[13-benzyl-6-hydroxy-4,17-dimethyl-5-oxo-15-(prop-1-en-2-yl)-12,14,18-trioxapentacyclo[11.4.1.0^{1,10}.0^{2,6}.0^{11,15}]octadeca-3,8-dien-8-yl]methyl 2-(4-hydroxyphenyl)acetate

• ChemBase ID: 105292
• Molecular Formular: C36H38O8
• Molecular Mass: 598.68212
• Monoisotopic Mass: 598.25666818
• SMILES: CC1CC2(OC3(Cc4ccccc4)OC2C2C=C(COC(=O)Cc4ccc(O)cc4)CC4(O)C(C=C(C)C4=O)C12O3)C(=C)C
• Canonical SMILES: O=C(Cc1ccc(cc1)O)OCC1=CC2C3OC4(OC2(C2C(C1)(O)C(=O)C(=C2)C)C(CC3(O4)C(=C)C)C)Cc1ccccc1
• InChI: InChI=1S/C36H38O8/c1-21(2)34-17-23(4)36-28(32(34)42-35(43-34,44-36)19-25-8-6-5-7-9-25)15-26(18-33(40)29(36)14-22(3)31(33)39)20-41-30(38)16-24-10-12-27(37)13-11-24/h5-15,23,28-29,32,37,40H,1,16-20H2,2-4H3
• InChIKey: WWZMXEIBZCEIFB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [13-benzyl-6-hydroxy-4,17-dimethyl-5-oxo-15-(prop-1-en-2-yl)-12,14,18-trioxapentacyclo[11.4.1.0^{1,10}.0^{2,6}.0^{11,15}]octadeca-3,8-dien-8-yl]methyl 2-(4-hydroxyphenyl)acetate; [13-benzyl-6-hydroxy-4,17-dimethyl-5-oxo-15-(prop-1-en-2-yl)-12,14,18-trioxapentacyclo[11.4.1.0^1,^1^0.0^2,^6.0^1^1,^1^5]octadeca-3,8-dien-8-yl]methyl 2-(4-hydroxyphenyl)acetate
• IUPAC Traditional name: [13-benzyl-6-hydroxy-4,17-dimethyl-5-oxo-15-(prop-1-en-2-yl)-12,14,18-trioxapentacyclo[11.4.1.0^{1,10}.0^{2,6}.0^{11,15}]octadeca-3,8-dien-8-yl]methyl 2-(4-hydroxyphenyl)acetate; [13-benzyl-6-hydroxy-4,17-dimethyl-5-oxo-15-(prop-1-en-2-yl)-12,14,18-trioxapentacyclo[11.4.1.0^1,^1^0.0^2,^6.0^1^1,^1^5]octadeca-3,8-dien-8-yl]methyl 2-(4-hydroxyphenyl)acetate
• Synonyms: TINYATOXIN; 6,7-Deepoxy-6,7-didehydro-5-deoxy-21-dephenyl-21-(phenylmethyl)-20-(4-hydroxybenzeneacetate)daphnetoxin; TNX; Tinyatoxin

Database IDs

• CAS Number: 58821-95-7
• MDL Number: MFCD00166465
• PubChem SID: 162093601
• PubChem CID: 5481

CALCULATED PROPERTIES

• Acid pKa: 9.496078
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 5.7465005
• LogD (pH = 7.4): 5.7430973
• Log P: 5.746544
• Molar Refractivity: 163.6418 cm^3
• Polarizability: 63.821415 Å^3
• Polar Surface Area: 111.52 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble4 mg/mL; methanol: soluble5 mg/mL
• Apperance: white

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 99%

DETAILS

MP Biomedicals - 02159670

Purity: 99%
Analog of resiniferatoxin

Sigma Aldrich - T184

Biochem/physiol Actions
Vanilloid receptor agonist; resiniferatoxin analog.
Caution
Photosensitive