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Isophrone
- Family: Plantae - Asteraceae
- Kingdom: Plantae
- Class: Ketone
| Canonical Smiles | CC1=CC(=O)CC(C1)(C)C |
|---|---|
| InChI | InChI=1S/C9H14O/c1-7-4-8(10)6-9(2,3)5-7/h4H,5-6H2,1-3H3 |
| InChIKey | HJOVHMDZYOCNQW-UHFFFAOYSA-N |
| Formula | C9H14O |
| HBA | 1 |
| HBD | 0 |
| MW | 138.21 |
| Rotatable Bonds | 0 |
| TPSA | 17.07 |
| LogP | 2.32 |
| Number Rings | 1 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.67 |
| Exact Mass | 138.1 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Artemisia judaica | Asteraceae | Plantae | 205369 |
Showing of synonyms
Isophrone
ISOPHORONE
78-59-1
3,5,5-Trimethylcyclohex-2-en-1-one
3,5,5-Trimethyl-2-cyclohexen-1-one
3,5,5-Trimethylcyclohex-2-enone
Alpha-Isophorone
2-Cyclohexen-1-one, 3,5,5-trimethyl-
.alpha.-Isophorone
Caswell No. 506
FEMA No. 3553
CCRIS 1353
HSDB 619
ISOPHORONE, REAG
NSC 403657
A-Isophorone
UNII-2BR99VR6WA
EINECS 201-126-0
2BR99VR6WA
3,5,5-Trimethylcyclohexenone
EPA Pesticide Chemical Code 047401
BRN 1280721
ISOACETOPHORON
Nchem.180-comp3
3,5,5-Trimethylcyclohexen one
DTXSID8020759
CHEBI:34800
AI3-00046
ISOPHORONE [MI]
ISOPHORONE [FHFI]
ISOPHORONE [HSDB]
1,5,5-Trimethyl-1-cyclohexen-3-one
NSC-403657
DTXCID40759
FEMA 3553
EC 201-126-0
4-07-00-00165 (Beilstein Handbook Reference)
3,5,5-trimethylcyclohex-2-ene-1-one
1,1, 3-Trimethyl-3-cyclohexene-5-one
3,5, 5-Trimethyl-2-cyclohexene-1-one
1,3,3-TRIMETHYLCYLOHEXEN-5-ONE
1,5,5-TRIMETHYL-3-OXOCYCLOHEXENE
Cyclohexane-1-one
Caswell no 506
3,5,5-Trimethyl-2-cyclo-hexen-1-one
Isophorone (ACGIH:OSHA)
Pesticide Code: 047401
3,5,5Trimethyl2cyclohexenone
3,5,5Trimetil2cicloesen1one
3,5,5Trimethyl2cyclohexen1on
3,5,5Trimethyl2cyclohexen1one
1,1,3Trimethyl3cyclohexene5one
3,5,5-TRIMETHYL-2-
2Cyclohexen1one, 3,5,5trimethyl
3,3,5-Trimethyl-5-cyclohexen-1-one
3,5,5-TRIMETHYL-5-CYCLOHEXEN-1-ONE
Hjovhmdzyocnqw-uhfffaoysa-n
Inchi=1/c9h14o/c1-7-4-8(10)6-9(2,3)5-7/h4h,5-6h2,1-3h
Un8027
Isoacetophorone
Isoforone
Isooctopherone
Isoforon
Izoforon
Isophoron
.alpha.-Isophoron
1,1,3-Trimethyl-3-cyclohexene-5-one
3,5,5-Trimethyl-2-cyclohexenone
NCI-C55618
3,5,5-Trimethyl-2-cyclohexen-1-on
3,5,5-Trimetil-2-cicloesen-1-one
Isophorone, 97%
3,5,5-Trimethyl-2-cyclohexene-1-one
NSC4881
3,5,5-Trimethylcyclohexen-2-one-1
3,3,5-Trimethyl-2-cyclohexen-1-one
Izoforon [Polish]
3,5-Trimethyl-2-cyclohexenone
Isoforone [Italian]
3,5-Trimetil-2-cicloesen-1-one
3,5-Trimethyl-2-cyclohexen-1-one
1,3-Trimethyl-3-cyclohexene-5-one
3,5-Trimethyl-2-cyclohexene-1-one
WLN: L6V BUTJ C1 D1 D1
2-Cyclohexen-1-one,5,5-trimethyl-
CAS-78-59-1
3,5-Trimethyl-2-cyclohexen-1-on (GERMAN, DUTCH)
Alpha -isophoron
Alpha -isophorone
3,5,5-Trimetil-2-cicloesen-1-one [Italian]
MFCD00001584
3,5,5-Trimethyl-2-cyclohexen-1-on [German, Dutch]
SCHEMBL22522
Isophorone, >=97%, FG
BIDD:ER0627
Isophorone, analytical standard
CHEMBL1882894
3,5,5-trimethyl-cyclohex-2-enone
HY-Y0932
NSC-4881
Tox21_202312
Tox21_300050
BBL027346
NSC403657
S2998
STK801792
AKOS000120392
AKOS025243269
3,5,5-trimethylcyclohexa-2-en-1-one
3,3,5-trimethyl-cyclohex-5-en-1-one
3,5,5-trimethyl-cyclohex-2-en-1-one
NCGC00164006-01
NCGC00164006-02
NCGC00164006-03
NCGC00254115-01
NCGC00259861-01
3,3,5-trimethyl-cyclohex-5 -en-1-one
AC-10580
DA-64558
FI180271
VS-08530
Isophorone, Vetec(TM) reagent grade, 97%
CS-0015924
I0151
NS00005755
EN300-20384
D72515
Q415519
F0001-2053
Z104477948
- Saleh, MA (1985). Volatile components of Artemitisia monosperma and Artemisia judaica growing in Egyptian deserts.. Biochemical Systematics and Ecology,1985,13(3),265-269. [View]
Pubchem:
6544
Cas:
78-59-1
Gnps:
CCMSLIB00005770747
Zinc:
ZINC000014822379
Kegg Ligand:
C14743
Chebi:
34800
Nmrshiftdb2:
30097368
Metabolights:
MTBLC34800
Chembl:
CHEMBL1882894
Comptox:
DTXSID8020759
CPRiL:
54860
SMILES: O=C1C=CCCC1
Level: 0
Mol. Weight: 138.21 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.36
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -3.75
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.66
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.15
- Plasma Protein Binding
- 13.47
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Substrate
- CYP 2C19 Inhibitor
- 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
- 9.38
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 1.02
- Biodegradation
- Safe
- Carcinogenesis
- Toxic
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Toxic
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 0.75
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 3.44
- 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
- 3.29
- Rat (Acute)
- 2.06
- Rat (Chronic Oral)
- 1.7
- Fathead Minnow
- 3.54
- 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
- 205.59
- Hydration Free Energy
- -3.74
- Log(D) at pH=7.4
- 1.73
- Log(P)
- 1.75
- Log S
- -1.61
- Log(Vapor Pressure)
- -0.55
- Melting Point
- -18.9
- pKa Acid
- 9.39
- pKa Basic
- 6.06
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Photosynthetic reaction center cytochrome c subunit | P07173 | CYCR_BLAVI | Blastochloris viridis | 3 | 0.9032 |
| Photosynthetic reaction center cytochrome c subunit | P07173 | CYCR_BLAVI | Blastochloris viridis | 3 | 0.9032 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.8096 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.8096 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 2 | 0.8041 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 2 | 0.8041 |
| Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 | P04191 | AT2A1_RABIT | Oryctolagus cuniculus | 3 | 0.7981 |
| Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 | P04191 | AT2A1_RABIT | Oryctolagus cuniculus | 3 | 0.7981 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7793 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7793 |
| Nuclear receptor subfamily 1 group I member 3 | O35627 | NR1I3_MOUSE | Mus musculus | 2 | 0.7751 |
| Nuclear receptor subfamily 1 group I member 3 | O35627 | NR1I3_MOUSE | Mus musculus | 2 | 0.7751 |
| NPC intracellular cholesterol transporter 1 | O15118 | NPC1_HUMAN | Homo sapiens | 2 | 0.7738 |
| NPC intracellular cholesterol transporter 1 | O15118 | NPC1_HUMAN | Homo sapiens | 2 | 0.7738 |
| Integrin alpha-L | P20701 | ITAL_HUMAN | Homo sapiens | 2 | 0.7726 |
| Integrin alpha-L | P20701 | ITAL_HUMAN | Homo sapiens | 2 | 0.7726 |
| Aromatase | P11511 | CP19A_HUMAN | Homo sapiens | 2 | 0.7690 |
| Aromatase | P11511 | CP19A_HUMAN | Homo sapiens | 2 | 0.7690 |
| Abscisic acid receptor PYL2 | O80992 | PYL2_ARATH | Arabidopsis thaliana | 2 | 0.7688 |
| Abscisic acid receptor PYL2 | O80992 | PYL2_ARATH | Arabidopsis thaliana | 2 | 0.7688 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7673 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7673 |
| Sex hormone-binding globulin | P04278 | SHBG_HUMAN | Homo sapiens | 2 | 0.7664 |
| Sex hormone-binding globulin | P04278 | SHBG_HUMAN | Homo sapiens | 2 | 0.7664 |
| Gastrotropin | Q6IMW5 | Q6IMW5_DANRE | Danio rerio | 2 | 0.7642 |
| Gastrotropin | Q6IMW5 | Q6IMW5_DANRE | Danio rerio | 2 | 0.7642 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7634 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7634 |
| Abscisic acid receptor PYL3 | Q9SSM7 | PYL3_ARATH | Arabidopsis thaliana | 2 | 0.7607 |
| Abscisic acid receptor PYL3 | Q9SSM7 | PYL3_ARATH | Arabidopsis thaliana | 2 | 0.7607 |
| Aldo-keto reductase family 1 member C1 | Q04828 | AK1C1_HUMAN | Homo sapiens | 2 | 0.7553 |
| Aldo-keto reductase family 1 member C1 | Q04828 | AK1C1_HUMAN | Homo sapiens | 2 | 0.7553 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7497 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7497 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7476 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7476 |
| Cytochrome P450 monooxygenase | Q5YNS8 | Q5YNS8_NOCFA | Nocardia farcinica | 2 | 0.7473 |
| Cytochrome P450 monooxygenase | Q5YNS8 | Q5YNS8_NOCFA | Nocardia farcinica | 2 | 0.7473 |
| Methylketone synthase I | E0YCS2 | E0YCS2_SOLHA | Solanum habrochaites | 2 | 0.7447 |
| Methylketone synthase I | E0YCS2 | E0YCS2_SOLHA | Solanum habrochaites | 2 | 0.7447 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7445 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7445 |
| Fatty acid-binding protein, liver | P80226 | FABPL_CHICK | Gallus gallus | 2 | 0.7352 |
| Fatty acid-binding protein, liver | P80226 | FABPL_CHICK | Gallus gallus | 2 | 0.7352 |
| Methylketone synthase I | E0YCS2 | E0YCS2_SOLHA | Solanum habrochaites | 2 | 0.7318 |
| Methylketone synthase I | E0YCS2 | E0YCS2_SOLHA | Solanum habrochaites | 2 | 0.7318 |
| Epoxide hydrolase | Q41415 | Q41415_SOLTU | Solanum tuberosum | 2 | 0.7291 |
| Epoxide hydrolase | Q41415 | Q41415_SOLTU | Solanum tuberosum | 2 | 0.7291 |
| Progesterone receptor | P06401 | PRGR_HUMAN | Homo sapiens | 2 | 0.7285 |
| Progesterone receptor | P06401 | PRGR_HUMAN | Homo sapiens | 2 | 0.7285 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7269 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7269 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 2 | 0.7264 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 2 | 0.7264 |
| Soluble cytochrome b562 | P0ABE7 | C562_ECOLX | Escherichia coli | 2 | 0.7262 |
| Soluble cytochrome b562 | P0ABE7 | C562_ECOLX | Escherichia coli | 2 | 0.7262 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7252 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7252 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7235 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7235 |
| Nuclear receptor ROR-beta | P45446 | RORB_RAT | Rattus norvegicus | 2 | 0.7233 |
| Nuclear receptor ROR-beta | P45446 | RORB_RAT | Rattus norvegicus | 2 | 0.7233 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7188 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7188 |
| Neocarzinostatin | P0A3R9 | NCZS_STRCZ | Streptomyces carzinostaticus | 2 | 0.7175 |
| Neocarzinostatin | P0A3R9 | NCZS_STRCZ | Streptomyces carzinostaticus | 2 | 0.7175 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 2 | 0.7166 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 2 | 0.7166 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7158 |
| Sulfotransferase 2B1 | O00204 | ST2B1_HUMAN | Homo sapiens | 2 | 0.7158 |
| Sulfotransferase 2B1 | O00204 | ST2B1_HUMAN | Homo sapiens | 2 | 0.7158 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7158 |
| Abscisic acid receptor PYR1 | O49686 | PYR1_ARATH | Arabidopsis thaliana | 2 | 0.7153 |
| Abscisic acid receptor PYR1 | O49686 | PYR1_ARATH | Arabidopsis thaliana | 2 | 0.7153 |
| Trichodiene synthase | P13513 | TRI5_FUSSP | Fusarium sporotrichioides | 2 | 0.7147 |
| Trichodiene synthase | P13513 | TRI5_FUSSP | Fusarium sporotrichioides | 2 | 0.7147 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7117 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7117 |
| Sulfotransferase 2A1 | Q06520 | ST2A1_HUMAN | Homo sapiens | 2 | 0.7108 |
| Sulfotransferase 2A1 | Q06520 | ST2A1_HUMAN | Homo sapiens | 2 | 0.7108 |
| Sex hormone-binding globulin | P04278 | SHBG_HUMAN | Homo sapiens | 2 | 0.7102 |
| Sex hormone-binding globulin | P04278 | SHBG_HUMAN | Homo sapiens | 2 | 0.7102 |