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Beta-ionone
- Family: Plantae - Brassicaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene
| Canonical Smiles | CC(=O)/C=C/C1=C(C)CCCC1(C)C |
|---|---|
| InChI | InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8H,5-6,9H2,1-4H3/b8-7+ |
| InChIKey | PSQYTAPXSHCGMF-BQYQJAHWSA-N |
| Formula | C13H20O |
| HBA | 1 |
| HBD | 0 |
| MW | 192.3 |
| Rotatable Bonds | 2 |
| TPSA | 17.07 |
| LogP | 3.66 |
| Number Rings | 1 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.62 |
| Exact Mass | 192.15 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Diplotaxis harra | Cruciferae-Brassicaceea | Plantae | 308281 |
| 2 | Erucaria microcarpa | Cruciferae-Brassicaceea | Plantae | 1078594 |
| 3 | Gynandropsis gynandra | Capparaceae | Plantae | 190802 |
| 4 | Brassica oleracea | Brassicaceae | Plantae | 3712 |
Showing of synonyms
Beta-ionone
79-77-6
(E)-beta-Ionone
Trans-beta-Ionone
4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-one
(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one
Beta-E-Ionone
Beta-Cyclocitrylideneacetone
FEMA No. 2595
CCRIS 6249
NSC 402758
Beta-Ionon
UNII-A7NRR1HLH6
A7NRR1HLH6
EINECS 238-969-9
CCRIS 4289
Beta-Ionone (trans)
DTXSID4021769
CHEBI:32325
EINECS 201-224-3
(E)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one
NSC-46137
9-apo-beta-caroten-9-one
NSC-402758
3-Buten-2-one, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)-
BRN 1909544
AI3-25073
DTXCID901769
4-(2,6,6-Trimethylcyclohex-1-ene-1-yl)-but-3-ene-2-one
HSDB 8269
EC 201-224-3
EC 238-969-9
2-07-00-00140 (Beilstein Handbook Reference)
Trans-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one
[E]-4-[2,6,6-trimethyl-1-cyclohexen-1-yl]-3-buten-2-one
Ionone, beta-
BETA-CYCLOCITRYLIDENACETONE
238-969-9
14901-07-6
4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-one
B-ionone
(E)-4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-one
.beta.-Ionone
4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one
3-Buten-2-one, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (3E)-
(E)-4-(2,6,6-trimethylcyclohexen-1-yl)but-3-en-2-one
MFCD00001549
Ionone, .beta.-
Trans-.beta.-Ionone
(E)-|A-Ionone
IONONE, BETA
3-Buten-2-one, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-
EINECS 288-959-3
.beta.-Cyclocitrylideneacetone
.beta.-Ionene
NSC46137
85949-43-5
4-(2,6,6-Trimethyl-1(or 2)-cyclohexen-1-yl)-3-buten-2-one
Ss-Ionone
CAS-79-77-6
WLN: L6UTJ A1U1V1 B1 F1 F1
Beta-Ionone, synthetic
(E)-.beta.-Ionone
4-(2,6-Trimethyl-1-cyclohexenyl)-3-buten-2-one
3-Buten-2-one,6,6-trimethyl-1-cyclohexen-1-yl)-
4-(2,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one
4-(2,6-Trimethyl-1-cyclohexen-l-yl)-3-buten-2-one
DTXSID9025451
Beta ionone
Beta -ionone
Beta -E-ionone
|A-Jonone
Trans-beta -ionone
(E)-beta -ionone
Beta-Ionone, 96%
|A-Ionone (Standard)
BETA-IONONE [FCC]
(3E)-BETA-IONONE
.beta.-Ionone isomer # 1
.beta.-Ionone isomer # 2
SCHEMBL23953
.BETA.-IONONE [MI]
.BETA.-IONONE [FHFI]
US9144538, beta-Ionone
CHEMBL559945
Beta-Ionone, analytical standard
DTXCID3027952
US9138393, ?-Ionone
FEMA 2595
BDBM181139
AAA07977
HY-W015084A
HY-W015084R
Tox21_201454
Tox21_300709
Tox21_302862
BBL009828
NSC402758
STK801279
Beta-Ionone, natural, >=85%, FG
AKOS000121023
CS-W015800
HY-W015084
Beta-Ionone, purum, >=95.0% (GC)
NCGC00248145-01
NCGC00248145-02
NCGC00256534-01
NCGC00257517-01
NCGC00259005-01
AS-68699
VS-02204
Beta-Ionone, natural (US), >=85%, FG
CAS-14901-07-6
CS-0149266
NS00001727
EN300-18432
D70747
EN300-755077
F81525
Beta-Ionone, predominantly trans, >=97%, FCC, FG
Q27114873
4-(2,6,6-Trimethyl-1-cyclohexen-l-yl)-3-buten-2-one
F0451-1336
(E)-4-(2,6,6-trimethyl-1-cyclohexenyl)-but-3-en-2-one
(E)-4-(2,6,6-trimethylcyclohex-1-enyl)but-3-en-2-one
4-(2,6,6-trimethyl-1-cyclohexene-1-yl)-3-buten-2-one
(3E)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one
4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-(E)-3-Buten-2-one
(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl) but-3-en-2-one
3-Buten-2-one, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)
InChI=1/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8H,5-6,9H2,1-4H3/b8-7
- Hashem FA, Saleh MM (1999). Antimicrobial components of some cruciferae plants (Diplotaxis harra Forsk. and Erucaria microcarpa Boiss.).. Phytotherapy Research,1999,13(4),329-332. [View]
- Lwande W, Ndakala AJ, et al. (1999). Gynandropsis gynandra essential oil and its constituents as tick (Rhipicephalus appendiculatus) repellents. Phytochemistry,1999,50(3),401-405. [View] [PubMed]
- Ben Sassi A, Ascrizzi R, et al. (2022). Volatiles, phenolic compounds, antioxidant and antibacterial properties of kohlrabi leaves. Natural product research, 2022, 36(12), 3143-3148. [View] [PubMed]
Pubchem:
638014
Cas:
79-77-6
Zinc:
ZINC000003881456
Kegg Ligand:
C12287
Chebi:
32325
Nmrshiftdb2:
10016298
Metabolights:
MTBLC32325
Chembl:
CHEMBL559945
Comptox:
DTXSID4021769
Pdb Ligand:
ID3
Bindingdb:
181139
CPRiL:
28161
SMILES: C1=CCCCC1
Level: 0
Mol. Weight: 192.3 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.43
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -3.96
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.85
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.35
- Plasma Protein Binding
- 37.46
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Inhibitor
- CYP 1A2 Substrate
- Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Inhibitor
- CYP 2C9 Substrate
- Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 8.8
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 1.62
- Biodegradation
- Safe
- Carcinogenesis
- Toxic
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 0.47
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 5.06
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- 4.52
- Rat (Acute)
- 1.75
- Rat (Chronic Oral)
- 1.71
- Fathead Minnow
- 4.29
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 262.53
- Hydration Free Energy
- -3.71
- Log(D) at pH=7.4
- 2.77
- Log(P)
- 3.64
- Log S
- -3.5
- Log(Vapor Pressure)
- -1.64
- Melting Point
- 27.29
- pKa Acid
- 11.73
- pKa Basic
- 6.59
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Abscisic acid receptor PYR1 | O49686 | PYR1_ARATH | Arabidopsis thaliana | 3 | 0.8415 |
| Abscisic acid receptor PYR1 | O49686 | PYR1_ARATH | Arabidopsis thaliana | 3 | 0.8415 |
| Abscisic acid receptor PYL9 | Q84MC7 | PYL9_ARATH | Arabidopsis thaliana | 3 | 0.7944 |
| Abscisic acid receptor PYL9 | Q84MC7 | PYL9_ARATH | Arabidopsis thaliana | 3 | 0.7944 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7844 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7844 |
| Abscisic acid receptor PYL3 | Q9SSM7 | PYL3_ARATH | Arabidopsis thaliana | 3 | 0.7842 |
| Abscisic acid receptor PYL3 | Q9SSM7 | PYL3_ARATH | Arabidopsis thaliana | 3 | 0.7842 |
| Sulfotransferase 2B1 | O00204 | ST2B1_HUMAN | Homo sapiens | 2 | 0.7780 |
| Sulfotransferase 2B1 | O00204 | ST2B1_HUMAN | Homo sapiens | 2 | 0.7780 |
| Aldo-keto reductase family 1 member C1 | Q04828 | AK1C1_HUMAN | Homo sapiens | 2 | 0.7704 |
| Aldo-keto reductase family 1 member C1 | Q04828 | AK1C1_HUMAN | Homo sapiens | 2 | 0.7704 |
| Abscisic acid receptor PYL3 | Q9SSM7 | PYL3_ARATH | Arabidopsis thaliana | 2 | 0.7651 |
| Abscisic acid receptor PYL3 | Q9SSM7 | PYL3_ARATH | Arabidopsis thaliana | 2 | 0.7651 |
| Nuclear receptor ROR-beta | P45446 | RORB_RAT | Rattus norvegicus | 2 | 0.7631 |
| Nuclear receptor ROR-beta | P45446 | RORB_RAT | Rattus norvegicus | 2 | 0.7631 |
| Abscisic acid receptor PYR1 | O49686 | PYR1_ARATH | Arabidopsis thaliana | 3 | 0.7538 |
| Abscisic acid receptor PYR1 | O49686 | PYR1_ARATH | Arabidopsis thaliana | 3 | 0.7538 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7530 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7530 |
| Fatty acid-binding protein, liver | P80226 | FABPL_CHICK | Gallus gallus | 2 | 0.7504 |
| Fatty acid-binding protein, liver | P80226 | FABPL_CHICK | Gallus gallus | 2 | 0.7504 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7502 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7502 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7484 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7484 |
| Fatty acid-binding protein 10-A, liver basic | Q9I8L5 | FA10A_DANRE | Danio rerio | 2 | 0.7461 |
| Fatty acid-binding protein 10-A, liver basic | Q9I8L5 | FA10A_DANRE | Danio rerio | 2 | 0.7461 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7447 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7447 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7368 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7368 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7349 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7349 |
| Cytochrome P450 monooxygenase | Q5YNS8 | Q5YNS8_NOCFA | Nocardia farcinica | 2 | 0.7340 |
| Cytochrome P450 monooxygenase | Q5YNS8 | Q5YNS8_NOCFA | Nocardia farcinica | 2 | 0.7340 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7327 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7327 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7306 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7306 |
| Abscisic acid receptor PYL2 | O80992 | PYL2_ARATH | Arabidopsis thaliana | 2 | 0.7298 |
| Abscisic acid receptor PYL2 | O80992 | PYL2_ARATH | Arabidopsis thaliana | 2 | 0.7298 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7293 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7293 |
| Integrin alpha-L | P20701 | ITAL_HUMAN | Homo sapiens | 2 | 0.7236 |
| Integrin alpha-L | P20701 | ITAL_HUMAN | Homo sapiens | 2 | 0.7236 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7235 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7235 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 2 | 0.7228 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 2 | 0.7228 |
| Gastrotropin | Q6IMW5 | Q6IMW5_DANRE | Danio rerio | 2 | 0.7156 |
| Gastrotropin | Q6IMW5 | Q6IMW5_DANRE | Danio rerio | 2 | 0.7156 |
| Sulfotransferase 2B1 | O00204 | ST2B1_HUMAN | Homo sapiens | 2 | 0.7093 |
| Sulfotransferase 2B1 | O00204 | ST2B1_HUMAN | Homo sapiens | 2 | 0.7093 |
| Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 2 | 0.7014 |
| Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 2 | 0.7014 |