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13312-52-2

13312-52-2 Structure

13312-52-2 Structure
IdentificationBack Directory
[Name]

(9Z)-β-Carotene
[CAS]

13312-52-2
[Synonyms]

(9Z)-β-Carotene
9-cis-β-Carotene
neo U-β-Carotene
Neo-β-carotene U
(9Z)-β,β-Carotene
(9Z)-beta-Carotene
[Molecular Formula]

C40H56
[MDL Number]

MFCD00870648
[MOL File]

13312-52-2.mol
[Molecular Weight]

536.87
Chemical PropertiesBack Directory
[Boiling point ]

654.7±22.0 °C(Predicted)
[density ]

0.941±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[form ]

Solid
[color ]

Light brown to brown
[BRN ]

3227021
[InChIKey]

OENHQHLEOONYIE-BVZAMQQESA-N
[SMILES]

CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)/C=C/C2=C(C)CCCC2(C)C)C(C)(C)CCC1
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

The 9-cis isomer of β-Caroten (C184250). Carrots are one of the highest dietary sources of β-carotene and are naturally high in the (all-E)-β-carotene isomer, which has higher bioavailability, provitamin A activity, and antioxidant capacity compared to Z (cis) isomers.
[Definition]

ChEBI: 9-cis-beta-carotene is a carotenoid having the structure of beta-carotene but with a cis double bond at the 9,10-position. It has a role as a biological pigment.
[Biochem/physiol Actions]

(9Z)-β-Carotene or 9-cis-β-carotene is a 9-cis retinoic acid precursor in intestinal mucosal glands of humans. 9-cis retinoic acid is a ligand for nuclear receptor and retinoid X receptor (RXR). 9-cis-β-carotene participates in gene regulation. It is majorly present in liver. 9-cis-β-Carotene supplementation inhibits the progression of atherosclerosis. 9-cis-β-carotene may restore photoreceptors in retinitis pigmentosa (RP) and retinal dystrophies.
[in vivo]

In a mouse model of retinoid cycle defect, RPE65rd12. Mice with an extract of?Dunaliella Bardawil?algae rich in 9-cis-β-Carotene (9CBC) rescues retinal function and preserves cone structure by oral administration[1].

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