CAS 116-31-4|(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal|retinaldehyde|维生素 A 醛|vitamin A aldehyde|all trans-Retinal|视黄醛|retinaldehyde|Retinal|RAL|Al...

基本信息

化学结构

分子式

C₂₀H₂₈O

分子量

284.43572

精确质量

284.21401552

电荷

0

InChI

InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+

InChIKey

NCYCYZXNIZJOKI-OVSJKPMPSA-N

Canonic Smiles

O=C/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C

Isomeric Smiles

CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=O)/C)/C

计算属性

JChem

LogD (pH = 7.4)

4.86

LogD (pH = 5.5)

4.86

Log P

4.86

可自由旋转的化学键

5

质子供体

0

质子受体

1

里宾斯基五规则

true

Acid pKa

-4.06

极化表面积

17.07

极化性

35.75

摩尔折射率

96.87

LOG S

-6.99

数据来源

产品目录

ATR

学术数据

名称和标识

IUPAC标准名

(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal

IUPAC传统名

retinaldehyde

别名

维生素 A 醛vitamin A aldehydeall trans-Retinal视黄醛retinaldehydeRetinalAll-trans-retinalRAL全反式视黄醛all -trans-Vitamin A AldehydeRetinene(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenalALL-TRANS-RETINALall-E-retinalall-trans-retineneretinalall-trans-retinalvitamin A1 aldehyderetinyl aldehyderetinene 1all-trans-retinalaxerophthaltrans-vitamin A aldehyderetinaldehydevitamin A aldehydeall-trans-retinaldehyderetinenetrans-retinalall-trans-vitamin A aldehydeE-retinal

数据登录号

PubChem SID

248993551622194148143959

MDL号

CAS号

EC号

PubChem CID

维基百科标题

美国药典/FDA物质标识码

BRENDA Ligand数据库

25979109485867783797107474241509116

PDB数据库

3qbl1ln65g286mcu6mkv1dze3hx31qkp6mqi6rf56rfb6uh36yc17o8i6rnj6g7j6rf61q5i1tn04zr22f952i1x2wjk4ygz5zim7sfj6rmk5dys7o8p1m0k1s533c9l3pqr1qko1xio3hy54yda6gaa7e6z6fuf6is66su31ixf3qbk5b345jjj6yt44ybp6jyb6mor7o8z7e6x1gue1gzm1p8u4cj63han4wav7crs7vgv5br57mt85itc1x0s2j4y4md17crt6ybz1pxr6ga37mta6mqy6tk17cri1at91jgj1ucq5b6y5u6g5jje1x0i2z735b2n6mqw4exz4yfp6e6l1e0p6gyh7w9w6rqo7o8n6ga16jya6jyf2zfe3utw4l352ei45a445awz5h2j6jyd7o8l6jo07lhn7vgu3vhz4jr84ww34a4m6gaf6rf47lhj6nwd4m7m6yc02l6x1m0l4gyc1tn57crl4yko6ga73hap3cod2ksy3wqj4ede6rex6csm6gac5f7g6tk77o8h1f503abw4hyj5b355faz6mop6rew7e4g6nnx6tk34qry5h2h6eyu6mr01gu81q5j3a7k3qdc4efg4y9h6oy97vgt5etz6k6k2i351kg93utx6gae5b6v5h2p5g2d6cso7clj7e6y5j7a6qno7b031pxs1x0k2wjl4yzi5ax04m6s6ga26kfq6tk21brd4jq64qyp5ztk7cry5h2k6guy6yc47o8m3ns04tl34yfq3has6noe6rfc5b6w6jy66tk51jfp1kgb2i211qhj3ayn6sqg5h2l1h2s1jv71h681s513ddl4hwl4kly5jjf5jjn6jy76mcv7o8o7sfk1u197lhm6k6i6rph7e711fbk3haq6lm06moq7vso6rf97crj1hzx3qbg4ygh4ykm5b6x7cj35g2c1cwq4qid7o8t6jyc3nsb3vi02f935a456e5s6j957o8k4fpd3aym4yce1vjm7e701opb1uaz5zil7o8v6aba6ga96nny4i9r1p8i1s8l1s522brd2m3g3qbi2ntw5g366g7l6mqj6rf06gah6e7m6gai6wp87mtb2z551mgy3ug91c8s6tk64ybu6mov3uty1r843vvk5en06ga85g544ruu1c3w4knf1p8h2jaf1kme7mt96ga47d7q6jy86l8j6g7k4gkc4yfr6gab7crx5f6b5ite2x721m0m4hyx7o8y5b6z7o8g6jye2g793har4ydb4ov05h2o5ztl7o8q6g7h5br26ab96gux1xji3oax4zj06gad6mqz1ap91vgo2ntu4pxk1l9h6rf76rfa6su41iw92ziy2jag3pxo4qi11s541bm16yby1c8r6yc35ffh6rqp7c864i9s5ahy5f586gag7o8f5ax17lho1jv61py63t451f4z5h2m6k6j7o8s7akw7o8r1brr3utv3mbv4yh01r2n2g875ahz2ped5b0w5g2a6csn7w746guz6rf16xl31f881qm83x3b4fbz5zin6lm16oya1e125h2n6ga56s6c2hpy4eej4x315kkh6mpk4md25fen1iw63hao5h2i6rez6s631brx3coc4ciz2at94ygg4ych1fbb3c9m3x3c6ga66mlb6g7i6jy97o8u6tk47o8j1o0a1s8j3am63qap2zzl2i206i9k4x326mox6mqx7crk1kg8

UniProt数据库

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

ACToR数据库

514-85-2116-31-4564-87-4472-86-6

SABIO-RK数据库

151991018313172994162314188211413049141878039136001317367842113

BKMS React数据库

85862597910947789116241503797107474

MetaboLights数据库

MTBLS586MTBLS1411MTBLS1622MTBLS2871MTBLS1693MTBLS3540MTBLS2349MTBLS4463

SureChEMBL数据库

Reaxys Registry

LIPID MAPS Instance

CompTox数据库

CHEMBL

MetaCyc数据库

KEGG ID

IntEnz数据库

EC 1.14.99.n1EC 1.13.11.n2EC 1.1.1.300EC 1.13.11.63EC 1.2.3.11EC 1.13.11.75EC 1.2.3.1EC 1.1.1.105EC 1.2.1.36EC 1.14.99.41

Rhea数据库

RHEA:25033RHEA:42080RHEA:32887RHEA:24124RHEA:22520RHEA:42092RHEA:34319RHEA:48488RHEA:42088RHEA:21284RHEA:26385

VirtualMetabolicHuman数据库

retinal_cis_9

专利号

WO2005079774EP1707187EP1707188EP1666880US2008176952

EnzymePortal数据库

O75911P74334Q80ZF7Q9JJS6Q8HZT6Q9HAY6Q7T2D1Q9N126B0R5N7Q91XT5Q6NRV4Q9QYF1Q6DCT3Q5XGF7Q9HPU7Q9I993Q9HNE6Q8TC12Q4PNI0A1L1W4O77769Q8IZV5Q8VCH7Q9NYR8O88876

FooDB数据库

FDB030668

CHEBI ID

CHEBI:12776CHEBI:8814CHEBI:17898CHEBI:22348

Chemspider ID

PDBeChem数据库

HMDB数据库

GeneOntology数据库

Carotenoids Database

NMRShiftDB数据库

SwissLipids数据库

化合物性质

理化性质

产品相关信息

纯度

≥98%

运输包装

dry ice

质检报告

分子相关蛋白质

分子图谱

暂无数据

点击上传数据

描述信息

Wikipedia

Retinal

Sigma Aldrich

R2500

Biochem/physiol Actions
全反式视黄醛在体内可通过视黄醛脱氢酶作用转化为视黄酸。视黄酸是视黄酸受体 (RAR) 和类视色素 X 受体 (RXR) 的配体，这两种受体作为转录因子调控正常和恶性细胞的生长和分化。在可视和非可视系统中，视黄醛异构体也是发色团，可与 G-蛋白偶联跨膜蛋白家族的视蛋白结合，形成光敏受体。全反式视黄醛是一种强效的光敏剂。
包装
密封安瓿瓶。
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. R2500.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

TRC

R240000

Corotenoid component of the visual pigments. All-trans retinal is converted to retinoic acid in vivo by the action of retinal dehydrogenase.

ChEBI

CHEBI:17898

A retinal in which all four exocyclic double bonds have E- (trans-) geometry.

参考文献

PubChem文献

数据源提供

• Ball, et al.: Biochem. J., 42, 516 (1948)

• O’Brien, D.F., et al.: Science, 218, 961 (1948)

生物活性

PubChem BioAssay

化合物信息

ID:125064