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Ent-7-beta-hydroxykaur-16-en-19-oic acid
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Diterpene
| Canonical Smiles | C=C1C[C@]23C[C@H]1CC[C@H]2[C@]1([C@H](C[C@@H]3O)[C@@](C)(CCC1)C(=O)O)C |
|---|---|
| InChI | InChI=1S/C20H30O3/c1-12-10-20-11-13(12)5-6-14(20)18(2)7-4-8-19(3,17(22)23)15(18)9-16(20)21/h13-16,21H,1,4-11H2,2-3H3,(H,22,23)/t13-,14+,15+,16+,18+,19-,20+/m1/s1 |
| InChIKey | KMLXVEXJZSTMBV-YDIYEOSVSA-N |
| Formula | C20H30O3 |
| HBA | 2 |
| HBD | 2 |
| MW | 318.46 |
| Rotatable Bonds | 1 |
| TPSA | 57.53 |
| LogP | 4.01 |
| Number Rings | 4 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 23 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.85 |
| Exact Mass | 318.22 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Senecio erechtitoides | Asteraceae | Plantae | 18794 |
Showing of synonyms
Ent-7-beta-hydroxykaur-16-en-19-oic acid
Ent-7alpha-Hydroxykaur-16-en-19-oic acid
21435-01-8
Ent-7alpha-hydroxykaurenoic acid
CHEBI:15419
DTXSID20332097
(1R,2S,4S,5R,9S,10S,13R)-2-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
(-)-Kaur-16-en-7beta-ol-19-oic acid
(5beta,7beta,8alpha,9beta,10alpha,13alpha)-7-hydroxykaur-16-en-18-oic acid
(1R,2S,4S,5R,9S,10S,13R)-2-hydroxy-5,9-dimethyl-14-methylidenetetracyclo(11.2.1.01,10.04,9)hexadecane-5-carboxylic acid
Ent-7a-Hydroxykaurenoate
Ent-7alpha-Hydroxykaurenoate
Ent-7a-Hydroxykaurenoic acid
DTXCID20283191
Ent-7a-Hydroxykaur-16-en-19-Oate
(-)-Kaur-16-en-7b-ol-19-Oate
(-)-Kaur-16-en-7beta-ol-19-Oate
(-)-Kaur-16-en-7b-ol-19-Oic acid
(-)-Kaur-16-en-7I2-ol-19-Oate
Ent-7a-Hydroxykaur-16-en-19-Oic acid
(-)-Kaur-16-en-7I2-ol-19-Oic acid
(5b,7b,8a,9b,10a,13a)-7-Hydroxykaur-16-en-18-Oate
(5b,7b,8a,9b,10a,13a)-7-Hydroxykaur-16-en-18-Oic acid
(5beta,7beta,8alpha,9beta,10alpha,13alpha)-7-Hydroxykaur-16-en-18-Oate
(4R,4aS,6S,6aR,9R,11aS,11bS)-6-hydroxy-4,11b-dimethyl-8-methylenetetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylic acid
Q27089432
- Ndom J, Mbafor J, et al. (2010). New alkamide and ent-kaurane diterpenoid derivatives from Senecio erechtitoides (Asteraceae).. Phytochemistry Letters, 2010, 3(4), 201-206. [View]
Pubchem:
443467
Cas:
21435-01-8
Zinc:
ZINC000004102258
Kegg Ligand:
C11875
Chebi:
15419
Nmrshiftdb2:
70068968
Comptox:
DTXSID20332097
No compound-protein relationship available.
SMILES: C=C(C1)C(C2)CCC(C123)C4C(CC3)CCCC4
Level: 0
Mol. Weight: 318.46 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.61
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.68
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.99
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.04
- Plasma Protein Binding
- 84.61
- 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
- Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 3.16
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.65
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- -0.04
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 3.3
- 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
- -2.05
- Rat (Acute)
- 2.5
- Rat (Chronic Oral)
- 1.63
- Fathead Minnow
- 3.82
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 393.17
- Hydration Free Energy
- -4.59
- Log(D) at pH=7.4
- 1.65
- Log(P)
- 4.27
- Log S
- -4.64
- Log(Vapor Pressure)
- -8.46
- Melting Point
- 202.49
- pKa Acid
- 4.96
- pKa Basic
- 7.88
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Abscisic acid receptor PYL2 | O80992 | PYL2_ARATH | Arabidopsis thaliana | 3 | 0.9543 |
| Abscisic acid receptor PYL3 | Q9SSM7 | PYL3_ARATH | Arabidopsis thaliana | 3 | 0.8689 |
| Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 | P04191 | AT2A1_RABIT | Oryctolagus cuniculus | 3 | 0.8416 |
| Abscisic acid receptor PYR1 | O49686 | PYR1_ARATH | Arabidopsis thaliana | 3 | 0.7960 |
| Abscisic acid receptor PYL3 | Q9SSM7 | PYL3_ARATH | Arabidopsis thaliana | 3 | 0.7734 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7634 |
| Phospholipase A2 | P00593 | PA21B_BOVIN | Bos taurus | 3 | 0.7367 |
| Abscisic acid receptor PYL9 | Q84MC7 | PYL9_ARATH | Arabidopsis thaliana | 3 | 0.7359 |
| Abscisic acid receptor PYR1 | O49686 | PYR1_ARATH | Arabidopsis thaliana | 3 | 0.7215 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.7174 |