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76-78-8

Basic Information
CAS No.: 76-78-8
Name: QUASSIN
Article Data: 12
Molecular Structure:
Molecular Structure of 76-78-8 (QUASSIN)
Formula: C22H28O6
Molecular Weight: 388.461
Synonyms: Phenanthro[10,1-bc]pyran-1,5,11(4H)-trione,3ab,6ab,7,7aa,8,11a,11ba,11c-octahydro-2,10-dimethoxy-3,8a,11ab,11cb-tetramethyl- (8CI);Quassin (6CI,7CI);(+)-Quassin;NSC 36342;NigakilactoneD;Quassine;
EINECS: 200-985-9
Density: 1.23 g/cm3
Melting Point: 200 - 222oC
Boiling Point: 586.3 °C at 760 mmHg
Flash Point: 255.4 °C
PSA: 78.90000
LogP: 2.81900
Synthetic route
139276-56-5

2,12-Dimethoxy-2,12-picradiene-1,11,16-trione 16-(ethylene ketal)

76-78-8

quassin

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetone at 25℃; for 0.75h;82%

2,12-Dimethoxy-2,12-picradiene-1,11-dione 16-(trans-1,2-cyclohexanediyl ketal)

76-78-8

quassin

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetone at 25℃; for 0.75h;75%

11-dihydro-12-norneoquassin

76-78-8

quassin

Conditions
ConditionsYield
With chromium(VI) oxide 1.)acetone, room temp.; 2.)ether; Yield given. Multistep reaction;
139276-59-8

2,12-Dimethoxy-1β-hydroxy-2,12-picradiene-11,16-dione

76-78-8

quassin

Conditions
ConditionsYield
With oxalyl dichloride; dimethyl sulfoxide; triethylamine 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 to 25 deg C, 1 h; Yield given. Multistep reaction;
26121-57-3

2,3-didehydropicrasin B

76-78-8

quassin

Conditions
ConditionsYield
1.7 mg
In diethyl ether1.7 mg
26121-57-3

2,3-didehydropicrasin B

76-78-8

quassin

Conditions
ConditionsYield
With sodium hydride; methyl iodide
88980-56-7

β-Neoquassin

76-78-8

quassin

Conditions
ConditionsYield
With silver carbonate In benzene Heating;
neoquassin

neoquassin

76-78-8

quassin

Conditions
ConditionsYield
With sodium dichromate; water; acetic acid
With potassium dichromate; acetic acid
Conditions
ConditionsYield
With silver carbonate In benzene for 2.5h; Oxidation; Heating;3.8 mg
89498-93-1

2,12,16β-trimethoxypicrasa-2,12-diene-1,11-dione

76-78-8

quassin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: AcOH / H2O / 0.42 h / Heating
2: 3.8 mg / Ag2CO3 on Celite / benzene / 2.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: CH3CO2H / H2O / Heating
2: Ag2CO3 on Celite / benzene / Heating
View Scheme
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Specification

The Picrasa-2,12-diene-1,11,16-trione,2,12-dimethoxy-, with the CAS registry number 76-78-8 and EINECS registry number 200-985-9, has the systematic name of 2,12-dimethoxypicrasa-2,12-diene-1,11,16-trione. It is a kind of organics, and should be stored in the dry and cool environment. And the molecular formula of the chemical is C22H28O6.

The characteristics of Picrasa-2,12-diene-1,11,16-trione,2,12-dimethoxy- are as followings: (1)ACD/LogP: 2.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.22; (4)ACD/LogD (pH 7.4): 2.22; (5)ACD/BCF (pH 5.5): 28.67; (6)ACD/BCF (pH 7.4): 28.67; (7)ACD/KOC (pH 5.5): 384.45; (8)ACD/KOC (pH 7.4): 384.45; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 78.9 Å2; (13)Index of Refraction: 1.552; (14)Molar Refractivity: 100.35 cm3; (15)Molar Volume: 313.7 cm3; (16)Polarizability: 39.78×10-24cm3; (17)Surface Tension: 45.7 dyne/cm; (18)Density: 1.23 g/cm3; (19)Flash Point: 255.4 °C; (20)Enthalpy of Vaporization: 87.56 kJ/mol; (21)Boiling Point: 586.3 °C at 760 mmHg; (22)Vapour Pressure: 9.98E-14 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C1C(\OC)=C/[C@@H](C)[C@H]4[C@]1([C@H]3C(=O)C(\OC)=C(/[C@@H]2CC(=O)O[C@@H]([C@@]23C)C4)C)C
(2)InChI: InChI=1/C22H28O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15,19H,8-9H2,1-6H3/t10-,12+,13+,15-,19+,21-,22+/m1/s1
(3)InChIKey: IOSXSVZRTUWBHC-LBTVDEKVBB