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|All-tr...

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retinaldehydeRetinalRALAll-trans-retinal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-trans-retinalall-trans-retinalvitamin A1 aldehydetrans-vitamin A aldehydeall-trans-retineneall-E-retinalretineneretinene 1trans-retinalall-trans-vitamin A aldehydeE-retinalretinaldehydeaxerophthalvitamin A aldehydeall-trans-retinaldehyderetinyl aldehyderetinal

数据登录号

CAS号

116-31-4

MDL号

MFCD00001550

PubChem SID

248993551622194148143959

EC号

PubChem CID

维基百科标题

美国药典/FDA物质标识码

PDB数据库

1p8u4jr84ww33han4a4m4l351ln65awz7o8l6jo04yko5br56mor6tk17cri7e6x7lhn1gue1gzm2l6x4gyc1tn54wav4ygz6gaf7vgv6gyh6yt47lhj7sfj4m7m6g7j6ga76is66jya2j4y2z733cod3pqr1ucq3qbl1qko1xio3hy55g287crl7crs7o8i5u6g6mkv6rf46fuf5f7g5itc1m0k2zfe3qbk1m0l1s535b344ede5a445b356jyd6rew6rex6csm6nnx4ybp7o8z6ybz7vgu1x0s4exz3c9l4yfp3wqj6gaa6uh36yc16tk36mqy6su37crt5jje6eyu6ga16mr06tk77o8h1at91jgj3hx31qkp4zr22f952wjk3abw6mcu6mop6mqi6mqw6rf56rfb1e0p5b6y6ga36rnj7w9w1dze4qry6rmk7o8n6jyf1q5i1x0i1pxr2i1x2ksy4hyj4yda7e4g7e6z7mta5h2h6rf67mt81f501gu81ixf3hap3vhz1tn03utw4cj62ei44md15b2n5faz5h2j5jjj5zim6e6l6gac6nwd6jyb6rqo6yc05dys7o8p2z553uty1r843ns04fpd4tl33has4yce5en07cry6rfc4ruu5b6w7o8m7o8k1c3w3nsb4i9r1u194yfq3qbi6ga86gae7lhm1c8s5g545h2p6j956mqj6noe7e705h2l2i352brd3aym1vjm2f932ntw4y9h5jjf5zil5b6v6yc46cso7e6y7sfk7b033haq3qbg3vi03qdc3vvk4qyp4ygh5ztk6lm06oy96e5s6jy66nny6tk55j7a1brd1jfp1hzx1kgb5b6x4efg5ax05g2c6k6i1cwq4qid6ga27o8t5etz6jyc7crj7e711fbk1h681pxs2i212wjl2m3g3ug91qhj3ayn3ddl3utx4kly5a457cj36tk67o8o7vso4m6s4ybu6kfq6sqg6e7m6k6k6tk21h2s1jv71s511p8i1kg91mgy4ykm4hwl6moq7vgt5h2k6aba6ga96guy6rf06rph5g2d6mov7clj6qno6wp87mtb1opb1x0k1q5j1s8l3a7k1s521uaz4jq64yzi5g365jjn6jy76mcv7o8v6g7l6gah6rf96gai1o0a3coc3utv3oax2at94zj05h2o6rez4x326guz5f6b1ap91brx1kg82g794gkc4ydb5kkh5b6z6s636yby1e125h2n6g7h6rfa7crx6gux6jye1fbb2hpy3qap3x3b1xji4eej3hao4fbz6gad7w746ga56su47o8g7o8u5br26xl31iw62jag2jaf4qi11m0m5ahy7mt97o8y6mqz6s6c6yc35ffh5ite7lho2ziy3har4i9s4knf1p8h1s8j2zzl3pxo3t451kme6mpk1bm16ga46k6j7d7q1c8r4md26l8j7o8s6ab96g7k7o8r1brr1f881jv62ntu2g874x314ov05b0w5g2a6lm16oya1f4z5h2m5ztl7o8q4ych5fen6jy86rf16mqx7crk1qm82x723am63mbv4yh01l9h2i204hyx4ygg5zin6ga66csn6i9k6jy97o8f5ax16mox6rqp7o8j1iw91py61vgo4ciz4pxk1r2n3c9m4yfr5ahz1s542ped3x3c5f586gab6gag6mlb5h2i6g7i6rf76tk47akw7c86

SABIO-RK数据库

151999941131726231018313049141878039141882114131736784136002113

UniProt数据库

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

BRENDA Ligand数据库

10948586259797783797911610747424150

MetaboLights数据库

MTBLS1622MTBLS1411MTBLS586MTBLS3540MTBLS2871MTBLS1693MTBLS4463MTBLS2349

BKMS React数据库

10942597985867782415091161074743797

SureChEMBL数据库

SCHEMBL106993

ACToR数据库

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

LIPID MAPS Instance

CompTox数据库

Reaxys Registry

MetaCyc数据库

KEGG ID

CHEMBL

Rhea数据库

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

专利号

EP1707187WO2005079774EP1666880EP1707188US2008176952

IntEnz数据库

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

PDBeChem数据库

RET

EnzymePortal数据库

O75911Q8HZT6B0R5N7Q7T2D1Q9HAY6Q9JJS6Q80ZF7Q6NRV4Q9N126P74334Q91XT5O77769Q9I993Q9HNE6Q5XGF7Q9HPU7Q6DCT3Q8IZV5Q9NYR8Q4PNI0Q8VCH7Q9QYF1A1L1W4Q8TC12O88876

CHEBI ID

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

VirtualMetabolicHuman数据库

Chemspider ID

FooDB数据库

Carotenoids Database

NMRShiftDB数据库

GeneOntology数据库

SwissLipids数据库

HMDB数据库

化合物性质

理化性质

产品相关信息

运输包装

dry ice

纯度

≥98%

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