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Synopsis

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Chemistry

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Also known as: Alpha-acetyl boswellic acid, 3-acetyl-alpha-boswellic acid

Molecular Formula

C₃₂H₅₀O₄

Molecular Weight

498.7 g/mol

InChI Key

IAWGZKRQDHPFCZ-GKDVOMOCSA-N

(3R,4R,6aR,6bS,8aR,12aS,14aR,14bR)-3-(acetyloxy)-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 Boswellia serrata with data available.

1 2D Structure

3-Acetyl-Alpha-Boswellic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3R,4R,6aR,6bS,8aR,12aS,14aR,14bR)-3-acetyloxy-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/C32H50O4/c1-20(33)36-25-12-13-29(5)23-10-9-21-22-19-27(2,3)15-16-28(22,4)17-18-30(21,6)31(23,7)14-11-24(29)32(25,8)26(34)35/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23-,24?,25-,28-,29-,30-,31-,32-/m1/s1

2.1.3 InChI Key

IAWGZKRQDHPFCZ-GKDVOMOCSA-N

2.1.4 Canonical SMILES

CC(=O)OC1CCC2(C(C1(C)C(=O)O)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C)C)C)C)C

2.1.5 Isomeric SMILES

CC(=O)O[C@@H]1CC[C@@]2([C@H]3CC=C4[C@H]5CC(CC[C@@]5(CC[C@]4([C@@]3(CCC2[C@@]1(C)C(=O)O)C)C)C)(C)C)C

2.2 Synonyms

2.2.1 Depositor-Supplied Synonyms

1. Alpha-acetyl Boswellic Acid

2. 3-acetyl-alpha-boswellic Acid

2.3 Create Date

2016-02-10

3 Chemical and Physical Properties

Molecular Formula	C₃₂H₅₀O₄
Molecular Weight	498.7 g/mol
XLogP3	8.4
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Exact Mass	498.37091007 g/mol
Monoisotopic Mass	498.37091007 g/mol
Topological Polar Surface Area	63.6 Å²
Heavy Atom Count	36
Formal Charge	0
Complexity	996
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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