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Cholesterol

Athanor · official

C27H46O · 386.7 g/mol

IUPAC name: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

Also called cholesterin, membrane sterol

Lipids
Open in Athanor
The structure of Cholesterol
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Synonyms
cholesterin, membrane sterol, Cholesterin
+ 37 more

Cholest-5-en-3beta-ol, Cholesteryl alcohol, Dythol, Cordulan, Dusoline, Dusoran, Cholesterine, Cholestrin, Cholestrol, Hydrocerin, Lidinite, Kathro, Lanol, Super hartolan, Lidinit, Cholesterol base H, Nimco cholesterol base H, (-)-Cholesterol, 3beta-Hydroxycholest-5-ene, Tegolan, 5:6-Cholesten-3beta-ol, (3beta)-cholest-5-en-3-ol, Provitamin-d, Cholest-5-en-3-ol (3beta)-, NSC 8798, (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol, 5-Cholesten-3B-ol, DTXSID3022401, AI3-03112, NSC-8798, 97C5T2UQ7J, CHEBI:16113, NSC8798, DTXCID402401, (3beta,14beta,17alpha)-cholest-5-en-3-ol, (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((2R)-6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-ol, 10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-ol

Molecular formula
C27H46O
Empirical formula
C27H46O
Molecular weight
386.7 g/mol
Exact mass
386.35487
CAS number
57-88-5
PubChem CID
5997
Canonical SMILES
CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
Isomeric SMILES
C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChIKey
HVYWMOMLDIMFJA-DPAQBDIFSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

TemperaturePressureDensity
Appearance
White or faintly yellow pearly granules or crystals[1]
Odor
Almost odorless[1]
Melting point
148.5 °C[1]
Boiling point
360 °C (decomposes)[1]
Density
1.067 @ 20 °C/4 °C[1]
Solubility in water
In water, 0.095 mg/l @ 30 °C.[1]
2 values

From Hazardous Substances Data Bank (HSDB), the most authoritative source here.

ValueAs writtenSource
–Moderately soluble in hot alcohol; soluble in benzene, oils, fats and aq solns of bile salts[1] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J., Sr (Ed.). Hawley's Condensed Chemical Dictionary. 13th ed. New York, NY: John Wiley & Sons, Inc. 1997., p. 265
–shownIn water, 0.095 mg/l @ 30 °C.[1] Hazardous Substances Data Bank (HSDB)cites Yalkowsky SH, Dannenfelser RM; The AQUASOL dATAbASE of Aqueous Solubility. Ver 5. Tucson, AZ: Univ AZ, College of Pharmacy (1992)
Vapor pressure
VP: 0.171 mmHg at 149 °C[1]

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms
28
Rings
4
Aromatic rings
0
Fraction sp³ carbons (Fsp3)
0.93
H-bond donors
1
H-bond acceptors
1
Rotatable bonds
5
TPSA (Ų)
20.2
Formal charge
0
XLogP3
8.7 PubChem
Complexity
591 PubChem
Stereocenters
8 definedCIP: C7: R · C9: R · C12: S · C13: S · C18: S · C22: R · C24: S · C27: R
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C83.87%
  • H11.99%
  • O4.14%

Isotope pattern

100%386.35530%387.3584.5%388.362389.365

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
7.39 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-6.56 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
4.16 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 386.66
  • log P ≤ 5 (Crippen): 7.39
  • H-bond donors ≤ 5: 1
  • H-bond acceptors ≤ 10: 1

Breaks 1 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

This chemical does not meet GHS hazard criteria for 97.8% (222 of 227) of all reports.[2]

Safety data sheets on the supplier’s page: BOC Sciences, CATO Research Chemicals Inc., ChemFaces.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
  2. [2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  3. [3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  5. [5]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  6. [6]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  7. [7]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  8. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  9. ·Literature on PubChem

Data last updated 2026-10-14.