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17466-45-4 molecular structure
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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[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone

ChemBase ID: 105387
Molecular Formular: C35H48N8O11S
Molecular Mass: 788.86762
Monoisotopic Mass: 788.3163254
SMILES and InChIs

SMILES:
CC(O)C1NC(=O)C(C)NC(=O)C(CC(C)(O)CO)NC(=O)C2Cc3c([nH]c4c3cccc4)SCC(NC1=O)C(=O)N1CC(O)CC1C(=O)NC(C)C(=O)N2
Canonical SMILES:
OCC(CC1NC(=O)C2NC(=O)C(C)NC(=O)C3CC(CN3C(=O)C(CSc3c(C2)c2ccccc2[nH]3)NC(=O)C(NC(=O)C(NC1=O)C)C(O)C)O)(O)C
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)
InChIKey:
KPKZJLCSROULON-UHFFFAOYSA-N

Cite this record

CBID:105387 http://www.chembase.cn/molecule-105387.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
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[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
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
IUPAC Traditional name
phalloidin
Synonyms
Phalloidin from Amanita phalloides
PHALLOIDIN
鬼笔环肽 来源于鬼笔鹅膏
CAS Number
17466-45-4
EC Number
241-484-5
MDL Number
MFCD03427567
Beilstein Number
4347460
PubChem SID
162092500
24898277
PubChem CID
4752

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 4752 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 10.104147  H Acceptors 11 
H Donor 11  LogD (pH = 5.5) -4.91314 
LogD (pH = 7.4) -4.9138904  Log P -4.9131303 
Molar Refractivity 194.2644 cm3 Polarizability 77.30622 Å3
Polar Surface Area 291.62 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
Storage Condition
-20°C expand Show data source
RTECS
SE9800000 expand Show data source
European Hazard Symbols
Highly toxic Highly toxic (T+) expand Show data source
UN Number
3462 expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
2 expand Show data source
Risk Statements
26/27/28 expand Show data source
Safety Statements
22-28-36/37-45 expand Show data source
GHS Pictograms
GHS06 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H300 +H310 + H330 expand Show data source
GHS Precautionary statements
P260-P264-P280-P284-P301 + P310-P302 + P350 expand Show data source
RID/ADR
UN 3462 6.1/PG 2 expand Show data source
Purity
>95% expand Show data source
≥90% expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02159990 external link
From Amanita phalloides
Purity: >95%
Potently and specifically inhibits the conversion of F-actin to G-actin.
Sigma Aldrich - P2141 external link
Biochem/physiol Actions
Toxin that binds polymeric F actin, stabilizing it and interfering with the function of actin-rich structures.

REFERENCES

REFERENCES

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  • • Cooper, J.A., J. Biol. Chem. , 105 : 1473 (1987).
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PATENTS

PATENTS

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INTERNET

INTERNET

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