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Bayogenin acid
- Family: Plantae - Irvingiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Pentacyclic Triterpenoid
| Canonical Smiles | OC[C@]1(C)[C@@H](O)[C@@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(CC1)(C)C)C(=O)O)C)C |
|---|---|
| InChI | InChI=1S/C30H48O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-22-26(3)16-20(32)23(33)27(4,17-31)21(26)9-10-29(22,28)6/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)/t19-,20-,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1 |
| InChIKey | RWNHLTKFBKYDOJ-JEERONPWSA-N |
| Formula | C30H48O5 |
| HBA | 4 |
| HBD | 4 |
| MW | 488.71 |
| Rotatable Bonds | 2 |
| TPSA | 97.99 |
| LogP | 5.18 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 35 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.9 |
| Exact Mass | 488.35 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Drypetes molunduana | Euphorbiaceae | Plantae | 20145 |
| 2 | Klainedoxa gabonensis | Irvingiaceae | Plantae | 289639 |
Showing of synonyms
Bayogenin acid
Bayogenin
6989-24-8
2beta,23-dihydroxyoleanolic acid
CHEMBL1797308
CHEBI:50481
2beta,3beta,23-trihydroxyolean-12-en-28-oic acid
(4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
(2beta,3beta,4alpha)-2,3,23-trihydroxyolean-12-en-28-oic acid
MFCD09954365
SCHEMBL1048748
DTXSID30861949
HY-N1932
2,3,23-Trihydroxyolean-12-en-28-oic acid (2beta,3beta,4alpha)-
BDBM50346623
AKOS037514561
Olean-12-en-28-oic acid, 2,3,23-trihydroxy-, (2beta,3beta,4alpha)-
FB42753
LMPR0106150007
AC-34021
DA-61522
MS-29091
CS-0018244
NS00093730
Q27122087
- Wansi JD, Chiozem DD, et al. (2010). Antimicrobial and antioxidant effects of phenolic constituents from Klainedoxa gabonensis.. Pharmaceutical biology,2010, 48(10), 1124-1129. [View] [PubMed]
- Wandji J, Wansi JD, et al. (2000). Sesquiterpene lactone and friedelane derivative from drypetes molunduana.. Phytochemistry,2000, 54(8), 811-815. [View] [PubMed]
Pubchem:
12305221
Cas:
6989-24-8
Zinc:
ZINC000035570683
Chebi:
50481
Nmrshiftdb2:
60028507
Chembl:
CHEMBL1797308
Bindingdb:
50346623
No compound-protein relationship available.
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 488.71 g/mol
Antimicrobial
Antioxidant
Absorption
- Caco-2 (logPapp)
- -5.52
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.92
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.88
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.45
- Plasma Protein Binding
- 92.68
- 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
- 3.09
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -2.31
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.15
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 5.01
- 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
- Safe
- T. Pyriformis
- -203.64
- Rat (Acute)
- 2.57
- Rat (Chronic Oral)
- 2.99
- Fathead Minnow
- 3.92
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 469.08
- Hydration Free Energy
- -3.07
- Log(D) at pH=7.4
- 3.44
- Log(P)
- 4.71
- Log S
- -4.92
- Log(Vapor Pressure)
- -10.73
- Melting Point
- 277.21
- pKa Acid
- 4.95
- pKa Basic
- 7.52
No predicted protein targets found for this compound.