478-37-5 (（-）-异白喉素,(-)-isoeleutherin)

快速询单

结构式：

（-）-异白喉素MOL文件

CAS号：

478-37-5

中文名称：

（-）-异白喉素

英文名称：

(-)-isoeleutherin

分子式：

C₁₆H₁₆O₄

分子量：

272.295845031738

植物源：

红葱

（-）-异白喉素(478-37-5)名称与标识符

名称

英文别名：

(-)-isoeleutherin;(1R)-9-Methoxy-1r,3t-dimethyl-3,4-dihydro-1H-benz[g]isochromen-5,10-chinon;(1R)-9-methoxy-1r,3t-dimethyl-3,4-dihydro-1H-benz[g]isochromene-5,10-quinone;Isoeleutherin;isoeleutherine;(1R)-1β,3α-Dimethyl-9-methoxy-3,4,5,10-tetrahydro-1H-naphtho[2,3-c]pyran-5,10-dione;0LZK6NO39X;Q27291727;VAL9X3HM57;(1R,3R)-3,4-Dihydro-9-methoxy-1,3-dimethyl-1H-naphtho(2,3-C)pyran-5,10-dione;(1R,3R)-9-methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione;(+/-)-Isoeleutherin;478-37-5;Isoeleutherin, (-)-;1H-NAPHTHO(2,3-C)PYRAN-5,10-DIONE, 3,4-DIHYDRO-9-METHOXY-1.BETA.,3.ALPHA.-DIMETHYL-;1H-Naphtho(2,3-C)pyran-5,10-dione, 3,4-dihydro-9-methoxy-1,3-dimethyl-, (1R,3R)-rel-;1H-Naphtho(2,3-C)pyran-5,10-dione, 3,4-dihydro-9-methoxy-1beta,3alpha-dimethyl-;UNII-VAL9X3HM57;1H-Naphtho(2,3-C)pyran-5,10-dione, 3,4-dihydro-9-methoxy-1,3-dimethyl-, (1R-trans)-;1H-Naphtho(2,3-C)pyran-5,10-dione, 3,4-dihydro-9-methoxy-1,3-dimethyl-, trans-;Isoeleutherin, (+/-)-;1H-Naphtho(2,3-C)pyran-5,10-dione, 3,4-dihydro-9-methoxy-1,3-dimethyl-, trans-(+/-)-;64869-74-5;1H-Naphtho(2,3-C)pyran-5,10-dione, 3,4-dihydro-9-methoxy-1,3-dimethyl-, (1R,3R)-;UNII-0LZK6NO39X;CHEMBL5432489;BDBM50619758;(1R,3R)-9-methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo(g)isochromene-5,10-dione;

标识符

InChIKey：

IAJIIJBMBCZPSW-RKDXNWHRSA-N

Inchi：

1S/C16H16O4/c1-8-7-11-13(9(2)20-8)16(18)14-10(15(11)17)5-4-6-12(14)19-3/h4-6,8-9H,7H2,1-3H3/t8-,9-/m1/s1

SMILES：

O1[C@H](C)C2C(C3C(=CC=CC=3C(C=2C[C@H]1C)=O)OC)=O

（-）-异白喉素(478-37-5)物化性质

计算特性

精确分子量 : 272.10485899g/mol
氢键供体数量 : 0
氢键受体数量 : 4
可旋转化学键数量 : 1
同位素质量 : 272.10485899g/mol
重原子数量 : 20
复杂度 : 479
同位素原子数量 : 0
确定原子立构中心数量 : 2
不确定原子立构中心数量 : 0
确定化学键立构中心数量 : 0
不确定化学键立构中心数量 : 0
共价键单元数量 : 1
疏水参数计算参考值（XlogP） : 2
拓扑分子极性表面积 : 52.6Å²

（-）-异白喉素(478-37-5)相关文献

1. Synthesis of (±)-eleutherin, (±)-isoeleutherin, and their demethoxy analogues. A novel synthetic approach
Yoshinori Naruta,Hidemitsu Uno,Kazuhiro Maruyama J. Chem. Soc. Chem. Commun. 1981 1277
2. 15. Colouring matters of the Aphidid?. Part XXII. Nuclear magnetic resonance evidence of the structures and conformations of the naphthaquinone dimethyl ethers derived from the protoaphins, and of the erythroaphins
D. W. Cameron,D. G. I. Kingston,N. Sheppard,Lord Todd J. Chem. Soc. 1964 98
3. Pyranonaphthoquinones – isolation, biology and synthesis: an update
Briar J. Naysmith,Paul A. Hume,Jonathan Sperry,Margaret A. Brimble Nat. Prod. Rep. 2017 34 25
4. Naphtho[2,3-c]pyran-5,10-quinones. Syntheses of the racemates of quinone A, quinone A′, and deoxyquinone A dimethyl ethers of 7-methoxyeleutherin, and of isoeleutherin
Robin G. F. Giles,Ivan R. Green,Victor I. Hugo,Peter R. K. Mitchell,Selwyn C. Yorke J. Chem. Soc. Perkin Trans. 1 1984 2383
5. An efficient method for the one-pot construction of the 1H-naphtho[2,3-c]pyran-5,10-dione system
Kazuhiro Kobayashi,Masaharu Uchida,Tomokazu Uneda,Keiichi Yoneda,Miyuki Tanmatsu,Osamu Morikawa,Hisatoshi Konishi J. Chem. Soc. Perkin Trans. 1 2001 2977
6. Pyranonaphthoquinone antibiotics. Part 2. Syntheses of (±)-nanaomycin A and (±)-eleutherins
Tadashi Kometani,Yoshio Takeuchi,Eiichi Yoshii J. Chem. Soc. Perkin Trans. 1 1981 1197
7. The enantioselective synthesis of elecanacin through an intramolecular naphthoquinone-vinyl ether photochemical cycloaddition
Linda B. Nielsen,Dieter Wege Org. Biomol. Chem. 2006 4 868
8. Base-induced cyclisations of naphthalenes into naphtho[2,3-c]pyrans. Application to stereospecific syntheses of (±)-isoeleutherin and (±)-deoxyquinone a dimethyl ether
Robin G. F. Giles,Ivan R. Green,Victor I. Hugo,Peter R. K. Mitchell J. Chem. Soc. Chem. Commun. 1983 51
9. Colouring matters of the Aphididae. Part XXXIV. Rhodo- and xantho-dactynaphins
J. H. Bowie,D. W. Cameron J. Chem. Soc. C 1967 712
10. Pyranonaphthoquinone antibiotics—isolation, structure and biological activity
Margaret A. Brimble,Michael R. Nairn,Letecia J. Duncalf Nat. Prod. Rep. 1999 16 267