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Methyl ursolate
- Family: Plantae - Verbenaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpenoid
| Canonical Smiles | COC(=O)[C@@]12CC[C@H]([C@@H]([C@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C)C |
|---|---|
| InChI | InChI=1S/C31H50O3/c1-19-11-16-31(26(33)34-8)18-17-29(6)21(25(31)20(19)2)9-10-23-28(5)14-13-24(32)27(3,4)22(28)12-15-30(23,29)7/h9,19-20,22-25,32H,10-18H2,1-8H3/t19-,20+,22+,23-,24+,25+,28+,29-,30-,31+/m1/s1 |
| InChIKey | YCBSMEKEDOHEQI-QHQGJMPNSA-N |
| Formula | C31H50O3 |
| HBA | 3 |
| HBD | 1 |
| MW | 470.74 |
| Rotatable Bonds | 1 |
| TPSA | 46.53 |
| LogP | 7.18 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.9 |
| Exact Mass | 470.38 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Verbena officinalis | Verbenaceae | Plantae | 79772 |
| 2 | Scorzonera undulata | Asteraceae | Plantae | 268100 |
Showing of synonyms
Methyl ursolate
32208-45-0
Methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
DTXSID60348374
Urs-12-en-28-oic acid, 3.beta.-hydroxy-, methyl ester
Urs-12-en-28-oic acid, 3-hydroxy-, methyl ester, (3.beta.)-
DTXCID90299446
Urs-12-en-28-oic acid, 3beta-hydroxy-, methyl ester
Urs-12-en-28-oic acid, 3-hydroxy-, methyl ester, (3beta)-
Ycbsmekedoheqi-uhfffaoysa-n
Ursolic acid methyl ester
915-32-2
Ursolic acid methylester
Ursolic acid, methyl ester
MFCD00017383
CHEMBL260673
MEGxp0_001727
SCHEMBL3917132
BDBM50058810
AKOS016036340
FU65875
URSOLIC ACID METHYLESTER with HPLC
NS00058736
(1S,2R,4aS,6aS,6bR,8aR,10S,12aR,14bS)-10-Hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester
- Alemayehu A, Fiseha A. (2006). Phytochemical investigation on aerial parts of Verbena officinalis (Atuch). M.Sc. Thesis-4, Addis Ababa University, Ethiopia,2006. [View] [PubMed]
- Harkati B, Akkal S, et al. (2010). Secondary metabolites from Scorzonera undulata ssp. deliciosa (Guss.) Maire (Asteracae) and their antioxidant activities. Records of Natural Products,2010,4(3),171-175. [View]
Pubchem:
636516
Cas:
32208-45-0
Zinc:
ZINC000013558214
Nmrshiftdb2:
10019061
Chembl:
CHEMBL260673
Comptox:
DTXSID60348374
Bindingdb:
50058810
CPRiL:
315003
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 470.74 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.87
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.580
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.39
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.810
- Plasma Protein Binding
- 85.8
- 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
- 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
- 6.220
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.170
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.300
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.560
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Toxic
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -161.570
- Rat (Acute)
- 2.070
- Rat (Chronic Oral)
- 1.750
- Fathead Minnow
- 3.920
- 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
- 469.810
- Hydration Free Energy
- -2.580
- Log(D) at pH=7.4
- 7.230
- Log(P)
- 7.88
- Log S
- -6.98
- Log(Vapor Pressure)
- -7.99
- Melting Point
- 209.33
- pKa Acid
- 12.05
- pKa Basic
- 6.65
No predicted protein targets found for this compound.