Metabolite Bufotenine

Name

Bufotenine

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 204.2682
Monoisotopic: 204.126263144

Chemical Formula

C₁₂H₁₆N₂O

InChI Key

VTTONGPRPXSUTJ-UHFFFAOYSA-N

InChI

InChI=1S/C12H16N2O/c1-14(2)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3

IUPAC Name

3-[2-(dimethylamino)ethyl]-1H-indol-5-ol

SMILES

CN(C)CCC1=CNC2=C1C=C(O)C=C2

Reactions

Melatonin

5-Methoxytryptamine
- 5-Methoxytryptamine
  
  Pinoline
- 5-Methoxytryptamine
  
  Bufotenine
  - Bufotenine
    
    N,N-Dimethyltryptamine

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0a4i-9200000000-0af816b35b1e16d258a1
Mass Spectrum (Electron Ionization)	MS	splash10-0a4i-9100000000-3e8c21621c306ca36dec
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4i-0190000000-b3def5ba2689155070d4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-0090000000-588329e53546a1b52e9a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0bt9-5970000000-c14941a0a4ffa1866479
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-1390000000-bbc02c352e811524a27d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01ox-2900000000-cb415e09e75886406c77
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a59-0900000000-9feafdf3e1c1cdaff701
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4i-0190000000-b3def5ba2689155070d4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-0090000000-588329e53546a1b52e9a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-1390000000-bbc02c352e811524a27d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0bt9-5970000000-c14941a0a4ffa1866479
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a59-0900000000-9feafdf3e1c1cdaff701
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01ox-2900000000-cb415e09e75886406c77
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	154.7319889	predicted	DarkChem Lite v0.1.0
[M-H]-	154.8940889	predicted	DarkChem Lite v0.1.0
[M-H]-	153.8485889	predicted	DarkChem Lite v0.1.0
[M-H]-	142.45326	predicted	DeepCCS 1.0 (2019)
[M-H]-	154.7319889	predicted	DarkChem Lite v0.1.0
[M-H]-	154.8940889	predicted	DarkChem Lite v0.1.0
[M-H]-	153.8485889	predicted	DarkChem Lite v0.1.0
[M-H]-	142.45326	predicted	DeepCCS 1.0 (2019)
[M+H]+	154.9507889	predicted	DarkChem Lite v0.1.0
[M+H]+	154.9369889	predicted	DarkChem Lite v0.1.0
[M+H]+	153.8248889	predicted	DarkChem Lite v0.1.0
[M+H]+	145.27708	predicted	DeepCCS 1.0 (2019)
[M+H]+	154.9507889	predicted	DarkChem Lite v0.1.0
[M+H]+	154.9369889	predicted	DarkChem Lite v0.1.0
[M+H]+	153.8248889	predicted	DarkChem Lite v0.1.0
[M+H]+	145.27708	predicted	DeepCCS 1.0 (2019)
[M+Na]+	154.7718889	predicted	DarkChem Lite v0.1.0
[M+Na]+	154.8926889	predicted	DarkChem Lite v0.1.0
[M+Na]+	154.0670889	predicted	DarkChem Lite v0.1.0
[M+Na]+	154.2351	predicted	DeepCCS 1.0 (2019)
[M+Na]+	154.7718889	predicted	DarkChem Lite v0.1.0
[M+Na]+	154.8926889	predicted	DarkChem Lite v0.1.0
[M+Na]+	154.0670889	predicted	DarkChem Lite v0.1.0
[M+Na]+	154.2351	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0041842
KEGG Compound: C08299
ChemSpider: 9839
BindingDB: 50024206
ChEBI: 3210
ChEMBL: CHEMBL416526
ZINC: ZINC000000001070
Wikipedia: Bufotenin

Predicted Properties

Property	Value	Source
Water Solubility	3.2 mg/mL	ALOGPS
logP	2.04	ALOGPS
logP	1.29	Chemaxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	9.23	Chemaxon
pKa (Strongest Basic)	9.91	Chemaxon
Physiological Charge	1	Chemaxon
Hydrogen Acceptor Count	2	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	39.26 Å²	Chemaxon
Rotatable Bond Count	3	Chemaxon
Refractivity	62.42 m³·mol^-1	Chemaxon
Polarizability	23.29 Å³	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	Yes	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Bufotenine

Structure for Bufotenine

Collision Cross Sections (CCS)