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Amino acids and derivatives

cis-4-Hydroxy-L-proline

Also known as (4S)-4-hydroxy-L-proline, L-Proline, 4-hydroxy-, (4S)-, Hydroxyproline, cis-

CAS 618-27-9Formula C5H9NO3Molar mass 131.13 g/molEC 210-542-1
GHS signal word: Warning. Pictograms: Harmful or irritant 86 suppliers listed
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cis-4-Hydroxy-L-proline chemical structure, C5H9NO3, CAS 618-27-9
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
618-27-9
Formula
C5H9NO3
Molar mass
131.13 g/mol
EC number
210-542-1
HS code
293399
Category
Amino acids and derivatives

What is cis-4-Hydroxy-L-proline?

Plain description, key identifiers and synonyms

Cis-4-hydroxy-L-proline is L-Proline in which a hydrogen at the 4-position of the pyrrolidine ring is substituted by a hydroxy group (S-configuration). It has a role as a metabolite. It is a 4-hydroxyproline and a non-proteinogenic L-alpha-amino acid. It is a tautomer of a cis-4-hydroxy-L-proline zwitterion.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid
CAS number
618-27-9 CAS number cross-checkedOther or deprecated CAS: 49761-17-3, 81666-01-5
EC number
210-542-1
Molecular formula
C5H9NO3
UNII
43V78B6A3B
MDL number
MFCD00064319, MFCD21608679
InChIKey
PMMYEEVYMWASQN-IMJSIDKUSA-N
InChI
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1
Canonical SMILES
O=C(O)C1CC(O)CN1
Isomeric SMILES
C1[C@@H](CN[C@@H]1C(=O)O)O

Synonyms

  • (4S)-4-hydroxy-L-proline
  • L-Proline, 4-hydroxy-, (4S)-
  • Hydroxyproline, cis-
  • L-allo-hydroxyproline
  • allo-4-Hydroxyproline
  • Hydroxyproline cis-form
  • 4-cis-L-hydroxyproline
  • cis-Hydroxyproline
  • Proline, 4-allo-hydroxy-, L-
  • allo-hydroxy-L-Proline
  • cis-l-4-Hydroxyproline
  • cis-hydroxy-L-proline
  • L-Proline, allo-hydroxy-
  • (2S,4S)-4-hydroxy-2-pyrrolidinecarboxylic acid
  • 4-Hydroxyproline cis-(-)-
  • cis-oxyproline
  • cis-L-4-hydroxy-proline
  • LHydroxyproline
  • cis4Hydroxyproline
  • LAllohydroxyproline
  • allo4Hydroxyproline
  • cis4HydroxyLproline
  • allo4HydroxyLproline
  • Hydroxyproline cisform
  • LProline, allohydroxy
Show all 37 synonyms
  • LProline, 4hydroxy, cis
  • (2S,4S)4Hydroxyproline
  • Proline, 4allohydroxy, L
  • LProline, 4hydroxy, (4S)
  • LProline, 4hydroxy, cis (9CI)
  • Proline, 4allohydroxy, L (8CI)
  • Proline, 4-allo-hydroxy-, L-(8CI)
  • (2S,4S)()4Hydroxy2pyrrolidinecarboxylic acid
  • (2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid
  • cis-4-hydroxyproline
  • allo-4-Hydroxy-L-proline
  • L-cis-4-hydroxyproline

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
131.13 g/molcalc.
Exact mass
131.0582 Dacalc.
LogP (octanol/water)
-1.21calc.
Topological polar surface area
69.56 Ųcalc.
Hydrogen bond donors
3calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
1calc.
Heavy atoms
9calc.
Rings
1calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.8calc.
Formal charge
0calc.
Stereocentres
2calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, C1CCNC1

C1CCNC1

1 ring, 5 atoms, the Pyrrolidine ring system.

22,348 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H302Harmful if swallowed.
  • H312Harmful in contact with skin.
  • H315Causes skin irritation.
  • H319Causes serious eye irritation.
  • H332Harmful if inhaled.
  • H335May cause respiratory irritation.
Precautionary statements (20)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • P270Do not eat, drink or smoke when using this product.
  • P271Use only outdoors or in a well-ventilated area.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P301 + P317If swallowed: Get medical help.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P317Get medical help.
  • P319Get medical help if you feel unwell.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P332 + P317If skin irritation occurs: Get medical help.
  • P337 + P317If eye irritation persists: Get medical help.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P403 + P233Store in a well-ventilated place. Keep container tightly closed.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

cis-4-Hydroxy-L-proline suppliers

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Where suppliers are based

86 suppliers in 13 countries

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cis-4-Hydroxy-L-proline price

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Uses and applications

What the substance is used for, by industry and function

Roles

  • metabolite

Regulatory status

Inventories, regulations and trade controls that list this substance

United States

  • TSCA inventory (USA)
    Status: Active in US commerce

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code cis-4-Hydroxy-L-proline is traded under.

HS 2933.99Indicative HS code

Heterocyclic compounds with nitrogen hetero-atom(s) only, other

World exports in 2024
$12.1B
−31.0% vs 2023, imports $28.8B
2019 to 2024
Top exporters
  1. China30.5%
  2. India * partner reported16.3%
  3. Ireland9.0%
Top importers
  1. Slovenia31.7%
  2. Italy24.2%
  3. United States5.0%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for cis-4-Hydroxy-L-proline is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about cis-4-Hydroxy-L-proline, based on the data on this page

What is cis-4-Hydroxy-L-proline?

Cis-4-hydroxy-L-proline is L-Proline in which a hydrogen at the 4-position of the pyrrolidine ring is substituted by a hydroxy group (S-configuration). It has a role as a metabolite. It is a 4-hydroxyproline and a non-proteinogenic L-alpha-amino acid. It is a tautomer of a cis-4-hydroxy-L-proline zwitterion.

What is the CAS number of cis-4-Hydroxy-L-proline?

The CAS registry number of cis-4-Hydroxy-L-proline is 618-27-9. Other or deprecated CAS numbers: 49761-17-3, 81666-01-5.

What is the molecular formula and weight of cis-4-Hydroxy-L-proline?

The molecular formula of cis-4-Hydroxy-L-proline is C5H9NO3 and its molar mass is 131.13 g/mol.

What is cis-4-Hydroxy-L-proline used for?

Known uses and roles of cis-4-Hydroxy-L-proline include metabolite.

Is cis-4-Hydroxy-L-proline hazardous?

cis-4-Hydroxy-L-proline carries the GHS signal word "Warning". Main hazards: harmful if swallowed, harmful in contact with skin, causes skin irritation. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of cis-4-Hydroxy-L-proline?

cis-4-Hydroxy-L-proline is usually classified under HS code 293399 (Heterocyclic compounds with nitrogen hetero-atom(s) only, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy cis-4-Hydroxy-L-proline?

CompoundList lists 86 suppliers of cis-4-Hydroxy-L-proline in United States, China, Germany, United Kingdom and 9 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of cis-4-Hydroxy-L-proline?

Suppliers quote cis-4-Hydroxy-L-proline on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle cis-4-Hydroxy-L-proline

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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