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11-keto-beta-boswellic acid
- Family: Plantae - Burseraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpenoid
| Canonical Smiles | CC(=O)O[C@@H]1CC[C@]2([C@H]([C@@]1(C)C(=O)O)CC[C@@]1([C@@H]2C(=O)C=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@H](C)CC1)C)C)C |
|---|---|
| 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 |
| InChIKey | HMMGKOVEOFBCAU-BCDBGHSCSA-N |
| Formula | C32H48O5 |
| HBA | 4 |
| HBD | 1 |
| MW | 512.73 |
| Rotatable Bonds | 2 |
| TPSA | 80.67 |
| LogP | 6.84 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 37 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.84 |
| Exact Mass | 512.35 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Boswellia species | Burseraceae | Plantae | 173701 |
| 2 | Boswellia dalzielii | Burseraceae | Plantae | 2303552 |
Showing of synonyms
11-keto-beta-boswellic acid
AKBA
3-acetyl-11-keto-beta-boswellic acid
3-O-Acetyl-11-keto-beta-Boswellic Acid
AKBA cpd
Acetyl-11-ketoboswellic acid
UNII-BS16QT99Q1
BS16QT99Q1
3alpha-Acetoxy-11-oxo-12-ursen-24-oic acid
3-O-acetyl-11-keto-boswellic acid
AcKBA
3-ACETYL-11-KETO-BETA-BOSWELLIC ACID (USP-RS)
3-ACETYL-11-KETO-BETA-BOSWELLIC ACID [USP-RS]
Acetyl-11-keto-boswellic acid
ACETYL-11-OXO-beta-BOSWELLIC ACID
3alpha-Acetyl-11-keto-beta-boswellic acid
(3alpha,4beta)-3-(ACETYLOXY)-11-OXOURS-12-EN-23-OIC ACID
3-ACETYL-11-KETO-beta-BOSWELLIC ACID (CONSTITUENT OF BOSWELLIA SERRATA)
67416-61-9
Acetyl-11-keto-beta-boswellic acid
Acetyl-11-keto--boswellic acid
MFCD03788777
CHEMBL237111
(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-3-acetyloxy-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4a,5,6,7,8,9,10,11,12,12a,14a-tetradecahydropicene-4-carboxylic acid
(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-3-acetoxy-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylic acid
Acetyl-11-keto-beta-Boswellic Acid, Boswellia serrata
3-Acetyl-11-keto-?-boswellic Acid
AKBA (Standard)
3alpha-acetoxy-11-keto-beta-boswellic acid
Curator_000001
SCHEMBL23610472
HY-N0892R
CHEBI:166842
DTXSID601303401
Acetyl-11-keto-|A-boswellic acid
HY-N0892
3-Acetyl-11-keto-ss-boswellic acid
BDBM50241262
S9024
Acetyl-11-keto-I(2)-boswellic acid
AKOS026670207
CCG-269792
CS-3736
FA42758
NCGC00482913-02
AC-34814
DA-69987
ACETYL-11-OXO-.BETA.-BOSWELLIC ACID
ACETYL-11-KETO-.BETA.-BOSWELLIC ACID
11-KETO-.BETA.-BOSWELLIC ACID ACETATE
3-O-ACETYL-11-KETO-.BETA.-BOSWELLIC ACID
BRD-K54907283-001-01-2
Q27274850
3.ALPHA.-ACETOXY-11-OXO-12-URSEN-24-OIC ACID
3.ALPHA.-ACETYL-11-KETO-.BETA.-BOSWELLIC ACID
Acetyl-11-keto- beta -Boswellic Acid, Boswellia serrata
3-O-Acetyl-11-keto-beta-boswellic acid, analytical standard
(3.ALPHA.,4.BETA.)-3-(ACETYLOXY)-11-OXOURS-12-EN-23-OIC ACID
3-O-Acetyl-11-keto-|A-boswellic acid
3-ACETYL-11-KETO-.BETA.-BOSWELLIC ACID (CONSTITUENT OF BOSWELLIA SERRATA) [DSC]
3-Acetyl-11-keto-beta-boswellic acid, United States Pharmacopeia (USP) Reference Standard
URS-12-EN-23-OIC ACID, 3-(ACETYLOXY)-11-OXO-, (3.ALPHA.,4.BETA.)-
(3R,4R,4AR,6AR,6BS,8AR,11R,12S,12AR,14AR,14BS)-3-(ACETYLOXY)-4,6A,6B,8A,11,12,14B-HEPTAMETHYL-14-OXO-1,2,3,4A,5,6,7,8,9,10,11,12,12A,14A-TETRADECAHYDROPICENE-4-CARBOXYLIC ACID
- Tegasne C, Kapche GDWF, et al. (2021). Bioguided chemical study of Boswellia dalzielii Hutch. (Burseraceae) for antibacterial agents and a new glucopyranoxylmethoxybenzyle.. Natural product research,2021, 35(23), 5199-5208. [View] [PubMed]
- Melese A, Dagne E. (2007). Phytochemical investigation of the resins of Boswellia species collected from Kebtele area in Agew-Awi (Gojjam). M.Sc. Thesis, Addis Ababa University, Ethiopia, 2007. [View] [PubMed]
Pubchem:
11168203
Cas:
67416-61-9
Zinc:
ZINC000014089767
Chebi:
166842
Nmrshiftdb2:
60000007
Chembl:
CHEMBL237111
Pdb Ligand:
AF7
Bindingdb:
50241262
CPRiL:
98693
SMILES: C1CCCC2C1CCC(C2=3)C4C(C(=O)C3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 512.73 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.17
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.9
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.68
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 2.03
- Plasma Protein Binding
- 99.43
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Non-Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 1.75
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.53
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.06
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.44
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Toxic
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -491.89
- Rat (Acute)
- 2.09
- Rat (Chronic Oral)
- 1.64
- Fathead Minnow
- 3.85
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 517.24
- Hydration Free Energy
- -2.96
- Log(D) at pH=7.4
- 4.16
- Log(P)
- 5.96
- Log S
- -6.02
- Log(Vapor Pressure)
- -10.51
- Melting Point
- 263.7
- pKa Acid
- 6.23
- pKa Basic
- 5.66