Lapidine

Details

• Internal ID: 92819203-9200-42b6-affa-0aac06bc1b15
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3R,3aS,4S,8aS)-3-hydroxy-6,8a-dimethyl-8-oxo-3-propan-2-yl-2,3a,4,5-tetrahydro-1H-azulen-4-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=CC(=O)C2(C1C(CC2)(C(C)C)O)C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1CC(=CC(=O)[C@@]2([C@@H]1[C@@](CC2)(C(C)C)O)C)C
• InChI: InChI=1S/C20H30O4/c1-7-14(5)18(22)24-15-10-13(4)11-16(21)19(6)8-9-20(23,12(2)3)17(15)19/h7,11-12,15,17,23H,8-10H2,1-6H3/b14-7-/t15-,17+,19+,20+/m0/s1
• InChI Key: YMWBTMBPEHUMBA-GULXXORSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.30

Synonyms

• Lapidine
• 79863-24-4
• (3R,3aS,4S,8aS)-3-Hydroxy-3-isopropyl-6,8a-dimethyl-8-oxo-1,2,3,3a,4,5,8,8a-octahydro-4-azulenyl (2Z)-2-methyl-2-butenoate
• [(3R,3aS,4S,8aS)-3-hydroxy-6,8a-dimethyl-8-oxo-3-propan-2-yl-2,3a,4,5-tetrahydro-1H-azulen-4-yl] (Z)-2-methylbut-2-enoate
• YMWBTMBPEHUMBA-GULXXORSSA-
• DTXSID201346457
• CCG-208362
• NCGC00163582-01
• SR-05000002293
• SR-05000002293-2
• 2-Butenoic acid, 2-methyl-, 1,2,3,3a,4,5,8,8a-octahydro-3-hydroxy-6,6a-dimethyl-3-(1-methylethyl)-8-oxo-4-azulenyl ester, (3R-(3alpha,3abeta,4beta(Z),8aalpha))-
• InChI=1/C20H30O4/c1-7-14(5)18(22)24-15-10-13(4)11-16(21)19(6)8-9-20(23,12(2)3)17(15)19/h7,11-12,15,17,23H,8-10H2,1-6H3/b14-7-/t15-,17+,19+,20+/m0/s1

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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.58%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.05%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.38%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.02%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.75%	94.75%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.57%	95.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.11%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.41%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.87%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.78%	96.47%

Plants that contains it

• Ferula communis subsp. linkii
• Ferula latipinna
• Ferula ovina
• Heliopsis helianthoides

Cross-Links

• PubChem: 6440625
• LOTUS: LTS0236711
• wikiData: Q105350768