beta-Carotene

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for beta-Carotene are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the beta-Carotene?

The molecule beta-Carotene presents a molecular formula of C40H56 and its IUPAC name is 1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene.

Beta-Carotene is a molecule that belongs in many fruits and vegetables. It is a precursor to vitamin A, and it is thought to have many health benefits. Some studies have shown that it can help to reduce the risk of certain cancers, and it is also thought to be beneficial for the skin. It is a very powerful antioxidant, and it is thought to help to protect the body from the damaging effects of free radicals..

3D structure

Cartesian coordinates

Geometry of beta-Carotene in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

beta-Carotene OENHQHLEOONYIE-JLTXGRSLSA-N chemical compound 2D structure molecule svg
beta-Carotene

 

Molecule descriptors

 
IUPAC name1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene
InChI codeInChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+
InChI KeyOENHQHLEOONYIE-JLTXGRSLSA-N
SMILESCC1=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

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (9Z,13Z)-beta-Carotene
  • (all-E)-1,1'-(3,7,12,16-Tetramethyl-1,3,5, 7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis[2,6, 6-trimethylcyclohexene]
  • (all-E)-1,1'-(3,7,12,16-Tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis
  • (all-E)-1,1'-(3,7,12,16-Tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis(2,6,6-trimethylcyclohexene)
  • (all-E)-1,1'-(3,7,12,16-tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis[2,6,6-trimethyl-Cyclohexene
  • .beta. Carotene
  • .beta., .beta.-Carotene
  • .beta.,.beta.-Carotene
  • .beta.,.beta.-Carotene, neo B
  • .beta.-Carotene
  • .beta.-Carotene, all-trans-
  • 01YAE03M7J
  • 1,1'-(3,7,12,16-Tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis(2,6,6-trimethylcyclohexene), (all E)-
  • 1,1'-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaene-1,18-diyl]bis(2,6,6-trimethylcyclohexene)
  • 1,18-Bis(2,6,6-trimethyl-1-cyclohexenyl)-3,7,12,16-tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonene
  • 1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene
  • 116-32-5
  • 2,2'-((1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaene-1,18-diyl)bis(1,3,3-trimethylcyclohex-1-ene)
  • 7235-40-7
  • 89648336-F9B2-44A0-9BF8-62E73369CB9B
  • AB00051925_06
  • AB00051925_07
  • AC-1869
  • AS-13354
  • BDBM54988
  • BIDD:PXR0110
  • BSPBio_003404
  • Beta Carotene Natural
  • Beta, beta-carotene
  • BetaVit
  • Betacarotene
  • Betacarotene (INN)
  • Betacaroteno
  • Betacarotenum
  • C.I. 75130
  • C.I. Food Orange 5
  • C.I.-40800
  • C02094
  • C40H56 (beta-carotene)
  • CCG-36062
  • CCRIS 3245
  • CI 40800
  • CI 75130
  • CI Food Orange 5
  • Carotaben
  • Caroten base 35468
  • Carotene Base 80S
  • Carotene, .beta.
  • Carotene, Provitamin A
  • Carotene,beta
  • Cyclohexane,1,1'-(3,7,12,16-tetramethyl-1,18-octadecanediyl)bis[2,2,6-trimethyl-
  • Cyclohexene, 1,1'-(3,7,12,16-tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis(2,6,6-trimethyl-, (all-E)-
  • Cyclohexene, 1,1'-(3,7,12,16-tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis[2,6,6-trimethyl-, (all-E)-
  • D03101
  • DB06755
  • DSSTox_CID_253
  • DSSTox_GSID_20253
  • DSSTox_RID_75466
  • Diet,beta-carotene supplementation
  • E-160a(iii)
  • E160A
  • EC 230-636-6
  • Food orange 5
  • HMS2091M17
  • HMS501A12
  • HSDB 3264
  • HY-N0411
  • I(2)-Carotene
  • IDI1_000330
  • Ins no.160a(iii)
  • Ins-160a(iii)
  • KPMK
  • Karotin
  • LMPR01070001
  • Lucaratin
  • Lucarotin
  • Lucarotin 30sun
  • Lurotin
  • MFCD00001556
  • MLS001066383
  • N1547
  • NCGC00096081-01
  • NCGC00096081-02
  • NSC 62794
  • NSC-62794
  • NSC-755910
  • NSC62794
  • NSC755910
  • Natural Yellow 26
  • Pharmakon1600-01500143
  • Provatene
  • Provatenol
  • Provitamin A
  • Q-200706
  • Q306135
  • Rovimix .beta.-carotene
  • Rovimix b-carotene
  • SBI-0051295.P003
  • SDCCGMLS-0066579.P001
  • SMR000112037
  • SR-01000763803
  • SR-01000763803-2
  • SR-01000763803-3
  • SR-01000763803-4
  • SW220035-1
  • Serlabo
  • Solatene
  • Solatene (caps)
  • XC175229
  • Zlut prirodni 26
  • all trans beta-Carotene
  • all-E-.beta.-Carotene
  • all-E-b-Carotene
  • all-epsilon-beta-Carotene
  • all-trans-.beta.-Carotene
  • all-trans-b-Carotene
  • all-trans-beta-Carotene
  • b,b-Carotene
  • b-Carotene
  • beta -carotene
  • beta Carotene
  • beta,beta-Carotene
  • beta-Carotene
  • beta-Carotene, all-trans-
  • beta-Carotin
  • beta-Carotine
  • beta-Karotin
  • beta-carotene
  • beta;-Carotene
  • bmse000832
  • cid_5280489
  • s1767
  • trans-.beta.-Carotene
  • trans-beta-Carotene

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC6845076
  • CAS-7235-40-7
  • UNII-01YAE03M7J
  • AKOS015896682
  • DTXSID3020253
  • CHEMBL1293
  • CHEBI:17579
  • Tox21_111557
  • EINECS 230-636-6
  • Spectrum5_000505

Physico-Chemical properties

IUPAC name1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene
Molecular formulaC40H56
Molecular weight536.873
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity184.43
LogP12.6
Topological polar surface area0.0

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.