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Epifriedelanol
- Family: Plantae - Euphorbiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpenoid
| Canonical Smiles | O[C@H]1CC[C@@H]2[C@]([C@H]1C)(C)CC[C@H]1[C@@]2(C)CC[C@@]2([C@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C)C |
|---|---|
| InChI | InChI=1S/C30H52O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20-24,31H,9-19H2,1-8H3/t20-,21-,22+,23-,24+,26+,27+,28-,29+,30-/m0/s1 |
| InChIKey | XCDQFROEGGNAER-PFOIMGGJSA-N |
| Formula | C30H52O |
| HBA | 1 |
| HBD | 1 |
| MW | 428.75 |
| Rotatable Bonds | 0 |
| TPSA | 20.23 |
| LogP | 8.25 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Fraction CSP3 | 1.0 |
| Exact Mass | 428.4 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Drypetes gerrardii | Euphorbiaceae | Plantae | 992685 |
| 2 | Kigelia africana | Bignoniaceae | Plantae | — |
| 3 | Antidesma chevalieri | Euphorbiaceae | Plantae | 2708716 |
| 4 | Drypetes armoracia | Euphorbiaceae | Plantae | 3703 |
Showing of synonyms
Epifriedelanol
16844-71-6
Epi-Friedelanol
Friedelan-3beta-ol
Epifriedelinol
(3S,4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol
CHEBI:80941
Epifriendelanol
3Beta-Friedelanol
24,25,26-Trinoroleanan-3-ol, 5,9,13-trimethyl-, (3beta,4beta,5beta,8alpha,9beta,10alpha,13alpha,14beta)-
Friedelin-3beta-ol
Longan triterpane A
3beta-Hydroxyfriedelane
CHEMBL464649
SCHEMBL2989072
DTXSID10937494
HY-N1931
MFCD04039822
MSK163922
NSC741685
AKOS015896828
FE74290
NSC 741685
NSC-741685
24,25,26-Trinoroleanan-3-ol, 5,9,13-trimethyl-, (3beta,4beta,5beta,8alpha,9beta,10alpha,13alha,14beta)-
5,9,13-Trimethyl-24,25,26-trinoroleanan-3-ol (3beta,4beta,5beta,8alpha,9beta,10alpha,13alha,14beta)-
AC-34019
DA-52942
MS-27600
CS-0018243
C17123
Q27154914
4,4a,6b,8a,11,11,12b,14a-Octamethyldocosahydropicen-3-ol
- Ng’ang’a MM, Chhabra S, et al. (2008). Chemical constituents from the leaves of Drypetes gerrardii. Biochemical Systematics and Ecology,2008,36,320-322. [View] [PubMed]
- Djouossi MG, Tebou PLF, et al. (2014). Chevalierinoside A: A new isoflavonoid glycoside from the stem bark of Antidesma chevalieri Beille (Euphorbiaceae). Bull. Chem. Soc. Ethiop. 2014, 28(2), 309-314. [View]
- Wandji J, Tillequin F, et al. (2003). Phenolic constituents from Drypetes armoracia.. Phytochemistry,2003, 63(4), 453-456. [View] [PubMed]
- Sidjui LS, Melong RR, et al. (2015). Triterpenes and Lignans from Kigelia africana. J App Pharm Sci, 2015, 5 (Suppl 2), 001-006. [View]
Pubchem:
119242
Cas:
16844-71-6
Gnps:
CCMSLIB00006503186
Zinc:
ZINC000006067010
Kegg Ligand:
C17123
Chebi:
80941
Nmrshiftdb2:
60019480
Chembl:
CHEMBL464649
CPRiL:
157447
SMILES: C1CCCC(CC2)C1C(C2C34)CCC3C5C(CC4)CCCC5
Level: 0
Mol. Weight: 428.75 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.75
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.42
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.75
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.62
- Plasma Protein Binding
- 88.57
- 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
- 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
- 11.51
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.3
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 2.09
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 5.86
- 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
- Safe
- T. Pyriformis
- -33.33
- Rat (Acute)
- 2.27
- Rat (Chronic Oral)
- 1.57
- Fathead Minnow
- 3.84
- 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
- 392.73
- Hydration Free Energy
- -3.19
- Log(D) at pH=7.4
- 7.9
- Log(P)
- 8.11
- Log S
- -7.47
- Log(Vapor Pressure)
- -7.99
- Melting Point
- 273.59
- pKa Acid
- 13.61
- pKa Basic
- 8.43
| 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 | 0.8853 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8853 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7775 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7775 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7273 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7273 |
| Lanosterol 14-alpha-demethylase | Q385E8 | Q385E8_TRYB2 | Trypanosoma brucei brucei | 3 | 0.7077 |
| Lanosterol 14-alpha-demethylase | Q385E8 | Q385E8_TRYB2 | Trypanosoma brucei brucei | 3 | 0.7077 |