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23-hydroxyursolic acid
- Family: Plantae - Araliaceae
- Kingdom: Plantae
-
Class: Saponin
- Subclass: Triterpene Saponin
| Canonical Smiles | OC[C@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@@H](CC1)C)C(=O)O)C)C |
|---|---|
| InChI | InChI=1S/C30H48O4/c1-18-9-14-30(25(33)34)16-15-28(5)20(24(30)19(18)2)7-8-22-26(3)12-11-23(32)27(4,17-31)21(26)10-13-29(22,28)6/h7,18-19,21-24,31-32H,8-17H2,1-6H3,(H,33,34)/t18-,19+,21-,22-,23+,24+,26+,27+,28-,29-,30+/m1/s1 |
| InChIKey | NZCULBURCGAPSF-PQWKYGPVSA-N |
| Formula | C30H48O4 |
| HBA | 3 |
| HBD | 3 |
| MW | 472.71 |
| Rotatable Bonds | 2 |
| 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 | Cussonia bancoensis | Araliaceae | Plantae | 2708779 |
Showing of synonyms
23-hydroxyursolic acid
(+)-23-Hydroxyursolic acid
CHEBI:67896
UNII-1I1MDP27ZG
URS-12-EN-28-oic acid, 3,23-dihydroxy-, (3beta,4alpha)-
(1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
3beta,23-dihydroxyurs-12-en-28-oic acid
3beta,23-dihydroxyurs-12-ene-28-oic acid
3.BETA.,23-DIHYDROXYURS-12-ENE-28-OIC ACID
(3beta,4alpha)-3,23-Dihydroxyurs-12-en-28-oic acid
(3.BETA.,4.ALPHA.)-3,23-DIHYDROXYURS-12-EN-28-OIC ACID
URS-12-EN-28-OIC ACID, 3,23-DIHYDROXY-, (3.BETA.,4.ALPHA.)-
2-Deoxyasiatate
23-Hydroxyursolate
94414-19-4
2-deoxyasiatic acid
1I1MDP27ZG
CHEMBL523622
(1S,2R,4aS,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-10-Hydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
DTXSID101314493
BDBM50250341
Q27136370
Urs-12-en-28-oic acid, 3,23-dihydroxy-, (3|A,4|A)-
- Tapondjou LA, Lontsi D, et al. (2003). Saponins from Cussonia bancoensis and their inhibitory effects on nitric oxide production. J Nat Prod. 2003, 66(9), 1266-1269. [View]
Pubchem:
14136881
Cas:
94414-19-4
Gnps:
CCMSLIB00010008029
Zinc:
ZINC000042890287
Chebi:
67896
Nmrshiftdb2:
60114550
Metabolights:
MTBLC67896
Chembl:
CHEMBL523622
Bindingdb:
50250341
CPRiL:
78046
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 472.71 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.5
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.78
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.09
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.67
- Plasma Protein Binding
- 92.05
- 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
- 2.72
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.49
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.65
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.01
- 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
- Toxic
- T. Pyriformis
- -166.46
- Rat (Acute)
- 2.49
- Rat (Chronic Oral)
- 2.4
- Fathead Minnow
- 3.86
- 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
- 477.05
- Hydration Free Energy
- -2.54
- Log(D) at pH=7.4
- 4.07
- Log(P)
- 5.39
- Log S
- -5.71
- Log(Vapor Pressure)
- -10.07
- Melting Point
- 256.69
- pKa Acid
- 5.62
- pKa Basic
- 7.88
No predicted protein targets found for this compound.