(13C)methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate

• ChemBase ID: 143581
• Molecular Formular: C21H26N2O3
• Molecular Mass: 355.43539484
• Monoisotopic Mass: 355.19769754
• SMILES: [13CH3]OC(=O)[C@H]1[C@H](CC[C@@H]2[C@@H]1C[C@H]1c3c(c4ccccc4[nH]3)CCN1C2)O
• Canonical SMILES: [13CH3]OC(=O)[C@H]1[C@@H](O)CC[C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1
• InChI: InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1/i1+1
• InChIKey: BLGXFZZNTVWLAY-IFNIAJJQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (^1^3C)methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8-tetraene-19-carboxylate
• IUPAC Traditional name: (^1^3C)methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8-tetraene-19-carboxylate
• Synonyms: Yohimbine-(methyl-13C,d3 ester); 17-羟基育亨烷-16-羧酸甲酯盐酸盐; 育亨宾-(甲基-13CD3 酯)

Database IDs

• MDL Number: MFCD20524891
• PubChem SID: 162237799
• PubChem CID: 71310992

CALCULATED PROPERTIES

• Acid pKa: 14.676982
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.037232514
• LogD (pH = 7.4): 1.6539497
• Log P: 2.0986583
• Molar Refractivity: 99.631 cm^3
• Polarizability: 40.114906 Å^3
• Polar Surface Area: 65.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 288-290 °C (dec)(lit.)
• Mass Shift: M+4

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 23/24/25
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Storage Temperature: -20°C

Product Information

• Purity: 98% (CP)
• Isotopic Purity: 99 atom % 13C; 99 atom % D
• Mol. Weight: mol wt 358.41 by atom % calculation
• Empirical Formula (Hill Notation): 13CC20D3H23N2O3

DETAILS

Sigma Aldrich - 731242

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.