Gypsogenin

Details

• Internal ID: 2ac61406-d818-4cf5-9736-e14e2dde0c67
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (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
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C=O)O)C)C)C2C1)C)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C=O)O
• 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
• InChI Key: QMHCWDVPABYZMC-MYPRUECHSA-N
• Popularity: 26 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.33960994 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 6.70

Synonyms

• Albsapogenin
• Githagenin
• Astrantiagenin D
• Gypsophilasapogenin
• 639-14-5
• Gypsophilasaponin
• Saponin-gypsophila
• (3beta,4alpha)-3-Hydroxy-23-oxoolean-12-en-28-oic acid
• 2A9SGC905J
• CHEBI:5580
• 3beta-hydroxy-23-oxoolean-12-en-28-oic acid
• EINECS 211-353-7
• UNII-2A9SGC905J
• (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
• Gypsophila paniculata saponin (swiss standard saponin)
• Gypsogenin (Githagenin)
• GYPSOGENIN [MI]
• 3-Hydroxy-23-oxo-olean-12-en-28-oic acid, (3-beta,4-alpha)-
• SCHEMBL828727
• Olean-12-en-28-oic acid, 3-beta-hydroxy-23-oxo-
• CHEMBL2386825
• DTXSID701026577
• Olean-12-en-28-oic acid, 3-hydroxy-23-oxo-, (3.beta.,4.alpha.)-
• AKOS016036221
• LMPR0106150010
• MS-28712
• HY-121382
• CS-0081834
• C08950
• Q20054523
• (3.BETA.,4.ALPHA.)-3-HYDROXY-23-OXOOLEAN-12-EN-28-OIC ACID

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.56%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	92.08%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.56%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.74%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.34%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.68%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.43%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.30%	96.77%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.18%	95.17%
CHEMBL2581	P07339	Cathepsin D	81.45%	98.95%
CHEMBL5028	O14672	ADAM10	80.35%	97.50%

Plants that contains it

• Agrostemma githago
• Chenopodium quinoa
• Gypsophila bicolor
• Gypsophila capillaris
• Gypsophila oldhamiana
• Gypsophila pacifica
• Psammosilene tunicoides
• Quillaja saponaria
• Silene firma
• Stellaria media

Cross-Links

• PubChem: 92825
• LOTUS: LTS0275378
• wikiData: Q20054523