raw suppliers

Morindin phyproof? Reference Substance ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)O
• Isomeric SMILES: CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=CC(=C3O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O)O

Technology Process of Morindin

There total 3 articles about Morindin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-2-(1,5-dihydroxy-6-methyl-9,10-dioxo-9,10-dihydro-anthracen-2-yloxy)-6-((2R,3R,4S,5R)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3-yl ester → 1,5-dihydroxy-2-methyl-6-O-β-primeverosyl-9,10-anthracenedione (60450-21-7)

Guidance literature:

With sodium methylate; In methanol; Yield given;

DOI:10.1016/0031-9422(80)85026-6

Reference yield:

α-acetobromoprimeverose (68325-60-0) → 1,5-dihydroxy-2-methyl-6-O-β-primeverosyl-9,10-anthracenedione (60450-21-7)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / H₂O; acetone / 2 h

2: NaOMe / methanol

With potassium hydroxide; sodium methylate; In methanol; water; acetone;

DOI:10.1016/0031-9422(80)85026-6

Reference yield:

morindone (478-29-5) → 1,5-dihydroxy-2-methyl-6-O-β-primeverosyl-9,10-anthracenedione (60450-21-7)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / H₂O; acetone / 2 h

2: NaOMe / methanol

With potassium hydroxide; sodium methylate; In methanol; water; acetone;

DOI:10.1016/0031-9422(80)85026-6

upstream raw materials:

α-acetobromoprimeverose

morindone