Beta-Carotene

  • GreenMolBD CID : 1111
  • Molecular Formula : C40H56
  • Molecular Weight : 536.888
  • Exact Molecular Mass : 536.438
  • IUPAC Name : 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
  • InChI : InChI=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 Key : OENHQHLEOONYIE-JLTXGRSLSA-N
  • Canonical SMILES : CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CCCC2(C)C)C)C)C
  • Isomeric SMILES : CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(CCCC2(C)C)C)\C)\C)/C)/C
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as carotenes. These are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family.

1.2. Taxonomy Tree

1.3. Alternative Parent

Branched unsaturated hydrocarbons; Cycloalkenes; Unsaturated aliphatic hydrocarbons;

1.4. Molecular Framework

Aliphatic homomonocyclic compounds

1.5. Substituents

Carotene; Branched unsaturated hydrocarbon; Cycloalkene; Cyclic olefin; Unsaturated aliphatic hydrocarbon; Unsaturated hydrocarbon; Olefin; Hydrocarbon; Aliphatic homomonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
12.6058 0 0 0 40 10 0 0 18.1392 898.352 667.783 0.597636

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-3.730271 0.05 -4.419 -7.91381 -0.92374 3.495

4. Compound Reactivity

DLP nRFG nLMR

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Carcinogen Non-Mutagen Toxic 3.81845 1396.93 0.00330635 Moderate Weak None Degradable 4.99E-9 0.000700763

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
No Yes Yes Yes Yes

7. Synonyms

Name
beta-carotene
beta Carotene
7235-40-7
Betacarotene
beta,beta-Carotene
Provitamin A
Solatene
Carotaben
Provatene
all-trans-beta-Carotene
Serlabo
KPMK
Food orange 5
Natural Yellow 26
Karotin
Lucaratin
BetaVit
C.I. Food Orange 5
Solatene (caps)
Karotin [Czech]
Zlut prirodni 26
Betacarotenum [Latin]
Betacaroteno [Spanish]
beta-Carotin
beta-Karotin
b-Carotene
beta
-Carotene
.beta. Carotene
.beta.-Carotene
beta-Carotene, all-trans-
Betacarotenum [INN-Latin]
C.I. 75130
Betacaroteno [INN-Spanish]
Zlut prirodni 26 [Czech]
UNII-01YAE03M7J
NSC 62794
CCRIS 3245
HSDB 3264
Diet,beta-carotene supplementation
E160A
EINECS 230-636-6
all-trans-.beta.-Carotene
CI 40800
CI 75130
MLS001066383
.beta.,.beta.-Carotene
01YAE03M7J
CHEBI:17579
OENHQHLEOONYIE-JLTXGRSLSA-N
NSC62794
Betacarotene (INN)
Betacarotene [INN]
(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)
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)-
1,3,3-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
NCGC00096081-01
SMR000112037
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)-
.beta.-Carotene, all-trans-
Provitamin A1
Betacaroteno
Betacarotenum
Vetoron
trans-B-Carotene
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)
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)
trans-beta-Carotene
beta carotene [USAN]
Beta carotene [USAN:USP]
Provatenol
Lucarotin
Lurotin
Solate
beta-Carotine
beta -carotene
all-E-b-Carotene
Rovimix b-carotene
Carotene, .beta.
Solatene (TN)
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)-
I(2)-Carotene
Carotene Base 80S
all-trans-b-Carotene
Beta Carotene Natural
beta Carotene (USP)
trans-.beta.-Carotene
Carotene, Provitamin A
all trans beta-Carotene
all-E-.beta.-Carotene
AC1NQX3D
all-epsilon-beta-Carotene
DSSTox_CID_253
Spectrum5_000505
.beta., .beta.-Carotene
bmse000832
D0MY8N
EC 230-636-6
AC1Q28DI
(9Z,13Z)-beta-Carotene
CHEMBL1293
DSSTox_RID_75466
BIDD:PXR0110
DSSTox_GSID_20253
BSPBio_003404
Ambap17161-33-0
DTXSID3020253
BDBM54988
cid_5280489
HMS501A12
.beta.,.beta.-Carotene, neo B
MolPort-001-785-959
HMS2091M17
Pharmakon1600-01500143
ZINC6845076
beta-Carotene, >=97.0% (UV)
Tox21_111557
C39H54
CC0205
CCG-36062
LMPR01070001
MFCD00001556
NSC755910
s1767
AKOS015896682
AC-1869
DB06755
LS-1621
NSC-755910
SDCCGMLS-0066579.P001
IDI1_000330
NCGC00096081-02
116-32-5
31797-85-0
AN-14537
BC208855
BT000918
DR003195
H982
LP107876
SC-19470
ST097774
CAS-7235-40-7
SBI-0051295.P003
AB2000280
N1547
3046-EP2298772A1
3046-EP2308839A1
C02094
D03101
J10299
AB00051925_06
AB00051925_07
beta-Carotene, Vetec(TM) reagent grade, >=93%
117179-EP2292227A2
117179-EP2298776A1
C-23129
SR-01000763803
I06-2213
Q-200706
SR-01000763803-2
SR-01000763803-4
I14-38736
beta-Carotene, Type I, synthetic, >=93% (UV), powder
89648336-F9B2-44A0-9BF8-62E73369CB9B
Beta Carotene, United States Pharmacopeia (USP) Reference Standard
beta-Carotene, pharmaceutical secondary standard
traceable to USP
beta-Carotene, Type II, synthetic, >=95% (HPLC), crystalline
3,7,12,16-tetramethyl-1,18-bis-(2,2,6-trimethyl-cyclohexyl)-octadecane
(1E,3E,5E,7E,9E,11E,13E,15E,17E)-1,18-bis(2,6,6-trimethylcyclohex-1-enyl)-3,7, 12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaene
(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-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-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
AS-13354
SR-01000763803-3
Certified Reference Material
AK546844

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Beta-Carotene
Apium graveolens Seed 4
Artocarpus heterophyllus Lamk. Seed; Fruit 1 , 4 , 5
Commelina benghalensis L Leaf 2
Coriandrum sativum Linn. Leaf; Shoot 28
Crocus sativus L. Stigma 9 , 8
Hygrophila auriculata 2
Ipomoea aquatica Whole Plant 4 , 7
Juglans regia Fruit 3
Lagenaria siceraria (Molina) Standl.  Fruit 4
Lepidium sativum Seed 2
Luffa acutangula Fruit 5 , 6
Marsilea quadrifolia 5
Rosa damascena Flower 16
Sesbania grandiflora Leaf 2

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
69 aldehyde dehydrogenase 1 family member A1 ALDH1A1 Homo sapiens 35.4813 1030
1185 core protein Hepatitis C virus 29693 2159
84 geminin, DNA replication inhibitor GMNN Homo sapiens 2.6609 624297
28 lamin A/C LMNA Homo sapiens 35.4813 1487
179 lysine acetyltransferase 2A KAT2A Homo sapiens 31.6228 504327
31 peripheral myelin protein 22 Pmp22 Rattus norvegicus 12.5797 624044
926 Solute carrier organic anion transporter family member 1B1 (OATP1B1) 617 10.1124/mol.112.084152 23571415
926 Solute carrier organic anion transporter family member 1B1 (OATP1B1) 340 10.1124/mol.112.084152 23571415
927 Solute carrier organic anion transporter family member 1B3 (OATP1B3) 2951 10.1124/mol.112.084152 23571415
927 Solute carrier organic anion transporter family member 1B3 (OATP1B3) 2260 10.1124/mol.112.084152 23571415
67 tyrosyl-DNA phosphodiesterase 1 TDP1 Homo sapiens 29.0929 686979

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
315444178Phion LtdSource URLSource Detail57489919Source Record URL
350087090AEchem Scientific Corporation, USASource URLSource DetailAE045419Source Record URL
348354678AbMole BioscienceSource URLSource DetailM4587Source Record URL
347912885SelleckchemSource URLSource DetailS1767Source Record URL
274952390ChemFacesSource URLSource DetailCFN98117Source Record URL
163614715ApexBio TechnologySource URLSource DetailN1547Source Record URL
316408767abcr GmbHSource URLSource DetailAB139265Source Record URL
152036101AKos Consulting & SolutionsSource URLSource DetailAKOS015896682Source Record URL
329977881Acorn PharmaTech Product ListSource URLSource DetailACN-035272Source Record URL
103813923AAA ChemistrySource URLSource DetailAR-1H9716Source Record URL
349273595Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0791737Source Record URL
349273596Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0791738Source Record URL
329589964ChemShuttleSource URLSource Detail151501Source Record URL
312695535TargetMolSource URLSource DetailT1633Source Record URL
329748926Sigma-AldrichSource URLSource Detail1065480_USPSource Record URL
329752240Sigma-AldrichSource URLSource Detail22040_SIGMASource Record URL
24892702Sigma-AldrichSource URLSource DetailC4582_SIGMASource Record URL
24893189Sigma-AldrichSource URLSource DetailC9750_SIGMASource Record URL
329823244Sigma-AldrichSource URLSource DetailPHR1239_SIALSource Record URL
329829868Sigma-AldrichSource URLSource DetailV900467_VETECSource Record URL
87565664TCI (Tokyo Chemical Industry)Source URLSource DetailC0560Source Record URL
354305799iChemical Technology USA IncSource URLSource DetailEBD2184809Source Record URL
252359080AHH Chemical co.,ltdSource URLSource DetailAPI-1411Source Record URL
162177719AK Scientific, Inc. (AKSCI)Source URLSource DetailH982Source Record URL
277309338AK Scientific, Inc. (AKSCI)Source URLSource DetailJ10299Source Record URL
340588580ClearsynthSource URLSource DetailCS-O-00957Source Record URL
255369819BiosynthSource URLSource DetailQ-200706Source Record URL
7886097SMIDSource URLSource DetailBCRSource Record URL
310104427Aurora Fine Chemicals LLCSource URLSource DetailA17.876.710Source Record URL
318358941CambridgeChemSource URLSource DetailN10252Source Record URL
319451015eNovation ChemicalsSource URLSource DetailD379723Source Record URL
99298866ISpharmSource URLSource DetailI06-2213Source Record URL
135371724ISpharmSource URLSource DetailI14-38736Source Record URL
316962439ParchemSource URLSource Detail11990Source Record URL
316962464ParchemSource URLSource Detail12175Source Record URL
318267877Chem-Space.com DatabaseSource URLSource DetailCSC000053537Source Record URL
251887132labseekerSource URLSource DetailSC-19470Source Record URL
277388171Alfa ChemistrySource URLSource Detail17161-33-0Source Record URL
3139618ChemExper Chemical DirectorySource URLSource DetailYaYP@@@LdbbTbsbrTVRTVRbrbbdWBaOKUMUMLtsSMLuUU@IJKR\`kJjaiZn`Source Record URL
258182473ZINCSource URLSource DetailZINC6845076Source Record URL
354267467Key Organics/BIONETSource URLSource DetailAS-13354Source Record URL
113853348ABI ChemSource URLSource DetailAC1NQX3DSource Record URL
117392181ABI ChemSource URLSource DetailAC1Q28DISource Record URL
135692266ABBLIS ChemicalsSource URLSource DetailAB2000280Source Record URL
162037721Chembase.cnSource URLSource Detail72800Source Record URL
346398069LGC StandardsSource URLSource DetailDRE-C11045800Source Record URL
318242724Yuhao ChemicalSource URLSource DetailJZ1266Source Record URL
126624415ChemMolSource URLSource Detail30104436Source Record URL
126655672ChemMolSource URLSource Detail44003385Source Record URL
211535171TripleBondSource URLSource DetailCC0205Source Record URL
57357759NovoSeekSource URLSource Detail5280489Source Record URL
329891341AvaChem ScientificSource URLSource Detail3609Source Record URL
196112137BoerchemSource URLSource DetailBC208855Source Record URL
3632146701717 CheMall CorporationSource URLSource DetailBG04398006Source Record URL
3599803751717 CheMall CorporationSource URLSource DetailBG06821663Source Record URL
29203920R&D ChemicalsSource URLSource Detail0303Source Record URL
252219887Race ChemicalSource URLSource DetailRV022508517Source Record URL
88828943MolPortSource URLSource DetailMolPort-001-785-959Source Record URL
92714080Hangzhou APIChem TechnologySource URLSource DetailAC-1869Source Record URL
223679896AN PharmaTechSource URLSource DetailAN-14537Source Record URL
346695490LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN00196490Source Record URL
322071465Pi ChemicalsSource URLSource DetailPI-12338Source Record URL
124521613TimTecSource URLSource DetailST097774Source Record URL
355149035MuseChemSource URLSource DetailM070364Source Record URL
350089040DC ChemicalsSource URLSource DetailDCH-002Source Record URL
272783664Wilshire TechnologiesSource URLSource DetailBeta-caroteneSource Record URL