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Taraxerone
- Family: Plantae - Myricaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpenoid
| Canonical Smiles | O=C1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@@]2(C1=CC[C@@]1([C@H]2CC(C)(C)CC1)C)C)C)C |
|---|---|
| InChI | InChI=1S/C30H48O/c1-25(2)17-18-27(5)13-9-21-29(7)14-10-20-26(3,4)24(31)12-16-28(20,6)22(29)11-15-30(21,8)23(27)19-25/h9,20,22-23H,10-19H2,1-8H3/t20-,22+,23+,27-,28-,29-,30+/m0/s1 |
| InChIKey | DBCAVZSSFGIHQZ-YLAYQGCQSA-N |
| Formula | C30H48O |
| HBA | 1 |
| HBD | 0 |
| MW | 424.71 |
| Rotatable Bonds | 0 |
| TPSA | 17.07 |
| LogP | 8.38 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.9 |
| Exact Mass | 424.37 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Embelia schimperi | Myrsinaceae | Plantae | 2595069 |
| 2 | Myrsine africana | Myrsinaceae | Plantae | 59982 |
| 3 | Myrica arborea | Myricaceae | Plantae | 3509 |
Showing of synonyms
Taraxerone
514-07-8
D-Friedoolean-14-en-3-one
Taraxeron
UNII-VC7U2M012Z
VC7U2M012Z
Taraxer-14-en-3-one
TARAXER-3-ONE
Skimmione
3(2H)-PICENONE, 1,4,4A,5,6,6A,8,8A,9,10,11,12,12A,12B,13,14,14A,14B-OCTADECAHYDRO-4,4,6A,8A,11,11,12B,14B-OCTAMETHYL-, (4AR,6AR,8AR,12AR,12BS,14AR,14BR)-
Delta14-TARAXEN-3-ONE
27-NOROLEAN-14-EN-3-ONE, 13-METHYL-, (13alpha)-
3(2H)-PICENONE, 1,4,4A,5,6,6A,8,8A,9,10,11,12,12A,12B,13,14,14A,14B-OCTADECAHYDRO-4,4,6A,8A,11,11,12B,14B-OCTAMETHYL-, (4AR-(4Aalpha,6Abeta,8Abeta,12Abeta,12Balpha,14Aalpha,14Bbeta))-
CHEMBL519077
(4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one
CHEBI:67826
SCHEMBL3155249
DTXSID60965707
.DELTA.14-TARAXEN-3-ONE
HY-N1177
BDBM50275506
AKOS037515402
FT65698
DA-67932
MS-27476
CS-0016468
Q27136302
27-NOROLEAN-14-EN-3-ONE, 13-METHYL-, (13.ALPHA.)-
3(2H)-PICENONE, 1,4,4A,5,6,6A,8,8A,9,10,11,12,12A,12B,13,14,14A,14B-OCTADECAHYDRO-4,4,6A,8A,11,11,12B,14B-OCTAMETHYL-, (4AR-(4A.ALPHA.,6A.BETA.,8A.BETA.,12A.BETA.,12B.ALPHA.,14A.ALPHA.,14B.BETA.))-
4,4,6a,8a,11,11,12b,14b-Octamethyl-1,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-octadecahydropicen-3(2H)-one
- Manguro LO, Okwiri SO, et al. (2006). Oleanane-type triterpenes of Embelia schimperi leaves.. Phytochemistry,2006,67(24),2641-2650. [View] [PubMed]
- Tene M. (2014). Study of a Model of Semi-Linear Volterra Integral Equation with Memory Effect in One Dimension. Doctorat 3 cycle (M. Tene), Faculty of Sciences, University of Yaounde I, Cameroon. [View]
- Manguro LO, Midiwo JO, et al. (1997). Triterpenoids and steroids of Myrsine africana leaves.. Planta medica,1997,63(03),290. [View] [PubMed]
Pubchem:
92785
Cas:
514-07-8
Gnps:
CCMSLIB00006438217
Zinc:
ZINC000004104836
Chebi:
67826
Nmrshiftdb2:
60020195
Metabolights:
MTBLC67826
Chembl:
CHEMBL519077
Bindingdb:
50275506
CPRiL:
233608
SMILES: C1CC(=O)CC(CC2)C1C(C2C=34)CCC4C5C(CC3)CCCC5
Level: 0
Mol. Weight: 424.71 g/mol
Fungicidal
Absorption
- Caco-2 (logPapp)
- -4.74
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.550
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.29
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 2.200
- Plasma Protein Binding
- 86.95
- 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
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 10.400
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 1.340
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.440
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 5.900
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Toxic
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -29.660
- Rat (Acute)
- 2.140
- Rat (Chronic Oral)
- 1.260
- Fathead Minnow
- 4.020
- 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
- 423.870
- Hydration Free Energy
- -3.870
- Log(D) at pH=7.4
- 6.730
- Log(P)
- 7.9
- Log S
- -6.92
- Log(Vapor Pressure)
- -7.45
- Melting Point
- 231.72
- pKa Acid
- 12.09
- pKa Basic
- 6.77
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8491 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8491 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.8002 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.8002 |
| Retinol dehydratase | Q26490 | Q26490_SPOFR | Spodoptera frugiperda | 3 | 0.7547 |
| Retinol dehydratase | Q26490 | Q26490_SPOFR | Spodoptera frugiperda | 3 | 0.7547 |
| Aldo-keto reductase family 1 member C1 | Q04828 | AK1C1_HUMAN | Homo sapiens | 3 | 0.7279 |
| Aldo-keto reductase family 1 member C1 | Q04828 | AK1C1_HUMAN | Homo sapiens | 3 | 0.7279 |