23-Hydroxybetulinic acid

Details

• Internal ID: 3b40c135-31ba-4dcd-bed7-127ca44401cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-hydroxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)O)C)C(=O)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H]([C@@]([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)CO)O)C)C(=O)O
• InChI: InChI=1S/C30H48O4/c1-18(2)19-9-14-30(25(33)34)16-15-28(5)20(24(19)30)7-8-22-26(3)12-11-23(32)27(4,17-31)21(26)10-13-29(22,28)6/h19-24,31-32H,1,7-17H2,2-6H3,(H,33,34)/t19-,20+,21+,22+,23-,24+,26-,27-,28+,29+,30-/m0/s1
• InChI Key: HXWLKAXCQLXHML-WGOZWDAUSA-N
• Popularity: 38 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.35526001 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 7.50

Synonyms

• 85999-40-2
• Anemosapogenin
• CHEBI:69580
• 23-Hydroxybetulinicacid
• 23-hydroxy betulic acid
• 3,23-dihydroxy-20(29)-lupen-28-oic acid
• D06YDW
• CHEMBL251308
• 23-Hydroxybetulinic Acid, 25
• BDBM23209
• HXWLKAXCQLXHML-WGOZWDAUSA-N
• HY-N0566
• s9009
• AKOS032944876
• CCG-269469
• CS-5686
• AC-35126
• MS-28759
• 23-Hydroxybetulinic acid, >=98% (HPLC)
• H1742
• F16085
• Q27137923
• (1R,2R,5S,8R,9R,10R,13R,14R,17S,18R,19R)-17-hydroxy-18-(hydroxymethyl)-1,2,14,18-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-5-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4081	P13726	Coagulation factor III	0.221 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.15%	96.38%
CHEMBL233	P35372	Mu opioid receptor	92.84%	97.93%
CHEMBL4040	P28482	MAP kinase ERK2	91.89%	83.82%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	91.51%	87.16%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.18%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.22%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.23%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.91%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.49%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.44%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.36%	92.86%
CHEMBL2581	P07339	Cathepsin D	82.94%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.45%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.11%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.11%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.88%	100.00%
CHEMBL5028	O14672	ADAM10	80.74%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%

Plants that contains it

• Paeonia lactiflora
• Paeonia rockii
• Pulsatilla chinensis
• Rosmarinus officinalis
• Syzygium sandwicense

Cross-Links

• PubChem: 21672692
• NPASS: NPC264005
• ChEMBL: CHEMBL251308
• LOTUS: LTS0133649
• wikiData: Q27137923