Chemical Properties of Psilocybine (CAS 520-52-5)

InChI

InChI=1S/C12H17N2O4P/c1-14(2)7-6-9-8-13-10-4-3-5-11(12(9)10)18-19(15,16)17/h3-5,8,13H,6-7H2,1-2H3,(H2,15,16,17)

InChI Key

QVDSEJDULKLHCG-UHFFFAOYSA-N

Formula

SMILES

CN(C)CCc1c[nH]c2cccc(OP(=O)(O)O)c12

Molecular Weight¹

284.25

CAS

520-52-5

Other Names

Psilocybin
1H-Indol-4-ol, 3-[2-(dimethylamino)ethyl]-, dihydrogen phosphate (ester)
Indol-4-ol, 3-[2-(dimethylamino)ethyl]-, dihydrogen phosphate (ester)
Cy 39
Indocybin
3-[2-(Dimethylamino)ethyl]indol-4-ol dihydrogen phosphate ester
3-[2-(Dimethylamino)ethyl]indol-4-yl dihydrogen phosphate
1H-Indol-4-ol, 3-[2-(dimethylamino)ethyl]-, dihydrogen phosphate
Indol-4-ol, 3-(2-(dimethylamino)ethyl)-, dihydrogen phosphate
3-(2-(Dimethylamino)ethyl)-1H-indol-4-ol dihydrogen phosphate ester
3-2'-Dimethylaminoethylindol-4-phosphate
O-Phosphoryl-4-hydroxy-N,N-dimethyltryptamine
4-Phosphoryloxy-N,N-dimethyltryptamine
Psilocibin
Psilocin phosphate ester
Psilotsibin
Teonanacatl
Psylocybin

ω : Acentric Factor.
Δ_fG° : Standard Gibbs free energy of formation (kJ/mol).
Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
Δ_vapH° : Enthalpy of vaporization at standard conditions (kJ/mol).
IE : Ionization energy (eV).
log₁₀WS : Log10 of Water solubility in mol/l.
logP_oct/wat : Octanol/Water partition coefficient.
McVol : McGowan's characteristic volume (ml/mol).
P_c : Critical Pressure (kPa).
T_boil : Normal Boiling Point Temperature (K).
T_c : Critical Temperature (K).
T_fus : Normal melting (fusion) point (K).
V_c : Critical Volume (m³/kmol).
¹: Molecular weight from the IUPAC atomic weights tables.

Cheméo is a service of Céondo GmbH, since 2007, we provide simulation, modelling and software development services for the industry. Do not hesitate to contact us for your projects.

Physical Properties

Property	Value	Unit	Source
ω	1.1064		Relay (1.0) Calculated Property
Δ_fG°	-209.74	kJ/mol	Relay (1.0-beta) Calculated Property
Δ_fH°_gas	-581.71	kJ/mol	Relay (1.0) Calculated Property
Δ_vapH°	135.45	kJ/mol	Relay (1.0) Calculated Property
IE	8.12	eV	Relay (1.0) Calculated Property
log₁₀WS	-1.42		Relay (1.0) Calculated Property
logP_oct/wat	1.262		Crippen Calculated Property
McVol	204.920	ml/mol	McGowan Calculated Property
P_c	2067.39	kPa	Relay (1.0-beta) Calculated Property
T_boil	643.67	K	Relay (1.0) Calculated Property
T_c	976.46	K	Relay (1.0) Calculated Property
T_fus	422.24	K	Relay (1.0) Calculated Property
V_c	0.758	m³/kmol	Relay (1.0) Calculated Property

Similar Compounds

Psilocin.

Oxymorphone, bis(trimethylsilyl) ether.

Oxymorphone.

Nalbuphine, O,O,O-tris(trimethylsilyl) deriv..

Oxycodone, trimethylsilyl ether.

Oxycodone TMS derivative.

Oxycodone.

Morphinan-6-one, 4,5-epoxy-14-hydroxy-3-methoxy-, (5«alpha»)-.

Naloxone, bis(trimethylsilyl) ether.

Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, (5«alpha»)-.

ethyl eburnamenine-14-carboxylate.

Naloxone.

Naltrexone.

5-Hydroxytryptophan, ethoxycarbonylated, TBDMS # 2.

AJMALINE, M(HO-), AC.

Find more compounds similar to Psilocybine.

Sources

Cheméo Relay (1.0)
Cheméo Relay (1.0, beta) Beta: served but experimental, data-limited and below our cross-validation release bar; the Joback value is recommended where available.
Crippen Method
Crippen Method
McGowan Method
NIST Webbook

Note: Cheméo is only indexing the data, follow the source links to retrieve the latest data. The source is also providing more information like the publication year, authors and more. Take the time to validate and double check the source of the data.