(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-carboxylic acid hydrate

• ChemBase ID: 119385
• Molecular Formular: C20H26N2O4
• Molecular Mass: 358.43144
• Monoisotopic Mass: 358.18925732
• SMILES: c12c(c3c([nH]1)cccc3)CCN1[C@H]2C[C@@H]2[C@@H](C(=O)O)[C@H](CC[C@H]2C1)O.O
• Canonical SMILES: OC(=O)[C@H]1[C@@H](O)CC[C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1.O
• InChI: InChI=1S/C20H24N2O3.H2O/c23-17-6-5-11-10-22-8-7-13-12-3-1-2-4-15(12)21-19(13)16(22)9-14(11)18(17)20(24)25;/h1-4,11,14,16-18,21,23H,5-10H2,(H,24,25);1H2/t11-,14-,16-,17-,18+;/m0./s1
• InChIKey: UXXCUDYYOMDFPX-GPRFVYSASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (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-carboxylic acid hydrate
• IUPAC Traditional name: yohimbic acid hydrate
• Synonyms: Yohimbinic acid monohydrate; (1R,2S,4aR,13bS,14aS)-2-hydroxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid hydrate; 育亨酸 一水合物

Database IDs

• CAS Number: 207801-27-2
• MDL Number: MFCD00167087
• PubChem SID: 162107558; 24848826
• PubChem CID: 6419962

CALCULATED PROPERTIES

• Acid pKa: 4.080432
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.71540976
• LogD (pH = 7.4): -0.8704475
• Log P: -0.7120498
• Molar Refractivity: 94.8619 cm^3
• Polarizability: 38.015186 Å^3
• Polar Surface Area: 76.56 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 267-268 °C (dec.)(lit.)
• Optical Rotation: [α]25/D +142.0°, c = 1 in pyridine

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 1544
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 23/24/25
• Safety Statements: 26-28-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 1544 6.1/PG 3

Product Information

• Purity: 99%
• Salt Data: H2O
• Empirical Formula (Hill Notation): C20H24N2O3 · H2O
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - 147745

Packaging
1 g in glass bottle