Morolic acid

Details

• Internal ID: d65d9da1-f904-4c04-b8d7-4ebe7c226ae1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aS,6aR,6aR,6bR,8aR,10S,12aR,14aS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(C2=C1)CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C)C(=O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@]3(CCC(C=C3[C@H]1CC[C@H]4[C@]2(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)(C)C)C(=O)O
• InChI: InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h18-19,21-23,31H,8-17H2,1-7H3,(H,32,33)/t19-,21+,22-,23+,27+,28-,29-,30+/m1/s1
• InChI Key: RGZSSKBTFGNUCG-VNTGHVHSSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.36034539 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 7.70

Synonyms

• 559-68-2
• CHEMBL463665
• (4aS,6aR,6aR,6bR,8aR,10S,12aR,14aS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a-tetradecahydropicene-4a-carboxylic acid
• Olean-18-en-28-oic acid,3-hydroxy-,(3b)-
• SCHEMBL3678795
• DTXSID001317975
• 3.beta.-Hydroxy-3-deoxymoronic acid
• BDBM50391854
• AKOS040762070
• (4aS,6aR,6bR,8aR,10S,12aR,12bR,14aS)-10-Hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a-octadecahydro-2H-picene-4a-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
CHEMBL4903	P24666	Low molecular weight phosphotyrosine protein phosphatase	30600 nM; 13400 nM	IC50; IC50	PMID: 21453996; PMID: 21453996
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	9100 nM	IC50	PMID: 21453996
CHEMBL3521	P10586	Receptor-type tyrosine-protein phosphatase F (LAR)	35900 nM	IC50	PMID: 21453996

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.65%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.86%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.93%	93.00%
CHEMBL2581	P07339	Cathepsin D	83.58%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.04%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.29%	97.09%
CHEMBL5028	O14672	ADAM10	80.83%	97.50%

Plants that contains it

• Acicarpha tribuloides
• Aconitum palmatum
• Aconitum rotundifolium
• Acridocarpus vivy
• Aniba rosaeodora
• Ariocarpus fissuratus
• Arundo donax
• Bidens tripartita
• Brucea javanica
• Carpesium faberi
• Cheirolophus arbutifolius
• Codonopsis cordifolioidea
• Corydalis sewerzowi
• Corymbia citriodora
• Culcitium albifolium
• Dahlstedtia pentaphylla
• Eucalyptus grossa
• Flemingia prostrata
• Genista sessilifolia
• Gomphostemma parviflorum
• Hasteola robusta
• Hippobroma longiflora
• Hirtellina fruticosa
• Hypericum japonicum
• Mora excelsa
• Onoseris alata
• Ozothamnus ledifolius
• Phoradendron reichenbachianum
• Piper acutifolium
• Pistacia terebinthus
• Psilotum nudum
• Serjania triquetra
• Stenocereus eruca
• Trapa natans var. bicornis
• Vellozia streptophylla
• Xyris indica

Cross-Links

• PubChem: 489944
• NPASS: NPC181225
• ChEMBL: CHEMBL463665
• LOTUS: LTS0045784
• wikiData: Q104402627