Yohimbine

C₂₁H₂₆N₂O₃ — CID 8969

About Yohimbine

Yohimbine (PubChem CID 8969) has the molecular formula C₂₁H₂₆N₂O₃ and a molecular weight of 354.45 g/mol. Its IUPAC name is methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate.

Molecular Properties

• Compound Name: Yohimbine
• PubChem CID: 8969
• Molecular Formula: C₂₁H₂₆N₂O₃
• Molecular Weight: 354.45 g/mol
• Exact Mass: 354.19
• IUPAC Name: methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
• SMILES: COC(=O)[C@@H]1[C@H]2C[C@H]3c4[nH]c5ccccc5c4CCN3C[C@@H]2CC[C@@H]1O
• 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
• InChIKey: BLGXFZZNTVWLAY-SCYLSFHTSA-N
• XLogP: 2.65
• TPSA: 65.56 Ų
• H-Bond Donors: 2
• H-Bond Acceptors: 4
• Rotatable Bonds: 1
• Heavy Atoms: 26
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	354.45
LogP ≤ 5	2.65
H-Bond Donors ≤ 5	2
H-Bond Acceptors ≤ 10	4

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'indol_3yl_alk(461)', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of Yohimbine?

The IUPAC name of Yohimbine (CID 8969) is methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate.

What is the SMILES notation for Yohimbine?

The canonical SMILES for Yohimbine is COC(=O)[C@@H]1[C@H]2C[C@H]3c4[nH]c5ccccc5c4CCN3C[C@@H]2CC[C@@H]1O.

What is the InChIKey of Yohimbine?

The InChIKey is BLGXFZZNTVWLAY-SCYLSFHTSA-N. The full InChI is 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.

What are the key properties of Yohimbine?

Yohimbine has a molecular weight of 354.45 g/mol, XLogP of 2.65, 1 rotatable bonds, 2 hydrogen bond donors, and 4 hydrogen bond acceptors.

Where does this data come from?

All data for Yohimbine is sourced from PubChem (CID 8969), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Sources

• PubChem CID 8969 — identifiers, structure, computed properties (public domain)
• DrugCentral drug card 3659 — approved-drug record (CC BY-SA 4.0)

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