3-[(1-{4-[7-(diethylamino)-4-methyl-2-oxo-2H-chromen-3-yl]phenyl}-2,5-dioxopyrrolidin-3-yl)sulfanyl]-N-[(2R)-2-hydroxy-3-[(1S,14R,18S,20S,23S,28S,31S,34R)-18-hydroxy-34-[(1S)-1-hydroxyethyl]-23,31-dimethyl-15,21,24,26,29,32,35-heptaoxo-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-tetraen-28-yl]-2-methylpropyl]propanamide

• ChemBase ID: 154216
• Molecular Formular: C62H75N11O15S2
• Molecular Mass: 1278.4536
• Monoisotopic Mass: 1277.48855276
• SMILES: CCN(CC)c1ccc2c(c(c(=O)oc2c1)c1ccc(cc1)N1C(=O)CC(C1=O)SCCC(=O)NCC(C)(C[C@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H]2CSc3c(c4ccccc4[nH]3)C[C@@H](C(=O)N1)NC(=O)[C@@H](NC(=O)[C@@H]1C[C@@H](CN1C2=O)O)C)[C@H](C)O)C)O)C
• Canonical SMILES: CCN(c1ccc2c(c1)oc(=O)c(c2C)c1ccc(cc1)N1C(=O)CC(C1=O)SCCC(=O)NCC(C[C@@H]1NC(=O)[C@H]2NC(=O)[C@H](C)NC(=O)[C@@H]3C[C@@H](CN3C(=O)[C@H](CSc3c(C2)c2ccccc2[nH]3)NC(=O)[C@H](NC(=O)[C@@H](NC1=O)C)[C@@H](O)C)O)(O)C)CC
• InChI: InChI=1S/C62H75N11O15S2/c1-8-71(9-2)36-18-19-38-30(3)50(61(86)88-46(38)22-36)34-14-16-35(17-15-34)73-49(77)25-47(60(73)85)89-21-20-48(76)63-29-62(7,87)26-43-55(81)64-32(5)53(79)70-51(33(6)74)57(83)68-44-28-90-58-40(39-12-10-11-13-41(39)69-58)24-42(54(80)67-43)66-52(78)31(4)65-56(82)45-23-37(75)27-72(45)59(44)84/h10-19,22,31-33,37,42-45,47,51,69,74-75,87H,8-9,20-21,23-29H2,1-7H3,(H,63,76)(H,64,81)(H,65,82)(H,66,78)(H,67,80)(H,68,83)(H,70,79)/t31-,32-,33-,37-,42-,43-,44-,45-,47?,51+,62+/m0/s1
• InChIKey: GNSRKMXDGGXWDM-AZPABDIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1-{4-[7-(diethylamino)-4-methyl-2-oxo-2H-chromen-3-yl]phenyl}-2,5-dioxopyrrolidin-3-yl)sulfanyl]-N-[(2R)-2-hydroxy-3-[(1S,14R,18S,20S,23S,28S,31S,34R)-18-hydroxy-34-[(1S)-1-hydroxyethyl]-23,31-dimethyl-15,21,24,26,29,32,35-heptaoxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0^3,^1^1.0^4,^9.0^1^6,^2^0]hexatriaconta-3(11),4,6,8-tetraen-28-yl]-2-methylpropyl]propanamide
• IUPAC Traditional name: 3-[(1-{4-[7-(diethylamino)-4-methyl-2-oxochromen-3-yl]phenyl}-2,5-dioxopyrrolidin-3-yl)sulfanyl]-N-[(2R)-2-hydroxy-3-[(1S,14R,18S,20S,23S,28S,31S,34R)-18-hydroxy-34-[(1S)-1-hydroxyethyl]-23,31-dimethyl-15,21,24,26,29,32,35-heptaoxo-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0^3,^1^1.0^4,^9.0^1^6,^2^0]hexatriaconta-3(11),4,6,8-tetraen-28-yl]-2-methylpropyl]propanamide
• Synonyms: Phalloidin, Coumarin Labeled; 鬼笔环肽（香豆素标记）

Database IDs

• PubChem SID: 162248355
• PubChem CID: 71311817

CALCULATED PROPERTIES

• Acid pKa: 10.106623
• H Acceptors: 15
• H Donor: 11
• LogD (pH = 5.5): -1.1845045
• LogD (pH = 7.4): -1.1645449
• Log P: -1.1635185
• Molar Refractivity: 330.7776 cm^3
• Polarizability: 129.30647 Å^3
• Polar Surface Area: 367.41 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Highly toxic (T+)
• UN Number: 3462
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 26/27/28
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330
• GHS Precautionary statements: P260-P264-P280-P284-P301 + P310-P302 + P350
• RID/ADR: UN 3462 6.1/PG 2
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C62H75N11O15S2

DETAILS

Sigma Aldrich - P2495

Application
A fluorescent phallotoxin which may be used to identify filamentous actin.
Preparation Note
From phalloidin isolated from Amanita phalloides mushrooms