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Gypsogenin
- Family: Plantae - Caryophyllaceae
- Kingdom: Plantae
- Class: Saponin
| Canonical Smiles | O=C[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]2CC(CC1)(C)C)C(=O)O)C)C |
|---|---|
| InChI | InChI=1S/C30H46O4/c1-25(2)13-15-30(24(33)34)16-14-28(5)19(20(30)17-25)7-8-22-26(3)11-10-23(32)27(4,18-31)21(26)9-12-29(22,28)6/h7,18,20-23,32H,8-17H2,1-6H3,(H,33,34)/t20-,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1 |
| InChIKey | QMHCWDVPABYZMC-MYPRUECHSA-N |
| Formula | C30H46O4 |
| HBA | 3 |
| HBD | 2 |
| MW | 470.69 |
| Rotatable Bonds | 2 |
| TPSA | 74.6 |
| LogP | 6.41 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.87 |
| Exact Mass | 470.34 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Gypsophila capillaris | Caryophyllaceae | Plantae | 1423385 |
Showing of synonyms
Gypsogenin
Albsapogenin
Githagenin
Astrantiagenin D
Gypsophilasapogenin
Gypsophilasaponin
Saponin-gypsophila
Albasapogenin
(3beta,4alpha)-3-Hydroxy-23-oxoolean-12-en-28-oic acid
EINECS 211-353-7
UNII-2A9SGC905J
2A9SGC905J
CHEBI:5580
GYPSOGENIN [MI]
3beta-hydroxy-23-oxoolean-12-en-28-oic acid
Gypsophila paniculata saponin (swiss standard saponin)
3-Hydroxy-23-oxo-olean-12-en-28-oic acid, (3-beta,4-alpha)-
Olean-12-en-28-oic acid, 3-beta-hydroxy-23-oxo-
Olean-12-en-28-oic acid, 3-hydroxy-23-oxo-, (3.beta.,4.alpha.)-
(3.BETA.,4.ALPHA.)-3-HYDROXY-23-OXOOLEAN-12-EN-28-OIC ACID
3-Hydroxy-23-oxo-olean-12-en-28-oic acid, (3-beta,4-alpha)-(9CI)
OLEAN-12-EN-28-OIC ACID, 3-HYDROXY-23-OXO-, (3BETA,4ALPHA)-
639-14-5
(4aS,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-formyl-10-hydroxy-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
Gypsogenin (Githagenin)
SCHEMBL828727
CHEMBL2386825
DTXSID701026577
AKOS016036221
FG74392
LMPR0106150010
DA-60877
MS-28712
HY-121382
CS-0081834
NS00042073
C08950
G13060
Q20054523
Pubchem:
92825
Cas:
639-14-5
Zinc:
ZINC000004097830
Kegg Ligand:
C08950
Chebi:
5580
Nmrshiftdb2:
70032861
Chembl:
CHEMBL2386825
CPRiL:
110220
SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5
Level: 0
Mol. Weight: 470.69 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.3
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.69
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.99
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.33
- Plasma Protein Binding
- 85.61
- 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
- Non-Inhibitor
Excretion
- Clearance
- 2.31
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.54
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.32
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.03
- 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
- -140.65
- Rat (Acute)
- 3.21
- Rat (Chronic Oral)
- 2.21
- Fathead Minnow
- 3.98
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 481.59
- Hydration Free Energy
- -2.58
- Log(D) at pH=7.4
- 4.27
- Log(P)
- 5.68
- Log S
- -5.97
- Log(Vapor Pressure)
- -9.51
- Melting Point
- 272.57
- pKa Acid
- 5.06
- pKa Basic
- 7.52
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Retinol-binding protein 1 | P02696 | RET1_RAT | Rattus norvegicus | 3 | 0.7116 |
| Retinol-binding protein 1 | P02696 | RET1_RAT | Rattus norvegicus | 3 | 0.7116 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7077 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7077 |