타칼시톨

Tacalcitol

HCID 5283734CAS 57333-96-7

기본 정보

표준 SMILES: C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)CC[C@@H](O)C(C)C)CC[C@@H]23)C[C@@H](O)C[C@@H]1O
InChIKey: BJYLYJCXYAMOFT-RSFVBTMBSA-N
분자식: C27H44O3
평균 분자량: 416.6 g/mol
단동위원소 질량: 416.32904527

개요

Tacalcitol is a hydroxy seco-steroid that is calciol which carries hydroxy groups at positions 1S and 24R. It is a vitamin D3 analog which is used for the treatment of psoriasis vulgaris in adults, especially on the scalp. It has a role as a vitamin D receptor agonist, an antineoplastic agent and an antipsoriatic. It is a secondary alcohol, a seco-cholestane, a hydroxy seco-steroid and a member of D3 vitamins. It is functionally related to a calciol.

이름 및 식별자

우선 이름: Tacalcitol
IUPAC: trans-(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R,5R)-5-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
현지명: 타칼시톨
영어명: Tacalcitol
분자식: C27H44O3
분자량: 416.64

이름 및 동의어

tacalcitol57333-96-7BonalfaTacalcitolumTV-02PRI 21911-alpha,24(R)-Dihydroxyvitamin D3TV 02(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R,5R)-5-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diolC2W72OJ5ZUCHEBI:32176DTXSID90905111

이름 더 보기

타칼시톨trans-CalcitriolC12919TacalcitalCuratodermTacalcitol RSTacalcitol (Standard)

(1S,3R,5Z,7E,24R)-9,10-secocholesta-5,7,10-triene-1,3,24-triol(+)-(5Z,7E,24R)-9,10-Secocholesta-5,7,10(19)-triene-1alpha,3beta,24-triol(1R,3S,5Z)-5-((2E)-2-((1R,3aS,7aR)-1-((2R,5R)-5-hydroxy-6-methylheptan-2-yl)-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene)ethylidene)-4-methylidenecyclohexane-1,3-diolRefChem:890199D05AX04DTXCID6013342141 alpha,24-dihydroxyvitamin D3, (1alpha,3beta,5Z,7E,24R)-1alpha,24-Dihydroxycholecalciferol

데이터베이스 식별자

CAS: 57333-96-7
PubChem CID: 5283734
DTXSID: DTXSID90905111
ChEMBL: CHEMBL2105611
ChEBI: CHEBI:32176
UNII: C2W72OJ5ZU
EC Number: 692-683-2
Nikkaji: J240.190H

물성

구조 계산 물성

XLogP: 5.3
극성 표면적: 60.7 Å²
수소 결합 공여자 수: 3
수소 결합 수용자 수: 3
회전 가능 결합 수: 6
무거운 원자 수: 30
형식 전하: 0
복잡도: 676

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

LipidsLipids -> Sterol Lipids [ST] -> Secosteroids [ST03] -> Vitamin D3 and derivatives [ST0302]

Human DrugsDermatological medicines > Medicines affecting skin differentiation and proliferation

Endocrine DisruptorsPotential endocrine disrupting compound

물리화학적 성질

끓는 점: 565 · 565.0±50.0 °C(Predicted)
밀도: 1.06 · 1.06
저장 조건: -20 °C · Sealed in dry,Store in freezer, under -20°C
용해도: 20 mg/mL · 20mg/mL in DMSO, 20mg/mL in DMF, 20mg/mL in Ethanol
산도 계수 (pKa): 14.43 · 14.43±0.40(Predicted)
물리적 상태: 가루
색상: White to off-white
생물학적 소스: synthetic (organic)
InChIKey: BJYLYJCXYAMOFT-RSFVBTMBSA-N
SMILES: [C@@H]1(O)C/C(=C/C=C2\CCC[C@@]3(C)[C@@]\2([H])CC[C@@H]3[C@H](C)CC[C@@H](O)C(C)C)/C(=C)[C@@H](O)C1

안전 및 규제

GHS 분류

GHS Classification · 4건

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 1 (100%)

안전 데이터

wgk: WGK 3
Hazard Classifications: Acute Tox. 1 Oral
스토리지 클래스: 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials

화학 및 산업

약리 정보

ATC Code · 3건

D05AX04

D - Dermatologicals

QD - Dermatologicals

MeSH Pharmacological Classification · 2건

Substances that reduce or suppress INFLAMMATION.

Drugs used to treat or prevent skin disorders or for the routine care of skin.

응용 분야 · 1건

개요Tacalcitol, the second vitamin D analog developed as a topical antipsoriatic, was introduced for keratosis, psoriasis, ichthyosis, pityriasis rubra pilaris and palmoplantar pustulosis and keratoderma. It shows improvement in appearance of skin lesions for psoriasis patients without significant side effects. In patients with psoriasis vulgaris, it effectively inhibits keratinocyte growth. Some in vitro studies have shown that tacalcitol inhibits interleukin-1-α-induced granulocyte macrophage colony-stimulating-factor mRNA expression of the human dermal microvascular endothelial cells, which may be involved in mediation of angioproliferation in skin inflammation.

상·하류 제품 정보

상류 원료

공급사50 곳

陕西凯尔凯医药科技有限公司029-2148545164 17392779578 · [email protected]

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

上海策嵘生物科技有限公司[email protected]

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

江苏智芯廷科技有限公司18221391031 · [email protected]

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