Pteropodine

Details

• Internal ID: 7bbb6d02-86e2-4e56-9201-3bf8138d61ab
• Taxonomy: Organoheterocyclic compounds > Indolizidines
• IUPAC Name: methyl (1S,4aS,5aS,6R,10aS)-1-methyl-2'-oxospiro[1,4a,5,5a,7,8,10,10a-octahydropyrano[3,4-f]indolizine-6,3'-1H-indole]-4-carboxylate
• SMILES (Canonical): CC1C2CN3CCC4(C3CC2C(=CO1)C(=O)OC)C5=CC=CC=C5NC4=O
• SMILES (Isomeric): C[C@H]1[C@@H]2CN3CC[C@]4([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)C5=CC=CC=C5NC4=O
• InChI: InChI=1S/C21H24N2O4/c1-12-14-10-23-8-7-21(16-5-3-4-6-17(16)22-20(21)25)18(23)9-13(14)15(11-27-12)19(24)26-2/h3-6,11-14,18H,7-10H2,1-2H3,(H,22,25)/t12-,13-,14-,18-,21+/m0/s1
• InChI Key: JMIAZDVHNCCPDM-QLMFUGSGSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₄
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.17360725 g/mol
• Topological Polar Surface Area (TPSA): 67.90 Ų
• XlogP: 1.60

Synonyms

• Uncarine c
• 5629-60-7
• UNII-W24PZJ9QRZ
• W24PZJ9QRZ
• PTEROPODIN
• UNCARINEC
• ALLO-PTEROPODINE
• UNCARIN C
• NSC 113093
• CHEBI:81203
• NSC-113093
• methyl (1S,4aS,5aS,6R,10aS)-1-methyl-2'-oxospiro[1,4a,5,5a,7,8,10,10a-octahydropyrano[3,4-f]indolizine-6,3'-1H-indole]-4-carboxylate
• Formosanan-16-carboxylic acid, 19-methyl-2-oxo-, methyl ester, (19alpha,20alpha)-
• (1'S,3R,4'aS,5'aS,10'aS)-1,2,5',5'a,7',8',10',10'a-octahydro-1'-methyl-2-oxospiro(3H-indole-3,6'(4'aH)-(1H)pyrano(3,4-f)indolizine)-4'-carboxylic acid methyl ester
• SMR000232338
• Uncarin C; Uncarine C; allo-Pteropodine
• MLS000563444
• MLS000728612
• CHEMBL1449034
• DTXSID101319093
• HMS2204B03
• AKOS040760654
• C17595
• Q27155148
• PTEROPOIDINE (UNCARINE C) (CONSTITUENT OF CAT'S CLAW)
• PTEROPOIDINE (UNCARINE C) (CONSTITUENT OF CAT'S CLAW) [DSC]
• METHYL (19alpha,20alpha)-19-METHYL-2-OXOFORMOSANAN-16-CARBOXYLATE
• FORMOSANAN-16-CARBOXYLIC ACID, 19-METHYL-2-OXO-, METHYL ESTER, (19alpha,20alpha)
• METHYL (19.ALPHA.,20.ALPHA.)-19-METHYL-2-OXOFORMOSANAN-16-CARBOXYLATE
• (1'S,3R,4a'S,5a'S,10a'S)-methyl 1'-methyl-2-oxo-1',4a',5',5a',7',8',10',10a'-octahydrospiro[indoline-3,6'-pyrano[3,4-f]indolizine]-4'-carboxylate
• FORMOSANAN-16-CARBOXYLIC ACID, 19-METHYL-2-OXO-, METHYL ESTER, (19.ALPHA.,20.ALPHA.)

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
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	44668.4 nM	Potency	via CMAUP
CHEMBL5514	P42858	Huntingtin	11220.2 nM	Potency	via CMAUP
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	1122 nM; 1122 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.72%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.65%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.91%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.35%	99.23%
CHEMBL4208	P20618	Proteasome component C5	88.04%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.32%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.21%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.96%	90.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.47%	94.08%
CHEMBL5028	O14672	ADAM10	85.16%	97.50%
CHEMBL2581	P07339	Cathepsin D	84.88%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.50%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.09%	97.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.54%	100.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	80.15%	91.65%

Plants that contains it

• Capsicum annuum
• Cephalanthus occidentalis
• Hamelia patens
• Rumex chalepensis
• Uncaria guianensis
• Uncaria homomalla
• Uncaria longiflora
• Uncaria macrophylla
• Uncaria rhynchophylla
• Uncaria sinensis
• Uncaria tomentosa

Cross-Links

• PubChem: 10429112
• NPASS: NPC293255
• ChEMBL: CHEMBL1449034
• LOTUS: LTS0238041
• wikiData: Q27155148