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Chemistry

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Also known as: 471-66-9, Chembl395428, (4r)-3alpha-hydroxyolean-12-en-24-oic acid, A-boswellic acid, Boswellic acid, alpha, 3alpha-hydroxy-12-oleanen-24-oic acid

Molecular Formula

C₃₀H₄₈O₃

Molecular Weight

456.7 g/mol

InChI Key

BZXULBWGROURAF-IKNLXHIFSA-N

(3R,4R,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-3-hydroxy-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid is a natural product found in Cyclocarya paliurus, Boswellia sacra, and other organisms with data available.

1 2D Structure

Alpha-Boswellic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3R,4R,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-3-hydroxy-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

2.1.2 InChI

InChI=1S/C30H48O3/c1-25(2)14-15-26(3)16-17-28(5)19(20(26)18-25)8-9-21-27(4)12-11-23(31)30(7,24(32)33)22(27)10-13-29(21,28)6/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21+,22+,23+,26+,27+,28+,29+,30+/m0/s1

2.1.3 InChI Key

BZXULBWGROURAF-IKNLXHIFSA-N

2.1.4 Canonical SMILES

CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)O)O)C)C)C2C1)C)C)C

2.1.5 Isomeric SMILES

C[C@@]12CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@H]([C@]5(C)C(=O)O)O)C)C)[C@@H]1CC(CC2)(C)C)C

2.2 Synonyms

2.2.1 MeSH Synonyms

1. (3r,4r,4ar,6ar,6bs,8ar,12ar,14ar,14br)-3-hydroxy-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic Acid

2.2.2 Depositor-Supplied Synonyms

1. 471-66-9

2. Chembl395428

3. (4r)-3alpha-hydroxyolean-12-en-24-oic Acid

4. A-boswellic Acid

5. Boswellic Acid, Alpha

6. 3alpha-hydroxy-12-oleanen-24-oic Acid

7. Schembl4379676

8. Alpha-boswellic Acid, Hplc Grade

9. Hy-n0611

10. Bdbm50237598

11. Mfcd03788779

12. S5391

13. Zinc15657693

14. Akos032962053

15. Ccg-269302

16. Cs-3735

17. Lmpr0106150027

18. Alpha-boswellic Acid, Analytical Standard

19. Ac-34683

20. Q63392254

2.3 Create Date

2006-01-25

3 Chemical and Physical Properties

Molecular Formula	C₃₀H₄₈O₃
Molecular Weight	456.7 g/mol
XLogP3	8.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	1
Exact Mass	456.36034539 g/mol
Monoisotopic Mass	456.36034539 g/mol
Topological Polar Surface Area	57.5 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	889
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1