Hydrocortisone Succinate

HCID 16623

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Basic information

CAS: 2203-97-6
Standard SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)COC(=O)CCC(=O)O
InChIKey: VWQWXZAWFPZJDA-CGVGKPPMSA-N
Molecular formula: C25H34O8
Average molar mass: 462.5 g/mol
Monoisotopic mass: 462.22536804

Overview

Hydrocortisone succinate is a derivative of succinic acid in which one of the carboxy groups is esterified by the C-21 hydroxy group of cortisol (hydrocortisone). It is a hemisuccinate, a tertiary alpha-hydroxy ketone and a dicarboxylic acid monoester. It is functionally related to a cortisol.

Names & identifiers

Preferred name: Hydrocortisone Succinate
IUPAC: 4-[2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoic acid
English name: Hydrocortisone 21-hemisuccinate
Molecular formula: C25H34O8
Molecular weight: 462.53

Names & synonyms

2203-97-6Hydrocortisone succinateCortisol succinateHydrocortisone hydrogen succinateHydrocortisone hemisuccinate anhydrousNSC-7576ORISTAR HCSHSHydroxycortisone succinateIHV1VP592VCHEBI:31677Cortisol 21-(hydrogen succinate)11beta,17alpha,21-trihydroxypregn-4-ene-3,20-dione 21-succinate

Show more names

HYDROCORTISONE HEMISUCCINATEHydrocortisone hydrogen succinate CRSC12888saxizonRMA-279NSC 7576-2-oxoethoxy)cortisolsuccinate

11beta,17,21-Trihydroxypregn-4-ene-3,20-dione 21-(hydrogensuccinate)RefChem:78901311beta,17,21-Trihydroxypregn-4-ene-3,20-dione 21-(hydrogen succinate)pregn-4-ene-3,20-dione, 21-(3-carboxy-1-oxopropoxy)-11,17-dihydroxy-, (11beta)-218-612-3Hydrocortisone 21-hemisuccinateCortisol 21-hemisuccinateMLS000028530

Database identifiers

CAS: 2203-97-6
PubChem CID: 16623
DTXSID: DTXSID40872905
ChEMBL: CHEMBL977
ChEBI: CHEBI:31677
UNII: IHV1VP592V
EC Number: 218-612-3
Nikkaji: J7.358J

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 138 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 8
Rotatable bonds: 7
Heavy atoms: 33
Formal charge: 0
Complexity: 908

Experimental & physicochemical properties

LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

Endocrine DisruptorsPotential endocrine disrupting compound

Collision Cross Section212.4 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point: 170 · 170~172℃
alpha: 20 · [α]D20 +147～+153° (c=1, C2H5OH) (After Drying)
Boiling point: 685.5 · 685.5±55.0 °C(Predicted)
Density: 1.33 · 1.33±0.1 g/cm3(Predicted)
storage temp.: 20 °C · −20°C
solubility: Practically insoluble in water, freely soluble in acetone and in anhydrous ethanol. It dissolves in dilute solutions of alkali carbonates and alkali hydroxides.
pka: 5.1 · pKa 5.10/5.64(20% aq EtOH/50% aq EtOH) (Uncertain)
form: Solid
color: White to Off-White
Major Application: forensics and toxicologypharmaceutical (small molecule)veterinary
Cosmetics Ingredients Functions: SKIN CONDITIONING
InChIKey: VWQWXZAWFPZJDA-CGVGKPPMSA-N
SMILES: C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]4CC[C@](O)(C(=O)COC(=O)CCC(O)=O)[C@@]4(C)C[C@H](O)[C@H]23
FDA UNII: 1 VP592V · IHV1VP592V
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 8 · GHS08
Signal word: Danger
Hazard statements: 360 D · H360D
Precautionary statements: 201 · P201-P202-P280-P308+P313-P405-P501
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
RTECS: 5010147 · TU5010147
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 1 B · Repr. 1B
REACH Registrations: Active

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 5% (2 of 40) of reports.

Danger

H360 (60%): May damage fertility or the unborn child [Danger Reproductive toxicity]

P203, P260, P280, P318, P319, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationREACH registered substance: Hydrocortisone 21-(hydrogen succinate) (EC: 218-612-3)

Hazard Classes and CategoriesRepr. 1A (60%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
rtecs: TU5010147
Signal word: Danger
Symbol(GHS): GHS08
safety_code: 22-24/25
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard statements: H360D
REACH Registrations: Active
Hazard Classifications: Repr. 1B
Precautionary statements: P201-P202-P280-P308+P313-P405-P501

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationSubstances that reduce or suppress INFLAMMATION.

Applications

UsesHydrocortisone 21-hemisuccinate is a corticosteroid used as an analytical and chromatography reagent.

Usesglucocorticoid

Suppliers100 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

合肥曼奇诺生物医药技术有限公司19719236623 · [email protected]

武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

成都彼样生物科技有限公司18108052721 · [email protected]

Additional notes

DefinitionChEBI: A derivative of succinic acid in which one of the carboxy groups is esterified by the C-21 hydroxy group of cortisol (hydrocortisone).

Related reactions

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Compound notes

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