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8-아세틸루다코니틴

Pseudoaconitine

HCID 90478913
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기본 정보

CAS
127-29-7
표준 SMILES
CCN1C[C@]2(COC)[C@H](O)C[C@H](OC)[C@@]34[C@@H]5C[C@]6(O)[C@@H](OC)C[C@@](OC(C)=O)([C@H]5[C@H]6OC(=O)c5ccc(OC)c(OC)c5)[C@@H]([C@H](OC)[C@H]23)[C@@H]14
InChIKey
YVPYMQHYESYLIR-HZKWNRCISA-N
분자식
C36H51NO12
평균 분자량
689.799 g/mol
단동위원소 질량
689.34112607

이름 및 식별자

우선 이름
Pseudoaconitine
IUPAC
8-(Acetyloxy)-20-ethyl-3alpha,13-dihydroxy-1alpha,6alpha,16beta-trimethoxy-4-(methoxymethyl)aconitan-14beta-yl 3,4-dimethoxybenzoate
현지명
8-아세틸루다코니틴
영어명
8-Acetyl ludaconitine
분자식
C36H51NO12
분자량
689.79

이름 및 동의어

8-아세틸루다코니틴INDACONITINEpseudoaconitine8-Acetyl ludaconitineacetylveratrylpseudoaconineacetyl benzoylpseudo-aconine(16S)-20-Ethyl-1α,6α,16-trimethoxy-4-methoxymethylaconitane-3α,8,13,14α-tetrol 8-acetate 14-(3,4-dimethoxybenzoate)Aconitane-3,8,13,14-tetrol, 20-ethyl-1,6,16-trimethoxy-4-(methoxymethyl)-, 8-acetate 14-(3,4-dimethoxybenzoate), (1α,3α,6α,14α,16β)-

데이터베이스 식별자

CAS
127-29-7
PubChem CID
90478913
DTXSID
DTXSID90894011
UNII
5483BY72RT

물성

물리화학적 성질

녹는점
214 ° · 214°
끓는 점
697.88 °C · 697.88°C (rough estimate)
밀도
1.2083 · 1.2083 (rough estimate)
굴절률
1.663 · 1.6630 (estimate)
산도 계수 (pKa)
12 · 12+-.0.70(Predicted)

화학적 성질

White crystalline, amorphous, or syrupy sub stance; salts are optically active; melts at214°C (417.2°F); insoluble in water, solublein alcohol, ether, and chloroform.

화학 및 산업

응용 분야 · 2건

개요An aconitine alkaloid obtained from A coniturn chasrnanthurn Stapf. by Dunstan and Andrews, the base crystallizes from EtOH as hexagonal prisms or rosettes of fine needles. It has [α]20Do + IS.3° (EtOH) and gives a series of crystalline salts, e.g. the hydrobromide as hexagonal prisms from H20, m.p. lS3-7°C; [edo - 17.3° or as crystals from EtOH or Et 20, m.p. 217 -SoC and the aurichloride, yellow needles, m.p. 147 -152°C with sintering at 142°C. Indaconitine resembles Aconitine (q. v.) in giving a crystalline precipitate with KMn04 but in this case the crystals are markedly smaller. Four methoxyl groups are present and when the SUlphate is heated in aqueous solution in a sealed tube it furnishes acetic acid and benzoylpseudaconine (Indbenzaconine), as a colourless glass, m.p. 130-3°C; [α]D + 33.6° (EtOH), also giving crystalline salts: hydrochloride, m.p. 242-4°C; [α]D - S.Oo (H 20); hydrobromide as the dihydrate, m.p. 247°C (dry) and the aurichloride, rosettes of orange needles, m.p. 180-2°C. Alkaline hydrolysis gives acetic and benzoic acids and pseudaconine, C2sH4108N. On pyrolysis, the alkaloid loses one mole of acetic acid with the formation of a-pyroindaconitine which is amorphous, m.p. 130-2°C; [α]D + 91.9° (EtOH), giving a crystalline hydro bromide, m.p. 194-SoC. When inda_x0002_conitine hydrochloride is subjected to the same treatment it yields the isomeric ~-pyroindaconitine, also amorphous, but furnishing a crystalline hydrobromide, m.p. 24S-250°C; [α]D + 27.6°.

용도8-Acetyl ludaconitine occurs in the tubers of Indianaconite (bish or Aconitum ferox), found inIndia and Nepal. It is used in arrow poisoningfor hunting. Clinically, it is used in treatingrheumatism.

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