Phalloidin

Details

• Internal ID: c27ac8e5-b441-47b0-83a8-7859085919dc
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (1S,14R,18S,20S,23S,28S,31S,34R)-28-[(2R)-2,3-dihydroxy-2-methylpropyl]-18-hydroxy-34-[(1S)-1-hydroxyethyl]-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
• InChI: InChI=1S/C35H48N8O11S/c1-15-27(47)38-22-10-20-19-7-5-6-8-21(19)41-33(20)55-13-24(34(53)43-12-18(46)9-25(43)31(51)37-15)40-32(52)26(17(3)45)42-28(48)16(2)36-30(50)23(39-29(22)49)11-35(4,54)14-44/h5-8,15-18,22-26,41,44-46,54H,9-14H2,1-4H3,(H,36,50)(H,37,51)(H,38,47)(H,39,49)(H,40,52)(H,42,48)/t15-,16-,17-,18-,22-,23-,24-,25-,26+,35+/m0/s1
• InChI Key: KPKZJLCSROULON-QKGLWVMZSA-N
• Popularity: 3,540 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₈N₈O₁₁S
• Molecular Weight: 788.90 g/mol
• Exact Mass: 788.31632555 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: -1.70

Synonyms

• Phalloidine
• 17466-45-4
• 5A520O87TI
• CHEBI:8040
• NSC-523214
• Cyclic(L-alanyl-D-threonyl-L-cysteinyl-cis-4-hydroxy-L-prolyl-L-alanyl-2-mercapto-L-tryptophyl-4,5-dihydroxy-L-leucyl), cyclic (3,6)-sulfide
• (1S,14R,18S,20S,23S,28S,31S,34R)-28-[(2R)-2,3-dihydroxy-2-methylpropyl]-18-hydroxy-34-[(1S)-1-hydroxyethyl]-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
• DTXSID3037254
• (1S,14R,18S,20S,23S,28S,31S,34R)-28-((2R)-2,3-dihydroxy-2-methylpropyl)-18-hydroxy-34-((1S)-1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo(12.11.11.03,11.04,9.016,20)hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
• RefChem:172412
• DTXCID1017254
• 28-(2,3-dihydroxy-2-methylpropyl)-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo(12.11.11.0^(3,11).0^(4,9).0^(16,20))hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
• (1S,13S,17S,19S,22S,27S,30S,33S)-27-((2R)-2,3-dihydroxy-2-methylpropyl)-17-hydroxy-33-((1R)-1-hydroxyethyl)-22,30-dimethyl-11-thia-9,15,21,24,26,29,32,35-octazapentacyclo(11.11.11.02,10.03,8.015,19)pentatriaconta-2(10),3,5,7-tetraene-14,20,23,25,28,31,34-heptone
• 241-484-5
• UNII-5A520O87TI
• HSDB 3524
• EINECS 241-484-5
• NSC 523214
• BRN 4347460
• PHALLOIDIN [MI]
• Phalloidine (>80%)
• PHALLOIDINE [HSDB]
• SCHEMBL39330
• 28-(2,3-Dihydroxy-2-methylpropyl)-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
• EX-A13093
• C08439
• G13340
• Q2266164
• (1S,14R,18S,20S,23S,28S,31S,34R)-28-[(2R)-2,3-dihydroxy-2-methylpropyl]-18-hydroxy-34-[(1S)-1-hydroxyethyl]-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0(3,11).0(4,9).0(16,20)]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
• CYCLIC(L-ALANYL-D-THREONYL-L-CYSTEINYL-CIS-4-HYDROXY-L- PROLYL-L-ALANYL-2-MERCAPTO-L-TRYPTOPHYL-4,5-DIHYDROXY-L- LEUCYL), CYCLIC (3,6)-SULFIDE
• CYCLO(L-ALANYL-D-THREONYL-L-CYSTEINYL-(4S)-4-HYDROXY-L-PROLYL-L-ALANYL-2-MERCAPTO-L-TRYPTOPHYL-(4R)-4,5-DIHYDROXY-L-LEUCYL), CYCLIC (3->6)-THIOETHER

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
CHEMBL2581	P07339	Cathepsin D	99.76%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.09%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.61%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.11%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.59%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.47%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.78%	90.08%
CHEMBL1914	P06276	Butyrylcholinesterase	94.50%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.14%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.71%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.98%	94.45%
CHEMBL1902	P62942	FK506-binding protein 1A	91.87%	97.05%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.43%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.37%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.49%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.15%	96.47%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.62%	94.23%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.71%	90.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.94%	97.64%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.60%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.71%	93.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.65%	98.46%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.25%	82.69%
CHEMBL2535	P11166	Glucose transporter	83.21%	98.75%
CHEMBL1949	P62937	Cyclophilin A	82.79%	98.57%
CHEMBL299	P17252	Protein kinase C alpha	81.56%	98.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.28%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	81.05%	97.79%
CHEMBL1907	P15144	Aminopeptidase N	80.56%	93.31%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.54%	97.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 441542
• LOTUS: LTS0083582
• wikiData: Q2266164