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Corosolic acid
- Family: Plantae - Myrtaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpenoid
| Canonical Smiles | C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)C[C@@H](O)[C@@H](C1(C)C)O)C(=O)O |
|---|---|
| InChI | InChI=1S/C30H48O4/c1-17-10-13-30(25(33)34)15-14-28(6)19(23(30)18(17)2)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h8,17-18,20-24,31-32H,9-16H2,1-7H3,(H,33,34)/t17-,18+,20-,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1 |
| InChIKey | HFGSQOYIOKBQOW-ZSDYHTTISA-N |
| Formula | C30H48O4 |
| HBA | 3 |
| HBD | 3 |
| MW | 472.71 |
| Rotatable Bonds | 1 |
| TPSA | 77.76 |
| LogP | 6.06 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.9 |
| Exact Mass | 472.36 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Psidium guajava | Myrtaceae | Plantae | 120290 |
| 2 | Psiloxylon mauritianum | Myrtaceae | Plantae | 40027 |
| 3 | Callistemon lanceolatus | Myrtaceae | Plantae | 155884 |
Showing of synonyms
Corosolic acid
4547-24-4
2-alpha-Hydroxyursolic acid
UNII-AMX2I57A98
AMX2I57A98
DTXSID70904142
COROSOLIC ACID (USP-RS)
COROSOLIC ACID [USP-RS]
2alpha-hydroxyursoloic acid
DTXCID501332027
COROSOLIC ACID (CONSTITUENT OF BANABA LEAF)
Glucosol
Corsolic acid
2alpha-Hydroxyursolic acid
Corosolic-acid
CHEMBL391533
CHEBI:67895
Colosolic acid
(2alpha,3beta)-2,3-Dihydroxyurs-12-en-28-oic acid
Colosic acid
(2a,3b)-2,3-dihydroxy-urs-12-en-28-oic acid
MFCD06794973
Corosolic acid (Standard)
MLS000563488
SCHEMBL335528
HY-N0280R
Ursolic acid (2-alpha-hydroxy-)
Urs-12-en-28-oic acid, 2,3-dihydroxy-, (2alpha,3beta)-
Corosolic acid, analytical standard
HY-N0280
MSK40240
BDBM50222205
S9041
2-.ALPHA.-HYDROXYURSOLIC ACID
AKOS032948365
CCG-269470
CS-3798
FC64987
NCGC00247602-01
(1S,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-dihydroxy-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-carboxylic acid
AC-33935
BS-42423
SMR000232346
2alpha,3beta-dihydroxyurs-12-en-28-oic acid
Q5172335
BRD-K27885593-001-06-8
(2alpha,3beta)-2,3-Dihydroxy-urs-12-en-28-oic Acid
2alpha,2beta-dihydroxy-18beta-ursan-12-ene-28-oic acid
COROSOLIC ACID (CONSTITUENT OF BANABA LEAF) [DSC]
Corosolic acid from Lagerstroemia speciosa, >=98% (HPLC)
Corosolic acid, United States Pharmacopeia (USP) Reference Standard
URS-12-EN-28-OIC ACID, 2,3-DIHYDROXY-, (2.ALPHA.,3.BETA.)-
(1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
- El-Garby Younes M. (1975). Triterpenoids from the Leaves of Callistemon Lanceolatus. Phytochemistry, 1975, 14, 592. [View]
- Begum S, Hassan S.I, et al. (2002). Triterpenoids from the leaves of Psidium guajava. Phytochemistry, 2002, 61(4), 399-403. [View] [PubMed]
- Rangasamy O, Mahomoodally FM, et al. (2014). Two anti-staphylococcal triterpenoid acids isolated from Psiloxylon mauritianum (Bouton ex Hook. f.) Baillon, an endemic traditional medicinal plant of Mauritius.. South African Journal of Botany,2014,93,198-203. [View] [PubMed]
Pubchem:
6918774
Cas:
4547-24-4
Gnps:
CCMSLIB00006420044
Zinc:
ZINC000008829484
Chebi:
67895
Nmrshiftdb2:
60018719
Metabolights:
MTBLC67895
Chembl:
CHEMBL391533
Bindingdb:
50222205
CPRiL:
56220
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 472.71 g/mol
Antimicrobial
In particular anti-staphylococcal
Absorption
- Caco-2 (logPapp)
- -5.44
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.77
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.87
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.7
- Plasma Protein Binding
- 93.48
- 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
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- 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
- -1.27
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.77
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 3.5
- 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
- -135.14
- Rat (Acute)
- 2.46
- Rat (Chronic Oral)
- 2.37
- Fathead Minnow
- 3.9
- 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
- 467.29
- Hydration Free Energy
- -2.59
- Log(D) at pH=7.4
- 4.5
- Log(P)
- 6.18
- Log S
- -5.71
- Log(Vapor Pressure)
- -9.91
- Melting Point
- 250.52
- pKa Acid
- 5.37
- pKa Basic
- 7.95
No predicted protein targets found for this compound.