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(+)-dehydrovomifoliol
- Family: Plantae - Solanaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene
| Canonical Smiles | CC(=O)/C=C/[C@@]1(O)C(=CC(=O)CC1(C)C)C |
|---|---|
| InChI | InChI=1S/C13H18O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,16H,8H2,1-4H3/b6-5+/t13-/m1/s1 |
| InChIKey | JJRYPZMXNLLZFH-URWSZGRFSA-N |
| Formula | C13H18O3 |
| HBA | 3 |
| HBD | 1 |
| MW | 222.28 |
| Rotatable Bonds | 2 |
| TPSA | 54.37 |
| LogP | 1.81 |
| Number Rings | 1 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.54 |
| Exact Mass | 222.13 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Heliotropium bacciferum | Boraginaceae | Plantae | 244092 |
| 2 | Lycium europaeum | Solanaceae | Plantae | 112873 |
Showing of synonyms
(+)-dehydrovomifoliol
Dehydrovomifoliol
39763-33-2
(6S)-dehydrovomifoliol
(+)-(S)-Dehydrovomifoliol
Dehydrovomifoliol, (S)-
Dehydrovomifoliol, (+)-
(6S)-6-hydroxy-3-oxo-alpha-ionone
3J9E6P8K84
15764-81-5
(S)-(+)-Dehydrovomifoliol
(4S)-4-hydroxy-3,5,5-trimethyl-4-[(E)-3-oxobut-1-enyl]cyclohex-2-en-1-one
UNII-3J9E6P8K84
CHEBI:4372
(4S)-4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-en-1-yl]cyclohex-2-en-1-one
(4S)-4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-enyl]cyclohex-2-en-1-one
(4S)-4-Hydroxy-3,5,5-trimethyl-4-((1E)-3-oxo-1-buten-1-yl)-2-cyclohexen-1-one
2-Cyclohexen-1-one, 4-hydroxy-3,5,5-trimethyl-4-(3-oxo-1-butenyl)-, (S-(E))-
(S,E)-4-Hydroxy-3,5,5-trimethyl-4-(3-oxobut-1-en-1-yl)cyclohex-2-enone
1-HYDROXY-4-KETO-2-IONONE
(6R)-6-hydroxy-3-oxo-alpha-ionone
2-Cyclohexen-1-one, 4-hydroxy-3,5,5-trimethyl-4-(3-oxo-1-butenyl)-, [S-(E)]-
C02533
CHEMBL461278
SCHEMBL15994623
JJRYPZMXNLLZFH-URWSZGRFSA-N
AKOS040761599
LMPR0103050009
DA-52418
DA-59430
FS-10664
HY-137996
CS-0143573
G88957
Q27106358
(4S)-4-hydroxy-3,5,5-trimethyl-4-[(Z)-3-oxobut-1-enyl]cyclohex-2-en-1-one
(4S)-4-Hydroxy-3,5,5-trimethyl-4-[3-oxobut-1-en-1-yl]cyclohex-2-en-1-one
2-Cyclohexen-1-one, 4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxo-1-buten-1-yl]-, (4S)-
2-Cyclohexen-1-one, 4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxo-1-butenyl]-, (4S)-
- Bendjedou H, Barboni L, et al. (2021). Alkaloids and sesquiterpenes from roots and leaves of Lycium europaeum L. (Solanaceae) with antioxidant and anti-acetylcholinesterase activities. Natural product research, 2021, 35(16), 2784-2788. [View] [PubMed]
- Aïssaoui H, Mencherini T, et al. (2019). Heliotropium bacciferum Forssk. (Boraginaceae) extracts: chemical constituents, antioxidant activity and cytotoxic effect in human cancer cell lines. Natural product research, 2019, 33(12), 1813-1818. [View] [PubMed]
Pubchem:
688492
Cas:
39763-33-2
Zinc:
ZINC000000057359
Kegg Ligand:
C02533
Chebi:
4372
Nmrshiftdb2:
60028020
Metabolights:
MTBLC4372
Chembl:
CHEMBL461278
CPRiL:
439667
SMILES: O=C1C=CCCC1
Level: 0
Mol. Weight: 222.28 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.51
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.15
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.88
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.11
- Plasma Protein Binding
- 40.47
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- 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
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 5.98
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.47
- Biodegradation
- Toxic
- Carcinogenesis
- Toxic
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 0.93
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 4.98
- 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
- 1.48
- Rat (Acute)
- 2.28
- Rat (Chronic Oral)
- 1.61
- Fathead Minnow
- 4.06
- 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
- 290.0
- Hydration Free Energy
- -10.08
- Log(D) at pH=7.4
- 0.51
- Log(P)
- 0.46
- Log S
- -1.56
- Log(Vapor Pressure)
- -4.55
- Melting Point
- 108.65
- pKa Acid
- 8.93
- pKa Basic
- 4.21
| 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 | 0.8142 |
| Trichothecene 15-O-acetyltransferase TRI3 | Q9C1B7 | TRI3_FUSSP | Fusarium sporotrichioides | 3 | 0.8073 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7567 |
| Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 3 | 0.7498 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7485 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7221 |
| Sulfotransferase 2B1 | O00204 | ST2B1_HUMAN | Homo sapiens | 2 | 0.7147 |
| Fatty acid-binding protein 10-A, liver basic | Q9I8L5 | FA10A_DANRE | Danio rerio | 2 | 0.7006 |