Tetrahydrocortisol

HCID 5864

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Basic information

CAS: 53-02-1
Standard SMILES: C[C@]12CC[C@@H](O)C[C@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO
InChIKey: AODPIQQILQLWGS-GXBDJPPSSA-N
Molecular formula: C21H34O5
Average molar mass: 366.5 g/mol
Monoisotopic mass: 366.24062418

Overview

Tetrahydrocortisol is a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone, a glucocorticoid, a 17alpha-hydroxy steroid, a 21-hydroxy steroid, an 11beta-hydroxy steroid, a 3alpha-hydroxy steroid and a 20-oxo steroid. It derives from a hydride of a 5beta-pregnane.

Names & identifiers

Preferred name: Tetrahydrocortisol
IUPAC: 2-hydroxy-1-[(3R,5R,8S,9S,10S,11S,13S,14S,17R)-3,11,17-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone
English name: Tetrahydrocortisol
Molecular formula: C21H34O5
Molecular weight: 366.49

Names & synonyms

TETRAHYDROCORTISOLUrocortisol53-02-1TetrahydrohydrocortisoneTetrahydro FTetrahydrocompound F5beta-TetrahydrocortisolCortisol, tetrahydro-3alpha,5beta-Tetrahydrocortisol3alpha,11beta,17,21-Tetrahydroxy-5beta-pregnan-20-one7P2O6MFN8ONSC-57431

Show more names

5β-Tetrahydrocortisolba2682C05472SOLVENT AtetrahydrofAllo-3αAKOS BBS-00004225TETRAHYDROFURAN-215

5beta-Pregnan-20-one, 3alpha,11beta,17,21-tetrahydroxy-CHEBI:28320DTXSID601018917Pregnan-20-one, 3,11,17,21-tetrahydroxy-, (3alpha,5beta,11beta)-BA-26825beta-Pregnane-3alpha,11beta,17alpha,21-tetrol-20-oneRefChem:932805DTXCID401476931

Database identifiers

CAS: 53-02-1
PubChem CID: 5864
DTXSID: DTXSID601018917
ChEMBL: CHEMBL1908047
ChEBI: CHEBI:28320
UNII: 7P2O6MFN8O
EC Number: 200-159-8
Nikkaji: J39.547A

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 98 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 5
Rotatable bonds: 2
Heavy atoms: 26
Formal charge: 0
Complexity: 593

Experimental & physicochemical properties

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

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point: 108 °C · −108 °C(lit.)
Boiling point: 65 · 65-67 °C(lit.)
Density: 0.889 g/mL · 0.889 g/mL at 25 °C(lit.)
vapor density: 2.5 · 2.5 (vs air)
vapor pressure: 114 mm · 114 mm Hg ( 15 °C)
refractive index: 20 · n20/D 1.407(lit.)
Flash point: 1 °F · 1 °F
storage temp.: 2 · 2-8°C
solubility: Chloroform (Very Slightly, Heated, Sonicated), DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 12.48 · 12.48±0.70(Predicted)
color: 10 · <10(APHA)
Stability: Hygroscopic
InChIKey: AODPIQQILQLWGS-GXBDJPPSSA-N
SMILES: O=C(CO)[C@@]1(O)CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])[C@@H](O)C[C@@]21C
FDA UNII: 7 P2O6MFN8O · 7P2O6MFN8O
UNSPSC Code: 51420000 · 51420000
NACRES: 25 · NA.25
Symbol(GHS): 2 · GHS02,GHS06,GHS08
Signal word: Danger
Hazard statements: 225 · H225-H301+H311+H331-H370
Precautionary statements: 210 · P210-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311
Hazard Codes: Xi,Xn
Risk Statements: 36 · 36/37-40
Safety Statements: 26 · 26-36-36/37
RIDADR: 2056 · UN 2056 3/PG 2
WGK Germany: 1 · 1
RTECS: 5950000 · LU5950000
F: 3 · 3-10-23
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

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

Safety data

F: 3-10-23
wgk: 1
rtecs: LU5950000
ridadr: UN 2056 3/PG 2
risk_code: 36/37-40
Signal word: Danger
Symbol(GHS): GHS02,GHS06,GHS08
hazard_code: Xi,Xn
safety_code: 26-36-36/37
Storage Class: 11 - Combustible Solids
Hazard statements: H225-H301+H311+H331-H370
Precautionary statements: P210-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311

Chemistry & industry

Applications · 1 item

UsesTetrahydrocortisol is excreted in large amounts in premenopausal patients with early breast cancer. Tetrahydrocortisol has been found to be produced by lymphocytes in both normal and cancer bearing patients however, the concentration of Tetrahydrocortisol has increased in patients with cancer.

Suppliers34 total

成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]

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

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]

上海维亦特生物科技有限公司15317051735 · [email protected]

Additional notes · 1 item

DefinitionChEBI: Tetrahydrocortisol is a 3alpha-hydroxy steroid, an 11beta-hydroxy steroid, a 17alpha-hydroxy steroid, a 21-hydroxy steroid, a 20-oxo steroid, a glucocorticoid, a primary alpha-hydroxy ketone and a tertiary alpha-hydroxy ketone. It derives from a hydride of a 5beta-pregnane.

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