Epothilone D

HCID 447865CAS 189453-10-9

기본 정보

표준 SMILES: C/C1=C/C[C@@H](/C(C)=C/c2csc(C)n2)OC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@@H](O)[C@@H](C)CCC1
InChIKey: XOZIUKBZLSUILX-GIQCAXHBSA-N
분자식: C27H41NO5S
평균 분자량: 491.7 g/mol
단동위원소 질량: 491.27054441

개요

Epothilone D is an epithilone that is epithilone C in which the hydrogen at position 13 of the oxacyclohexadec-13-ene-2,6-dione macrocycle has been replaced by a methyl group. It has a role as a microtubule-stabilising agent.

이름 및 식별자

우선 이름: Epothilone D
IUPAC: (4S,7R,8S,9S,13Z,16S)-4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclohexadec-13-ene-2,6-dione
영어명: Epothilone D
분자식: C27H41NO5S
분자량: 491.68

이름 및 동의어

Epothilone D189453-10-9Desoxyepothilone b(-)-Desoxyepothilone BKOS-86212,13-Desoxyepothilone B(-)-Epothilone DEpothilon DNSC-703147KOS 86212,13-Deoxyepothilone BEpothiolone D

이름 더 보기

Epo DCS-1161Ebomycin12,13-Deoxyepo13-Desoxyepothilone BEpothilone D (KOS-862)

DEpoB cpdNSC 703147T0358E0YUFEpothilone B, desoxy12,13-desoxyepothilone b, cisKOS862Oxacyclohexadec-13-ene-2,6-dione, 4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-[(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-, (4S,7R,8S,9S,13Z,16S)-R1492

데이터베이스 식별자

CAS: 189453-10-9
PubChem CID: 447865
DTXSID: DTXSID70880053
ChEMBL: CHEMBL96172
ChEBI: CHEBI:29579
UNII: T0358E0YUF

물성

구조 계산 물성

XLogP: 5
극성 표면적: 125 Å²
수소 결합 공여자 수: 2
수소 결합 수용자 수: 7
회전 가능 결합 수: 2
무거운 원자 수: 34
형식 전하: 0
복잡도: 777

실험 및 물리화학적 성질

LipidsPolyketides [PK] -> Macrolides and lactone polyketides [PK04]

물리화학적 성질

녹는점: 63 · 63-66°C
끓는 점: 663.7 · 663.7±55.0 °C(Predicted)
밀도: 1.084 · 1.084±0.06 g/cm3(Predicted)
저장 조건: -20 °C · -20°C Freezer
용해도: DMSO에 용해됨
물리적 상태: 고체
산도 계수 (pKa): 13.47 · 13.47±0.70(Predicted)
색상: 흰색에서 황백색까지
InChIKey: XOZIUKBZLSUILX-GIQCAXHBSA-N
SMILES: O1[C@H](/C(/C)=C/C2=CSC(C)=N2)CC=C(C)CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC1=O |t:13|

화학적 성질

White Foam

안전 및 규제

유해성 정보

Regulatory Information · 1건

Oxacyclohexadec-13-ene-2,6-dione, 4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl-, (4S,7R,8S,9S,13Z,16S)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

화학 및 산업

약리 정보

ATC Code · 2건

L - Antineoplastic and immunomodulating agents

QL - Antineoplastic and immunomodulating agents

Mechanism of ActionThe principal mechanism of the epothilone class is inhibition of microtubule function. Microtubules are essential to cell division, and epothilones therefore stop cells from properly dividing.

MeSH Pharmacological ClassificationAgents that interact with TUBULIN to inhibit or promote polymerization of MICROTUBULES.

응용 분야 · 1건

개요Epothilones are microtubule-stabilizing agents with potential anti-neoplastic actions. They are natural macrolides that have high potency in both taxane-sensitive and taxane-resistant models. Epothilone D is a desoxy form of epothilone B (Item No. 10924) that inhibits the growth of a variety of cancer cells both in vitro (IC50 values range from 0.97 to 21 nM) and in mice. Epothilone D is brain penetrant and reduces neurodegeneration in aged tau transgenic mice. Effects include improved axonal transport, decreased tau neuropathology, and reduced hippocampal neuron loss. Epothilone D also rescues microtubule defects and attenuates nigrostriatal degeneration in a mouse model of Parkinson’s disease.

상·하류 제품 정보

하류 제품

Epothilone B

공급사50 곳

南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

咸宁深蓝生物医药研发有限公司18171815831 · [email protected]

湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]

추가 설명

정의ChEBI: An epithilone that is epithilone C in which the hydrogen at position 13 of the oxacyclohexadec-13-ene-2,6-dione macrocycle has been replaced by a methyl group.