all trans-Retinal - CAS 116-31-4
Catalog:
BB003739
Product Name:
all trans-Retinal
CAS:
116-31-4
Synonyms:
Retinal, all-trans-; Retinene 1; (all-E)-15-Apo-β-caroten-15-al; (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenal; 15-Apo-β-caroten-15-al; 15-Apo-β-carotenal; 2,4,6,8-Nonatetraenal, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen1-yl)-, (all-E)-; all-E-Retinal; all-trans-Retinal; all-trans-Retinaldehyde; all-trans-Vitamin A aldehyde; Axerophthal; E-Retinal; Retinal
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BB003739
1 g
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IUPAC Name: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenal
Description: All-trans retinal is converted to retinoic acid in vivo by the action of retinal dehydrogenase. It can promote collagen and hyaluronic acid synthesis, increase skin thickness and elasticity, remove wrinkles and tighten skin, also can inhibit melanin synthesis, reduce pigmentation, whitening and freckle removal. It has the function of anti-oxidation, anti-aging skin, updating cutin and rejuvenating skin. It can kill propionibacterium acnes and streptococcus, etc., treat acne, reduce acne marks and treat skin photoaging.
Molecular Weight: 284.44
Molecular Formula: C20H28O
Canonical SMILES: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=O)C)C
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+
InChI Key: NCYCYZXNIZJOKI-OVSJKPMPSA-N
Boiling Point: 421.4±14.0°C at 760 Torr
Melting Point: 63°C
Purity: >95%
Density: 0.948±0.06 g/cm3
Solubility: Soluble in Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
Appearance: Yellow to orange solid
Storage: Store at -20°C
MDL: MFCD00001550
LogP: 5.71690
GHS Hazard Statement: H302 (30.71%): Harmful if swallowed [Warning Acute toxicity, oral]
Precautionary Statement: P201, P202, P264, P270, P273, P280, P281, P301+P312, P302+P352, P308+P313, P321, P330, P332+P313, P362, P405, and P501
Signal Word: Danger
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PMID Publication Date Title Journal
32996202 20210201 Inhibiting endoplasmic reticulum stress by activation of G-protein-coupled estrogen receptor to protect retinal astrocytes under hyperoxia Journal of biochemical and molecular toxicology
33285147 20210101 Astragaloside IV protects against retinal iron overload toxicity through iron regulation and the inhibition of MAPKs and NF-κB activation Toxicology and applied pharmacology
32662907 20201101 Effects of rhaponticin on retinal oxidative stress and inflammation in diabetes through NRF2/HO-1/NF-κB signalling Journal of biochemical and molecular toxicology
32980322 20201101 TGF-β1 signaling protects retinal ganglion cells from oxidative stress via modulation of the HO-1/Nrf2 pathway Chemico-biological interactions
32763139 20201015 The Orphan Nuclear Receptor TLX Is a Receptor for Synthetic and Natural Retinoids Cell chemical biology
Complexity: 522
Compound Is Canonicalized: Yes
Covalently-Bonded Unit Count: 1
Defined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 4
Exact Mass: 284.214015512
Formal Charge: 0
Heavy Atom Count: 21
Hydrogen Bond Acceptor Count: 1
Hydrogen Bond Donor Count: 0
Isotope Atom Count: 0
Monoisotopic Mass: 284.214015512
Rotatable Bond Count: 5
Topological Polar Surface Area: 17.1 Å2
Undefined Atom Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
XLogP3: 6.2
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