464-71-1 (桐定,Clerodin)

快速询单

结构式：

桐定MOL文件

CAS号：

464-71-1

中文名称：

桐定

英文名称：

Clerodin

分子式：

C₂₄H₃₄O₇

分子量：

434.522568225861

植物源：

叉枝莸叉枝莸

桐定(464-71-1)名称与标识符

名称

中文别名：

桐定;

英文别名：

{(1R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-5,6-dimethyl-5-[(2S)-2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-yl]octahydro-8aH-spiro[naphthalene-1,2'-oxiran]-8a-yl}methyl acetate;[(4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate;{(1R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-5,6-dimethyl-5-[(2S)-2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-yl]octahydro-8aH-spiro[napht;clerodin;464-71-1;3-Deoxycaryoptinol;NS00097410;[(4R,4aR,5S,7R,8S,8aR)-8-[(5S)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate;[(1S,2R,4S,4aR,5R,8aR)-1-[(5S)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-4-acetoxy-1,2-dimethyl-spiro[decalin-5,2'-oxirane]-4a-yl]methyl acetate;((1S,2S,5S,4R,13R)-5-(3a,6a-Dihydro-2H,3H,3aH,6aH-furano[3,2-d]oxolan-2-yl)-2-acetyloxy-4,5-dimethylspiro[bicyclo[4.4.0]decane-10,3'-oxirane]yl)methyl acetate;Caryoptinol, 3-deoxy-;AC1L9C3Z;ZINC04097884;MolPort-005-945-637;Q27104944;SCHEMBL21646206;CHEBI:67461;CHEMBL2269422;DTXSID40963564;Clerodin, >=90% (LC/MS-ELSD);C09075;{(1R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-5,6-dimethyl-5-[(2S,3aS,6aS)-2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-yl]octahydro-8aH-spiro[naphthalene-1,2'-oxiran]-8a-yl}methyl acetate;NCGC00347625-02;[8-(Acetyloxy)-5,6-dimethyl-5-(2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-yl)octahydro-8aH-spiro[naphthalene-1,2'-oxiran]-8a-yl]methyl acetate;

标识符

InChIKey：

CNIWQELMLPUFOS-OPVWAJEHSA-N

Inchi：

1S/C24H34O7/c1-14-10-20(30-16(3)26)24(13-28-15(2)25)18(6-5-8-23(24)12-29-23)22(14,4)19-11-17-7-9-27-21(17)31-19/h7,9,14,17-21H,5-6,8,10-13H2,1-4H3/t14-,17?,18-,19+,20+,21?,22+,23+,24+/m1/s1

SMILES：

O1C[C@@]21CCC[C@@H]1[C@@](C)([C@@H]3CC4C=COC4O3)[C@H](C)C[C@@H]([C@]12COC(C)=O)OC(C)=O

桐定(464-71-1)物化性质

实验特性

PSA : 83.59
折射率 : 1.55
沸点 : 522.2°C at 760 mmHg
蒸气压 : 0.0±1.4 mmHg at 25°C
闪点 : 224°C
密度 : 1.23

计算特性

精确分子量 : 434.23052
氢键供体数量 : 0
氢键受体数量 : 7
可旋转化学键数量 : 6
同位素质量 : 434.23
重原子数量 : 31
复杂度 : 795
同位素原子数量 : 0
确定原子立构中心数量 : 9
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） : 3.1
拓扑分子极性表面积 : 83.6A^2

桐定(464-71-1)安全信息

桐定(464-71-1)相关文献

1. 1003. Diterpenoid bitter principles. Part III. The constitution of clerodin
D. H. R. Barton,H. T. Cheung,A. D. Cross,L. M. Jackman,M. Martin-Smith J. Chem. Soc. 1961 5061
2. 802. The structure of clerodin: X-ray analysis of clerodin bromo-lactone
I. C. Paul,G. A. Sim,T. A. Hamor,J. Monteath Robertson J. Chem. Soc. 1962 4133
3. The crystal structure of 3-epicaryoptin and the reversal of the currently accepted absolute configuration of clerodin
Donald Rogers,Gülten G. ünal,David J. Williams,Steven V. Ley,George A. Sim,Balawant S. Joshi,Kangovi R. Ravindranath J. Chem. Soc. Chem. Commun. 1979 97
4. Clerodane diterpenes: sources, structures, and biological activities
Rongtao Li,Susan L. Morris-Natschke,Kuo-Hsiung Lee Nat. Prod. Rep. 2016 33 1166
5. Proceedings of the Chemical Society. February 1961
Proc. Chem. Soc. 1961 33
6. Structure of the diterpene clerodendrin A
Natsuki Kato,Masakazu Shibayama,Katsura Munakata J. Chem. Soc. Perkin Trans. 1 1973 712
7. The ent-neo-clerodane absolute configuration of ajugarins
Girish Trivedi,Hajime Komura,Isao Kubo,Koji Nakanishi,Balawant S. Joshi J. Chem. Soc. Chem. Commun. 1979 885
8. X-Ray crystal structure of 12-bromoajugarin-I and conclusion on the absolute configuration of ajugarins
Isao Kubo,Masaru Kido,Yoshiyasu Fukuyama J. Chem. Soc. Chem. Commun. 1980 897
9. Crystal and molecular structure of the p-bromobenzoate chlorohydrin of clerodendrin A
N. Kato,K. Munakata,C. Katayama J. Chem. Soc. Perkin Trans. 2 1973 69
10. Natural and hemisynthetic neoclerodane diterpenoids from Scutellaria and their antifeedant activity
Maurizio Bruno,Franco Piozzi,Sergio Rosselli Nat. Prod. Rep. 2002 19 357