481-16-3 (（3beta，22E，24R）-豆甾-5,22-二烯-3-醇,(3beta,22E,24R)-stigmasta-5,22-dien-3-ol)

快速询单

结构式：

（3beta，22E，24R）-豆甾-5,22-二烯-3-醇MOL文件

CAS号：

481-16-3

中文名称：

（3beta，22E，24R）-豆甾-5,22-二烯-3-醇

英文名称：

(3beta,22E,24R)-stigmasta-5,22-dien-3-ol

分子式：

C₂₉H₄₈O

分子量：

412.690829277039

植物源：

伏金腰箭假茉莉链荚豆望谟崖摩重瓣臭茉莉伏金腰箭

（3beta，22E，24R）-豆甾-5,22-二烯-3-醇(481-16-3)名称与标识符

名称

英文别名：

(3beta,22E,24R)-stigmasta-5,22-dien-3-ol;(3beta,22E)-stigmasta-5,22-dien-3-ol;(3S,8S,10R,13R,14S,17R)-17-[(Z)-4-ethyl-1,5-dimethyl-hex-2-enyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol;CHEBI:8334;(3S,8S,9S,10R,13R,14S,17R)-17-[(E,1R,4R)-4-ethyl-1,5-dimethyl-hex-2-enyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol;SCHEMBL156814;bmse000528;HY-N12417;LMST01040130;C08836;CS-0905553;Poriferasta-5,22E-dien-3beta-ol;Q27108047;Strumasterol;NS00079506;5,22-Stigmastadien-3beta-ol;481-16-3;343A2019-E048-47D5-8154-E20F4F54D943;DTXSID501021307;(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol;AKOS032430881;Poriferasterol;HCXVJBMSMIARIN-KEJCWXRGSA-N;

标识符

InChIKey：

HCXVJBMSMIARIN-KEJCWXRGSA-N

Inchi：

1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21+,23+,24+,25-,26+,27+,28+,29-/m1/s1

SMILES：

O[C@H]1CC[C@@]2(C)C(C1)=CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@@H](/C=C/[C@H](CC)C(C)C)C)CC[C@H]21

（3beta，22E，24R）-豆甾-5,22-二烯-3-醇(481-16-3)物化性质

实验特性

PSA : 20.23
折射率 : 1.53
沸点 : 501.1°C at 760 mmHg
熔点 : 170 deg C
闪点 : 219.4°C
密度 : 0.98

计算特性

精确分子量 : 412.37074
氢键供体数量 : 1
氢键受体数量 : 1
可旋转化学键数量 : 5
同位素质量 : 412.371
重原子数量 : 30
复杂度 : 674
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 : 1
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） : 8.6
拓扑分子极性表面积 : 20.2A^2

（3beta，22E，24R）-豆甾-5,22-二烯-3-醇(481-16-3)相关文献

1. The conversion of 24-ethylidene-sterols into poriferasterol by Ochromonas malhamensis
F. F. Knapp,J. B. Greig,L. J. Goad,T. W. Goodwin J. Chem. Soc. D 1971 707
2. Inversion of the 4β-hydrogen during the conversion of the sterol obtusifoliol into poriferasterol by Ochromonas malhamensis
Furn F. Knapp,L. John Goad,Trevor W. Goodwin J. Chem. Soc. Chem. Commun. 1973 149
3. Mechanism of the transmethylation reaction by S-adenosylmethionine: stereochemistry of hydride migration from C-24 to C-25 in the biosynthesis of poriferasterol in the crysophyte Ochromonas malharnensis
Francesco Nicotra,Fiamma Ronchetti,Giovanni Russo,Lucio Toma,Pierluigi Gariboldi,Bianca M. Ranzi J. Chem. Soc. Perkin Trans. 1 1985 521
4. Biosynthesis of poriferasterol in Ochromonas malhamensis: 13C NMR assignment of the isopropyl methyl groups of 2-methylpentan-3-ol
Diego Colombo,Fiamma Ronchetti,Giovanni Russo,Lucio Toma J. Chem. Soc. Perkin Trans. 1 1991 962
5. Origin of the 28-pro-R and 28-pro-S hydrogens in the biosynthesis of poriferasterol in Ochromonas malhamensis
Francesco Nicotra,Bianca Maria Ranzi,Fiamma Ronchetti,Giovanni Russo,Lucio Toma J. Chem. Soc. Chem. Commun. 1980 752
6. The sterochemistry of hydrogen elimination at C-6 and C-23 in phytosterol biosynthesis by Ochromonas malhamensis
A. R. H. Smith,L. J. Goad,T. W. Goodwin Chem. Commun. (London) 1968 1259
7. Biosynthesis of the C29-phytosterol side-chain: evidence that the same stereochemistry at C-25 can originate from different mechanisms
Fiamma Ronchetti,Giovanni Russo,Lucio Toma J. Chem. Soc. Chem. Commun. 1988 1375
8. The stereochemistry of hydrogen elimination at C(7) and C(22) in phytosterol biosynthesis by Ochromonas malhamensis
A. R. H. Smith,L. J. Goad,T. W. Goodwin Chem. Commun. (London) 1968 926
9. Stereochemistry of hydride migration from C-24 to C-25 in the biosynthesis of priferasterol in Ochromonas malhamensis
Francesco Nicotra,Fiamma Ronchetti,Giovanni Russo,Lucio Toma,Pierluigi Gariboldi,Bianca M. Ranzi J. Chem. Soc. Chem. Commun. 1984 383
10. Stereoselective synthesis of the C-24 and C-25 stereoisomeric pairs of 24-ethyl-26-hydroxy- and 24-ethyl-[26-2H]sterols and their Δ22-derivatives: reassignment of 13C n.m.r. signals of the pro-R and the pro-S methyl groups at C-25 of 24-ethylsterols
Isao Horibe,Hiroshi Nakai,Tomohiro Sato,Shujiro Seo,Ken'ichi Takeda,Suguru Takatsuto J. Chem. Soc. Perkin Trans. 1 1989 1957