Dihydrobetulinic acid

Details

• Internal ID: 24eae96a-67b3-4c3f-8b56-bd38035e4537
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-propan-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)C)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)C)O)C)C(=O)O
• InChI: InChI=1S/C30H50O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h18-24,31H,8-17H2,1-7H3,(H,32,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1
• InChI Key: PZXJOHSZQAEJFE-FZFNOLFKSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 8.30

Synonyms

• 25488-53-3
• (3beta)-3-Hydroxylupan-28-oic acid
• 20,29-dihydrobetulinic acid
• CHEMBL37
• 3-Hydroxylupan-28-oic acid
• (1S,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-propan-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
• SCHEMBL3781854
• CHEBI:65485
• DTXSID40948376
• PZXJOHSZQAEJFE-FZFNOLFKSA-N
• BDBM50050950
• AKOS040751573
• 3-Hydroxylupan-28-oic acid, (3.beta.)
• Lupan-28-oic acid, 3-hydroxy-, (3beta)-
• Q27133928
• (1S,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
• (1S,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-1-isopropyl-5a,5b,8,8,11a-pentamethylicosahydro-1H-cyclopenta[a]chrysene-3a-carboxylic 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
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.78%	96.38%
CHEMBL204	P00734	Thrombin	96.09%	96.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.18%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.22%	96.09%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	89.04%	91.83%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.00%	85.31%
CHEMBL4302	P08183	P-glycoprotein 1	88.78%	92.98%
CHEMBL340	P08684	Cytochrome P450 3A4	88.72%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.53%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	84.71%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.69%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.42%	95.56%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.93%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.04%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.61%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.53%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.42%	92.86%
CHEMBL1937	Q92769	Histone deacetylase 2	82.00%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.49%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.01%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.64%	97.09%

Plants that contains it

• Calophyllum inophyllum
• Chamaecyparis obtusa

Cross-Links

• PubChem: 65319
• LOTUS: LTS0154253
• wikiData: Q105381236