(2'R,7'R,9'R,11'R)-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.02,7]dodecan]-5'-en-11'-ol

• ChemBase ID: 133971
• Molecular Formular: C15H22O4
• Molecular Mass: 266.33278
• Monoisotopic Mass: 266.15180918
• SMILES: CC1=C[C@@H]2[C@](CC1)(C1([C@@H](C[C@H](C31CO3)O2)O)C)CO
• Canonical SMILES: CC12[C@H](O)C[C@H](C32CO3)O[C@H]2[C@]1(CO)CCC(=C2)C
• InChI: InChI=1S/C15H22O4/c1-9-3-4-14(7-16)11(5-9)19-12-6-10(17)13(14,2)15(12)8-18-15/h5,10-12,16-17H,3-4,6-8H2,1-2H3/t10-,11-,12-,13?,14-,15?/m1/s1
• InChIKey: ZSRVBNXAPSQDFY-CXOCQXMISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2'R,7'R,9'R,11'R)-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^2,^7]dodecan]-5'-en-11'-ol
• IUPAC Traditional name: (2'R,7'R,9'R,11'R)-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^2,^7]dodecan]-5'-en-11'-ol
• Synonyms: 4β,15-Dihydroxy-12,13-epoxytrichothec-9-ene; Verrucarol

Database IDs

• CAS Number: 2198-92-7
• MDL Number: MFCD00056780
• PubChem SID: 162228248; 24900718
• PubChem CID: 104989

CALCULATED PROPERTIES

• Acid pKa: 14.378574
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.18504347
• LogD (pH = 7.4): 0.18504342
• Log P: 0.18504347
• Molar Refractivity: 69.6996 cm^3
• Polarizability: 27.853765 Å^3
• Polar Surface Area: 62.22 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 26/27/28-36/37/38
• Safety Statements: 22-26-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H315-H319-H330-H335
• GHS Precautionary statements: P260-P264-P280-P284-P302 + P350-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 1
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - V1628

Biochem/physiol Actions
Trichothecene mycotoxin that is a component of toxic mold. Esters of verrucarol have anti-tumor activity.