프라스테론
프라스테론 · DHEA · PRASTERONE · DEHYDROISOANDROSTERONE · TRANS-DEHYDROANDROSTERONE · ANDROSTENOLONE · DEHYDROEPIANDOSTERONE · Dehydroepiandrosterone(DHEA)
식별자 및 물리적 특성
| CAS No. | 53-43-0 |
|---|---|
| 분자식 | C19H28O2 |
| 평균 분자량 | 288.4 g/mol |
| 단동위원소 질량 | 288.20893014 g/mol |
| SMILES | C[C@]12CC[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12 |
| InChIKey | FMGSKLZLMKYGDP-USOAJAOKSA-N |
| PubChem CID | 5881 |
| ChEMBL | CHEMBL90593 |
| ChEBI | CHEBI:28689 |
| EC No. | 200-175-5 |
| DTXSID | DTXSID4020379 |
| 현지명 | 프라스테론 |
화학 및 물리적 성질
| XLogP | 3.2 |
|---|---|
| 극성 표면적 | 37.3 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 21 |
| 형식 전하 | 0 |
| 복잡도 | 508 |
| 의약품 | DEA NFLIS-Drug Category -> SteroidsPharmaceuticals -> Listed in ZINC15 |
| 지질 | Lipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202] |
| SpringerMaterials Properties | Chemical shift |
| LogP(분배 계수) | 3.23 |
| 용해도 | 0.0635 mg/mLinsoluble in H2O≥13.7 mg/mL in DMSO≥58.6 mg/mL in ETOH |
| Dietary Ingredients | Dehydroepiandrosterone (DHEA) |
| Human Drugs | FDA approved drugs -> Active ingredientEMA approved medicines: Human medicinePharmaceuticals |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 녹는점 | 140-141 °C140 - 141 °C149-151 °C(lit.) |
| Physical Description | Solid |
| Collision Cross Section | 166 Ų [M+H-H2O]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]169.58 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| 끓는 점 | 370.65°C (rough estimate) |
| 밀도 | 1.0484 (rough estimate) |
| 굴절률 | 1.4709 (estimate) |
| 인화점 | 9℃ |
| 저장 조건 | Hormones |
| pKa(산도 계수) | 15.02±0.60(Predicted) |
| 물리적 상태 | 미세 결정성 분말 |
| 색상 | 하얀색 |
| 생물학적 소스 | synthetic (organic) |
| 용해도 | 21.8mg/L(23.5℃) |
| Merck | 2871 |
| BRN | 2058110 |
| 화장품 원료 기능 | 피부 컨디셔닝 |
| InChI | 1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1 |
| InChIKey | FMGSKLZLMKYGDP-USOAJAOKSA-N |
| SMILES | C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@]34C)[C@@H]1CCC2=O |
| LogP(분배 계수) | 3.230 |
| NIST | 5-Androstene-3«beta»-ol-17-one(53-43-0) |
| EPA | Prasterone (53-43-0) |
화학적 성질
white fine crystalline powder. There are two crystal forms. Needle-like crystal, melting point 140-141oC; small leaf-like crystal, melting point 152-153oC. Has right-handedness. Soluble in alcohol, ether, benzene, slightly soluble in chloroform, petroleum ether. In case of digitonin to produce precipitation.
안전 및 규제
| GHS 분류 | DangerH302 (11.3%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P260, P261, P263, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 159 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Status: Active Update: 26-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13358Dehydroisoandosterone: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - Androst-5-en-17-one, 3-hydroxy-, (3.beta.)-: Human health tier I assessment |
| Hazard Classes and Categories | Acute Tox. 4 (11.3%) |
| Drug Induced Liver Injury | Drug-Induced Liver Injury Severity and Toxicity (DILIst)DehydroepiandrosteroneDILI PositiveDOI:10.1016/j.drudis.2019.09.022 |
| 수질 위해 등급(WGK) | 2 |
| RTECS 번호 | BV8396000 |
| 운송 번호(UN) | UN1230 - class 3 - PG 2 - Methanol, solution |
| 관세 코드 | 29372900 |
| 위험 문구(R) | 36/37/38-39/23/24/25-23/24/25-11 |
| 위험 표시 | Xi,T,F |
| 안전 문구(S) | 26-36-24/25-45-36/37-16-7 |
| 위험 등급 | 9Repr. 2 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
Dehydroepiandrosterone(DHEA) is an endogenous steroid hormone that is secreted primarily by the adrenal gland and is the most abundant sex steroid. It is a neurohormone; small quantities of DHEA are produced in the brain and declines in serum and CSF with age. (Knopman and Henderson, 2003). Metabolites of DHEA include androstenedione , which subsequently may be metabolized to testosterone or estrone which is an estradiol precursor. In addition to serving as an intermediate in the biosynthesis of sex steroids, DHEA directly modulates a number of cellular and nuclear receptors.
출처
DHEA is naturally occurring in yam (see Wild Yam, p. 596-597).
용도
Dehydroepiandrosterone (DHEA) is a major C19 steroid produced by the adrenal cortex. It is a major secretory steroidal product of the adrenal gland; secretion progresively declines with aging. May have estrogen-or androgen-like effects depending on the hormonal milieu. Intracellularly converted to androstenedione. It is used in treatment of menopausal syndrome. People living with HIV may be interested in taking DHEA for a variety of reasons, including treatment of depression, increasing bone density, decreasing arterial plaques, improvement of immune function with HIV, increased memory, and increased muscle strength.
일반 설명
DHEA is a major secretory steroidal product of the adrenal gland and is a hormonal precursor to both androgens and estrogens. It can also be synthesized using wild yam or soy, but there is no evidence to show that humans are able to increase DHEA levels by consuming these foods. DHEA and its sulfated metabolite, DHEA-S, are negative modulators of GABAA receptors.