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67416-61-9

Basic Information
CAS No.: 67416-61-9
Name: Urs-12-en-23-oic acid,3-(acetyloxy)-11-oxo-, (3a,4b)-
Article Data: 2
Cas Database
Molecular Structure:
Molecular Structure of 67416-61-9 (Urs-12-en-23-oic acid,3-(acetyloxy)-11-oxo-, (3a,4b)-)
Formula: C32H48O5
Molecular Weight: 512.73
Synonyms: 11-keto-b-boswellic acid acetate;3-Acetyl-11-keto-b-boswellicacid;3-O-Acetyl-11-keto-b-boswellic acid;3a-Acetoxy-11-oxo-12-ursen-24-oic acid;3a-Acetyl-11-keto-b-boswellic acid;AKBA;Acetyl-11-keto-b-boswellic acid;Acetyl-11-oxo-b-boswellic acid;
EINECS: N/A
Density: 1.13 g/cm3
Melting Point: 271℃
Boiling Point: 600.3 °C at 760 mmHg
Flash Point: 184.4 °C
Solubility: N/A
Appearance: N/A
Hazard Symbols: N/A
Risk Codes: 36/37/38
Safety: 26
Transport Information: N/A
PSA: 80.67000
LogP: 6.83930
Synthetic route
631-69-6, 3877-93-8

β-boswellic acid

17019-92-0

11-keto-β-boswellic acid

5968-70-7

3-O-acetyl-β-boswellic acid

108-24-7

acetic anhydride

67416-61-9

acetyl-11-keto-beta-boswellic acid

Conditions
ConditionsYield
Stage #1: β-boswellic acid; 11-keto-β-boswellic acid; 3-O-acetyl-β-boswellic acid; acetic anhydride With pyridine at 20 - 65℃; for 3h;
Stage #2: With chromium(VI) oxide; acetic anhydride In acetic acid at 40℃; for 2h; Product distribution / selectivity;
67416-61-9

acetyl-11-keto-beta-boswellic acid

107-99-3

2-(dimethylamino)ethyl chloride

(2'-N,N-dimethylaminoethyl) 3-O-acetyl-11-keto-β-boswellate

Conditions
ConditionsYield
With sodium carbonate In acetone at 60℃; for 2h; Heating / reflux;45%
67416-61-9

acetyl-11-keto-beta-boswellic acid

C32H47ClO4

Conditions
ConditionsYield
With thionyl chloride for 1h; Heating / reflux;

α-boswellic acid

3-O-acetyl-α-boswellic acid

3416-24-8

2-amino-2-deoxyglucose

631-69-6, 3877-93-8

β-boswellic acid

17019-92-0

11-keto-β-boswellic acid

5968-70-7

3-O-acetyl-β-boswellic acid

67416-61-9

acetyl-11-keto-beta-boswellic acid

A

β-boswellic acid glucosamine salt

B

11-keto-β-boswellic acid glucosamine salt

C

3-O-acetyl-β-boswellic acid glucosamine salt

D

3-O-acetyl-11-keto-β-boswellic acid glucosamine salt

E

α-boswellic acid glucosamine salt

F

3-O-acetyl-α-boswellic acid glucosamine salt

Conditions
ConditionsYield
In methanol; water at 20℃; for 1h; Product distribution / selectivity;

α-boswellic acid

3-O-acetyl-α-boswellic acid

631-69-6, 3877-93-8

β-boswellic acid

17019-92-0

11-keto-β-boswellic acid

5968-70-7

3-O-acetyl-β-boswellic acid

67416-61-9

acetyl-11-keto-beta-boswellic acid

66-84-2

D-(+)-glucosamine hydrochloride

A

β-boswellic acid glucosamine salt

B

11-keto-β-boswellic acid glucosamine salt

C

3-O-acetyl-β-boswellic acid glucosamine salt

D

3-O-acetyl-11-keto-β-boswellic acid glucosamine salt

E

α-boswellic acid glucosamine salt

F

3-O-acetyl-α-boswellic acid glucosamine salt

Conditions
ConditionsYield
Stage #1: α-boswellic acid; 3-O-acetyl-α-boswellic acid; β-boswellic acid; 11-keto-β-boswellic acid; 3-O-acetyl-β-boswellic acid; acetyl-11-keto-beta-boswellic acid; D-(+)-glucosamine hydrochloride In methanol; water at 20℃; for 0.25h;
Stage #2: With potassium hydroxide In methanol; water at 20℃; for 1.17h; Product distribution / selectivity;
67416-61-9

acetyl-11-keto-beta-boswellic acid

66-84-2

D-(+)-glucosamine hydrochloride

3-O-acetyl-11-keto-β-boswellic acid glucosamine salt

Conditions
ConditionsYield
Stage #1: acetyl-11-keto-beta-boswellic acid; D-(+)-glucosamine hydrochloride In methanol; water at 20℃; for 0.25h;
Stage #2: With potassium hydroxide In methanol; water at 20℃; for 1.17h; Product distribution / selectivity;
67416-61-9

acetyl-11-keto-beta-boswellic acid

17019-92-0

11-keto-β-boswellic acid

Conditions
ConditionsYield
With methanol; potassium hydroxide; water
67416-61-9

acetyl-11-keto-beta-boswellic acid

3α-acetoxy-4-cyano-11-keto-24-norurs-12-ene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / 1 h / Heating / reflux
2: ammonia / tetrahydrofuran / 1.08 h / 0 °C
3: thionyl chloride / 1,2-dichloro-ethane / 6 h / Heating / reflux
View Scheme
67416-61-9

acetyl-11-keto-beta-boswellic acid

3α-acetoxy-4-amino-11-keto-24-norurs-12-ene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / 1 h / Heating / reflux
2: ammonia / tetrahydrofuran / 1.08 h / 0 °C
3: sodium hypobromide / 1,4-dioxane; water / 2 h / 65 - 75 °C
View Scheme
67416-61-9

acetyl-11-keto-beta-boswellic acid

3-acetoxy-11-keto-24-norurs-12-en-4-isocyanate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / 1 h / Heating / reflux
2: ammonia / tetrahydrofuran / 1.08 h / 0 °C
3: sodium hypobromide / water; acetone / 0.75 h / 70 - 75 °C
View Scheme
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17019-92-0
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Specification

The Acetyl-11-keto-beta-boswellic acid is an organic compound with the formula C32H48O5. The systematic name of this chemical is (3α)-3-(acetyloxy)-11-oxours-12-en-24-oic acid. With the CAS registry number 67416-61-9, it is also named as urs-12-en-24-oic acid, 3-(acetyloxy)-11-oxo-, (3α)-. The product's categories are Miscellaneous Natural Products; Pharmaceuticals. Besides, it should be stored at temperature of -20 °C.

Physical properties about Acetyl-11-keto-beta-boswellic acid are: (1)ACD/LogP: 8.00; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 6.76; (4)ACD/LogD (pH 7.4): 4.97; (5)ACD/BCF (pH 5.5): 40485.62; (6)ACD/BCF (pH 7.4): 663.88; (7)ACD/KOC (pH 5.5): 30680.92; (8)ACD/KOC (pH 7.4): 503.11; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 69.67 Å2; (13)Index of Refraction: 1.549; (14)Molar Refractivity: 143.22 cm3; (15)Molar Volume: 450.1 cm3; (16)Polarizability: 56.77×10-24cm3; (17)Surface Tension: 45.7 dyne/cm; (18)Density: 1.13 g/cm3; (19)Flash Point: 184.4 °C; (20)Enthalpy of Vaporization: 97.58 kJ/mol; (21)Boiling Point: 600.3 °C at 760 mmHg; (22)Vapour Pressure: 5.85E-16 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@@]1(C)[C@H](OC(=O)C)CC[C@@]3(C)[C@H]1CC[C@]2([C@]5(/C(=C\C(=O)[C@@H]23)[C@@H]4[C@H]([C@@H](CC[C@]4(C)CC5)C)C)C)C
(2)InChI: InChI=1/C32H48O5/c1-18-9-12-28(4)15-16-30(6)21(25(28)19(18)2)17-22(34)26-29(5)13-11-24(37-20(3)33)32(8,27(35)36)23(29)10-14-31(26,30)7/h17-19,23-26H,9-16H2,1-8H3,(H,35,36)/t18-,19+,23-,24-,25+,26-,28-,29+,30-,31-,32-/m1/s1
(3)InChIKey: HMMGKOVEOFBCAU-BCDBGHSCBM
(4)Std. InChI: InChI=1S/C32H48O5/c1-18-9-12-28(4)15-16-30(6)21(25(28)19(18)2)17-22(34)26-29(5)13-11-24(37-20(3)33)32(8,27(35)36)23(29)10-14-31(26,30)7/h17-19,23-26H,9-16H2,1-8H3,(H,35,36)/t18-,19+,23-,24-,25+,26-,28-,29+,30-,31-,32-/m1/s1
(5)Std. InChIKey: HMMGKOVEOFBCAU-BCDBGHSCSA-N