导语
当化学家对着屏幕输入"2-amino-1,9-dihydro-6H-purin-6-one"时,隔壁生物学家可能正在搜索"鸟嘌呤";这种命名差异如同"火星文"与"地球语"的碰撞。现在,鹰谷InDraw 6.2.3版带着53种多环化合物的标准简称命名(有时称俗名)强势来袭——从此,甾体、核苷、黄酮等类别的化合物命名不用再绕口令和玩文字游戏!
一、3个案例:从"化学绕口令"到"人类语言"
注:所有53个分子的结构及新旧命名对比在文末表格
1.珊瑚甾烷:从「化学版报菜名」到精准简称命名
其他软件系统命名:(8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((S)-1-((1R,2R)-2-methyl-2-((R)-3-methylbutan-2-yl)cyclopropyl)ethyl)hexadecahydro-1H-cyclopenta[a]phenanthrene
InDraw 6.2.3简称命名:珊瑚甾烷(gorgostane)
点评:前者如同报菜名里的"穿过你的黑发我的手",后者直接端来“猪蹄海带丝”;或者就像在文献里早已用"PCR"代替"聚合酶链式反应"。
注:名如其义,珊瑚甾烷来自珊瑚虫,尤其是一类柳珊瑚(Gorgonacea),我国南海常见。
2.槲皮素:黄酮命名的「文艺复兴」
其他软件系统命名:2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
InDraw 6.2.3简称命名:槲皮素(Quercetin)
注:这个植物黄酮的命名源自拉丁文Quercus(栎树),比数字编号更体现研究历史。而中文槲,是栎属中的柞栎,可以养蚕,也是我国历史悠久的植物药。
3.鸟嘌呤:DNA双螺旋的「语言革命」
其他软件系统命名:2-amino-1,9-dihydro-6H-purin-6-one
InDraw 6.2.3简称命名:鸟嘌呤(Guanine)
冷知识:鸟嘌呤的命名也源自其发现的历史背景。这种有机化合物最初是从海鸟粪(Guano)中提取出来的,Guano在西班牙语中意为“鸟粪”。
科研梗:若沃森和克里克当年要用系统命名写论文,《自然》编辑可能直接拒稿——页面根本装不下!
二、为什么简称命名才是「科研通用语」?
1. IUPAC官方认证:简称更方便,且合法有效
国际纯粹与应用化学联合会(IUPAC)明确建议:对常用复杂化合物采用简称命名(也称通用名、俗名、Traditional Name,如Estradiol)而非系统命名(常称Systematic Name或IUPAC Name)。
反常识真相:系统命名反而不是最权威的!当90%科研人员使用某简称时,它就会成为IUPAC推荐名称。
2. 简称命名的四大生存法则
① 效率法则:用"睾酮"替代"17β-羟基雄甾-4-烯-3-酮",书写效率提升300%(实测数据)。
② 防错机制:PubChem等数据库已实现"简称-结构-性质"三位一体校验。
③ 进化优势:就像"DNA"替代"脱氧核糖核酸",简称命名是学科成熟的标志。
④ 国际共识:中英文简称命名同步支持,破解"Chinglish"命名困局。
结语
在这个每天产生3000+新化合物的时代,InDraw 6.2.3如同化学家的"同声传译器"——让甾体、核苷、黄酮类化合物研究者告别名称恐惧症,登上术语巴别塔。
下表为不同命名方式的强烈对比。建议您立即升级,亲自体验"简称-结构"双向互转的完全快感!
两大主流结构式编辑器对甾体、核苷、黄酮类化合物命名比较 | |||
结构 | InDraw | Chem Draw | |
旧 系统命名 中文代表 InDraw 老版生成 | 新 简称 InDraw 6.2.3 生成 | 一贯 系统命名 仅英文 | |
| (3aR,3bS,9aS,9bR,11aS)-十六氢-1H-环戊并[1,2-a]菲 | 甾烷 (gonane) | (8S,9R,10S,13S,14R)-hexadecahydro-1H-cyclopenta[a]phenanthrene |
| (3aR,3bS,5aR,9aS,9bR,11aS)-十六氢-1H-环戊并[1,2-a]菲 | 5α-甾烷 (5α-gonane) | (5R,8S,9R,10S,13S,14R)-hexadecahydro-1H-cyclopenta[a]phenanthrene |
| (3aR,3bS,5aR,9aS,9bR,11aS)-十六氢-1H-环戊并[1,2-a]菲 | 5β-甾烷 (5β-gonane) | (5S,8S,9R,10S,13S,14R)-hexadecahydro-1H-cyclopenta[a]phenanthrene |
| 雌甾 | 雌甾烷 (estrane) | (8R,9R,10S,13S,14S)-13-methylhexadecahydro-1H-cyclopenta[a]phenanthrene |
| 3-羟基雌甾-1(2),3(4),5(10)-三烯-17-酮 | 雌酮 (estrone) | (8R,9S,13S,14S)-3-hydroxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]phenanthren-17-one |
| 雌甾-1(2),3(4),5(10)-三烯-16α,17β,3-三醇 | 雌三醇 (Estriol) | (8R,9S,13S,14S,16R,17R)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,16,17-triol |
| 雌甾-1(2),3(4),5(10)-三烯-17β,3-二醇 | 雌二醇 (estradiol) | (8R,9S,13S,14S,17S)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol |
| (1S,3aS,3bS,10R,11aS)-10-[4-(二甲基氨基)苯基]-1-羟基-11a-甲基-1-(丙-1-炔基)-2,3,3a,3b,4,5,7,8,9,10,11,11a-十二氢-1H-环戊并[1,2-a]菲-7-酮 | 米非司酮 (Mifepristone) | (8S,11R,13S,14S,17S)-11-(4-(dimethylamino)phenyl)-17-hydroxy-13-methyl-17-(prop-1-yn-1-yl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one |
| (1R,2R,3aS,3bR,9bS,11aS)-7-(环戊基氧基)-1-乙炔基-1,2-二羟基-11a-甲基-2,3,3a,3b,4,5,9b,10,11,11a-十氢-1H-环戊并[1,2-a]菲 | 尼尔雌醇 (Nilestriol) | (8R,9S,13S,14S,16R,17R)-3-(cyclopentyloxy)-17-ethynyl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-16,17-diol |
| 雄甾 | 雄甾烷 (androstane) | (8S,9S,10S,13S,14S)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene |
| (1S)-1-羟基-1,9a,11a-三甲基-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-十四氢-1H-环戊并[1,2-a]菲-7-酮 | 甲睾酮 (methyltestosterone) | (8R,9S,10R,13S,14S,17S)-17-hydroxy-2,10,13-trimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one |
| 17β-羟基孕甾-4(5)-烯-20(21)-炔-3-酮 | 炔孕酮 (ethisterone) | (8R,9S,10R,13S,14S,17R)-17-ethynyl-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one |
| 丙酸-(1S,3aS,3bR,9aR,9bS,11aS)-9a,11a-二甲基-7-氧亚基-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-十四氢-1H-菲并[1,2-a][5]轮烯-1-基酯 | 丙酸睾酮 (Testosterone Propionate) | (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl propionate |
| 17β-羟基-17-甲基雄甾-1(2),4(5)-二烯-3-酮 | 美雄酮 (Methandrostenolone) | (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one |
| 3α-羟基-5α-雄甾-17-酮 | 雄酮 (Androsterone) | (3R,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethylhexadecahydro-17H-cyclopenta[a]phenanthren-17-one |
| 17β-羟基雄甾-4(5)-烯-3-酮 | 睾酮 (Testosterone) | (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one |
| 乙酸-2-[(1R,2R,9aS,9bR,10S,11aS)-9b-氟-1,10-二羟基-2,9a,11a-三甲基-7-氧亚基-2,3,3a,3b,4,5,7,9a,9b,10,11,11a-十二氢-1H-环戊并[1,2-a]菲-1-基]-2-氧亚基乙基酯 | 醋酸地塞米松 (Dexamethasone Acetate) | (8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl acetate |
| (1R,3aS,3bR,5S,9aR,9bS,11aS)-1-乙酰氧基-1-乙酰基-5,9a,11a-三甲基-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-十四氢-1H-环戊并[1,2-a]菲-7-酮 | 醋酸甲羟孕酮 (medroxyprogesterone acetate) | (6S,8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate |
| (1R,3aS,3bR,9aR,9bS,11aS)-1-乙炔基-1-羟基-11a-甲基-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-十四氢-1H-环戊并[1,2-a]菲-7-酮 | 炔诺酮 (norethindrone) | (8R,9S,10R,13S,14S,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one |
| 11β,21-二羟基孕甾-4(5)-烯-3,20-二酮 | 皮质酮 (Corticosterone) | (8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one |
| 11β-羟基-17α-羟基-21-羟基-20-氧亚基孕甾-5(4)-烯-3-酮 | 氢化可的松 (Hydrocortisone) | (8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one |
| 17α,21-二羟基-20-氧亚基孕甾-5(4)-烯-3,11-二酮 | 可的松 (cortisone) | (8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthrene-3,11(2H)-dione |
| 孕甾 | 孕甾烷 (pregnane) | (8S,9S,10S,13R,14S,17S)-17-ethyl-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene |
| 孕甾-5(4)-烯-3,20-二酮 | 黄体酮 (progesterone) | (8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one |
| 9α-氟-11β-羟基-17α-羟基-21-羟基-16β-甲基-20-氧亚基孕甾-2(1),5(4)-二烯-3-酮 | 倍他米松 (Betamethasone) | (8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one |
| 17α,21-二羟基-20-氧亚基孕甾-2(1),5(4)-二烯-3,11-二酮 | 泼尼松 (Prednisone) | (8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthrene-3,11(6H)-dione |
| 胆烷 | 胆烷 (cholane) | (8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((R)-pentan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene |
| 7α-羟基-12α-羟基-3α-羟基-5β-胆烷-24-酸 | 胆酸 (cholic acid) | (R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid |
| 胆甾 | 胆甾烷 (cholestane) | (8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene |
| 胆甾-6(5)-烯-3β-醇 | 胆固醇 (cholesterol) | (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol |
| (1R,3aS,5aR,7R,8S,9aR,9bR,11aR)-1-[(2S,3R)-3,6-二羟基-6-甲基庚-2-基]-3a,7,8-三羟基-9a,11a-二甲基-2,3,3a,5,5a,6,7,8,9,9a,9b,10,11,11a-十四氢-1H-环戊并[1,2-a]菲-5-酮 | 蜕皮酮 (ecdysone) | (2S,3R,5R,9R,10R,13R,14S,17R)-17-((2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl)-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one |
| 麦角甾 | 麦角甾烷 (ergostane) | (8R,9S,10S,13R,14S,17R)-17-((2R,5S)-5,6-dimethylheptan-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene |
| 豆甾 | 豆甾烷 (stigmastane) | (8R,9S,10S,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene |
| (20S)-20-[(1R,2R)-2-甲基-2-[(2R)-3-甲基丁-2-基]环丙基]孕甾 | 珊瑚甾烷 (gorgostane) | (8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((S)-1-((1R,2R)-2-methyl-2-((R)-3-methylbutan-2-yl)cyclopropyl)ethyl)hexadecahydro-1H-cyclopenta[a]phenanthrene |
| (2'R,4aS,4bS,6aS,6bR,7S,9aS,10aS,10bR)-4a,5',6a,7-四甲基-1,2,3,3',4,4',4a,4b,5,5',6,6',6a,6b,7,9a,10,10a,10b,11,12,12a-二十二氢螺[萘并[2',1':4,5]茚并[2,1-b]呋喃-8,2'-吡喃] | 螺甾烷 (spirostane) | (6aS,6bS,8aS,8bR,9S,10R,11aS,12aS,12bR)-5',6a,8a,9-tetramethyldocosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran] |
| (2'R,2S,4aR,4bS,5'R,6aS,6bR,7S,9aS,10aS,10bS)-4a,5',6a,7-四甲基-1,2,3,3',4,4',4a,4b,5,5',6,6',6a,6b,7,9a,10,10a,10b,11-二十氢螺[萘并[2',1':4,5]茚并[2,1-b]呋喃-8,2'-吡喃]-2-醇 | 薯蓣皂苷元 (diosgenin) | (4S,5'R,6aR,6bS,8aS,8bR,9S,10R,11aS,12aS,12bS)-5',6a,8a,9-tetramethyl-1,3,3',4,4',5,5',6,6a,6b,6',7,8,8a,8b,9,11a,12,12a,12b-icosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-4-ol |
| (4aS,4bS,6aS,6bR,7S,9aS,10aS,10bR)-4a,6a,7-三甲基-8-(3-甲基丁基)-2,3,4,4a,4b,5,6,6a,6b,7,8,9a,10,10a,10b,11,12,12a-十八氢-1H-萘并[2',1':4,5]茚并[2,1-b]呋喃 | 呋甾烷 (furostane) | (6aS,6bS,8aS,8bR,9S,11aS,12aS,12bR)-10-isopentyl-6a,8a,9-trimethyloctadecahydro-1H-naphtho[2',1':4,5]indeno[2,1-b]furan |
| 4-[(1S,3aR,3bR,9aS,9bS,11aS)-9a,11a-二甲基十六氢-1H-环戊并[1,2-a]菲-1-基]-2,5-二氢呋喃-2-酮 | 心甾内酯 (cardenolide) | 4-((8R,9S,10S,13S,14R,17S)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one |
| (5R)-5-[(1R,3aR,3bR,9aS,9bS,11aS)-9a,11a-二甲基十六氢-1H-环戊并[1,2-a]菲-1-基]四氢吡喃-2-酮 | 蟾甾内酯 (bufanolide) | (5R)-5-((8R,9S,10S,13S,14R,17R)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)tetrahydro-2H-pyran-2-one |
| 2-苯基-4H-色烯-4-酮 | 黄酮 (flavone) | 2-phenyl-4H-chromen-4-one |
| 5,6,7-三羟基-2-苯基-4H-色烯-4-酮 | 黄岑素 (Baicalein) | 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one |
| 2-(1,2-二羟基苯-4-基)-3,5,7-三羟基-4H-色烯-4-酮 | 槲皮素 (Quercetin) | 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one |
| 7-羟基-3-(4-羟基苯基)-4H-色烯-4-酮 | 大豆素(Daidzein) | 7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one |
| 2-(1,2-二羟基苯-4-基)-3,4-二氢-2H-色烯-3,5,7-三醇 | 儿茶素 (Catechin) | 2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol |
| 7H-嘌呤-6-胺 | 腺嘌呤 (Adenine) | 7H-purin-6-amine |
| 2-氨基-6,9-二氢-1H-嘌呤-6-酮 | 鸟嘌呤 (Guanine) | 2-amino-1,9-dihydro-6H-purin-6-one |
| 4-氨基-1,2-二氢嘧啶-2-酮 | 胞嘧啶 (Cytosine) | 4-aminopyrimidin-2(1H)-one |
| 1,2,3,4-四氢嘧啶-2,4-二酮 | 尿嘧啶 (Uracil) | pyrimidine-2,4(1H,3H)-dione |
| 5-甲基-1,2,3,4-四氢嘧啶-2,4-二酮 | 胸腺嘧啶 (Thymine) | 5-methylpyrimidine-2,4(1H,3H)-dione |
| (2R,3S,4R,5R)-5-(6-氨基嘌呤-9-基)-2-(羟基甲基)四氢呋喃-3,4-二醇 | 腺苷 (Adenosine) | (2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol |
| 2-氨基-9-[(2R,3R,4S,5R)-3,4-二羟基-5-(羟基甲基)四氢呋喃-2-基]-1,6-二氢嘌呤-6-酮 | 鸟苷 (Guanosine) | 2-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,9-dihydro-6H-purin-6-one |
| 4-氨基-1-[(2R,3R,4S,5R)-3,4-二羟基-5-(羟基甲基)四氢呋喃-2-基]-1,2-二氢嘧啶-2-酮 | 胞苷 (Cytidine) | 4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one |
| 1-[(2R,3R,4S,5R)-3,4-二羟基-5-(羟基甲基)四氢呋喃-2-基]-1,2,3,4-四氢嘧啶-2,4-二酮 | 尿苷 (Uridine) | 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione |
参考资料:
1. 有机化合物命名原则2017. 中国化学会
2. The Nomenclature of Steroids, Recommendations by IUPAC. 1989-2014年,
3. Flavonoid Nomenclature, Recommendations by IUPAC and IUBMB. 2023年,
4. Vitamin D Nomenclature, Recommendations by IUPAC and IUBMB. 2023年,
5. 甾体化合物的前世今生 - 2020年
6. 化学结构命名神器来啦,一键IUPAC中文命名!. 2022年,
7. 化学结构命名软件对比. 2022年,
8. 仅次于抗生素的第二大药物——甾体药物,国内TOP10品种有哪些?- 2023年,