Curcumin

Details

• Internal ID: 561884c3-72ef-48fb-9020-f2b5254fffbd
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: (1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)CC(=O)C=CC2=CC(=C(C=C2)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)CC(=O)/C=C/C2=CC(=C(C=C2)O)OC)O
• InChI: InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+
• InChI Key: VFLDPWHFBUODDF-FCXRPNKRSA-N
• Popularity: 30,118 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₆
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.12598835 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.20

Synonyms

• 458-37-7
• Diferuloylmethane
• Natural yellow 3
• Indian saffron
• Kacha haldi
• Curcuma
• Gelbwurz
• Haldar
• Curcumin I
• Souchet
• Haidr
• Halad
• Halud
• Yellow Ginger
• Terra Merita
• (1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
• Safran d'Inde
• Yo-Kin
• C.I. Natural Yellow 3
• Hydrastis
• Yellow puccoon
• Golden seal
• Diferaloylmethane
• Curcumine
• Tumeric yellow
• CI Natural Yellow 3
• Kurkumin [Czech]
• Kurkumin
• C.I. 75300
• 8024-37-1
• Zlut prirodni 3
• curouma
• Jianghuangsu
• Zlut prirodni 3 [Czech]
• Cucurmin
• Curcumin (synthetic)
• kachs haldi
• NanoCurc
• E 100
• safra d'inde
• Tumeric oleoresin
• 1,7-Bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
• 94875-80-6
• CI 75300
• NSC32982
• NSC 32982
• 1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
• CCRIS 3257
• CHEBI:3962
• Curcurmin
• Lipocurc
• Tumeric
• Kurkum
• Ukon
• HSDB 4334
• 1,5-Di(vanillyliden)acetylaceton
• NCI-C61325
• 1,5-Divanillyliden-2,4-pentandion
• EINECS 207-280-5
• UNII-IT942ZTH98
• MFCD00008365
• NSC-32982
• Curcumin e100
• Ukon (dye)
• 98% curcurmin)
• NSC 687842
• trans,trans-Curcumin
• BRN 2306965
• FEMA No. 3085
• FEMA No. 3086
• CCRIS 5804
• IT942ZTH98
• 1,9-Bis(4-hydroxy-3-methoxyphenyl)-2,7-nonadiene-4,6-dione
• E 100 (Dye)
• MLS000069631
• C Yellow 15
• DTXSID8031077
• (1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
• 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-, (E,E)-
• C21H20O6
• CHEMBL140
• Curcuma longa l. oleoresin
• NSC-687842
• 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-
• (E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
• SMR000058237
• 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-, (1E,6E)-
• DTXCID901421
• E-100
• INS NO. 100(I)
• INS-100(I)
• 4-08-00-03697 (Beilstein Handbook Reference)
• NSC687842
• NCGC00017159-05
• 2,7-Nonadiene-4,6-dione, 1,9-bis(4-hydroxy-3-methoxyphenyl)-
• CURCUMIN (MART.)
• CURCUMIN [MART.]
• (1E,6E)-1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione
• (1E,6E)-1,7-bis[4-hydroxy-3-(methyloxy)phenyl]hepta-1,6-diene-3,5-dione
• CU-01000001305-2
• CURCUMIN (SEE ALSO TUMERIC, OLEORESIN (10105-J))
• 1,7-BIS-(4-HYDROXY-3-METHOXYPHENYL)-HEPTA-1,6-DIENE-3,5-DIONE
• PREVENTION 4 (CURCUMIN) (SEE ALSO TUMERIC, OLEORESIN (10105-J))
• CAS-458-37-7
• Phytosome, Curcumin
• SR-01000000149
• Curcumin W
• Curcumin,(S)
• Curcumin (Natural)
• (E/Z)-Curcumin
• Curcumin (6CI)
• trans trans-Curcumin
• Colorant E 100
• San-Ei Curcumine AL
• starbld0017234
• CURCUMIN [HSDB]
• CURCUMIN [INCI]
• CURCUMIN [MI]
• Opera_ID_1627
• San-Ei Gen Curcumine AL
• CURCUMIN [USP-RS]
• CURCUMIN [WHO-DD]
• D07SDQ
• D0H8LC
• SCHEMBL8440
• SCHEMBL8441
• Curcumin, analytical standard
• MLS001148449
• BIDD:ER0479
• UNII-856YO1Z64F
• cid_969516
• GTPL7000
• SCHEMBL13521974
• SCHEMBL23884885
• SCHEMBL23884886
• SCHEMBL23884892
• SCHEMBL23884893
• BDBM29532
• cid_5281767
• cMAP_000052
• CI 75300 [INCI]
• HMS2233K04
• HMS3649K06
• 91884-86-5
• AMY33436
• BCP04695
• Tox21_110803
• Tox21_111505
• Tox21_201116
• BBL027711
• BDBM50067040
• BDBM50140172
• CCG-36020
• CCG-36107
• LS-125
• STL371943
• AKOS001305497
• BCP9000557
• DB11672
• LS-2189
• NCGC00017159-04
• NCGC00017159-06
• NCGC00017159-07
• NCGC00017159-09
• NCGC00017159-10
• NCGC00017159-11
• NCGC00017159-12
• NCGC00023332-03
• NCGC00023332-04
• NCGC00023332-05
• NCGC00258668-01
• AC-24238
• AS-72202
• BP-25396
• CURCUMIN (CONSTITUENT OF TURMERIC)
• BCP0726000035
• WLN: 1OR BQ E1U1V1V1U1R DQ CO1
• C-230
• C2302
• CS-0149275
• 1,3-Di(3-methoxy-4-hydroxystyryl)propanedial
• EN300-21494
• F21478
• K00009
• Curcumin, Curcuma longa L. - CAS 458-37-7
• A826902
• Curcumin, primary pharmaceutical reference standard
• Q312266
• 1,5-dione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-
• SR-01000000149-2
• SR-01000000149-5
• BRD-K07572174-001-02-2
• BRD-K07572174-001-19-6
• BRD-K07572174-001-22-0
• Z104500108
• Curcumin, >=94% (curcuminoid content), >=80% (Curcumin)
• 1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadien-3,5-dione
• 1,7-bis(4-hydroxy-3-methoxyphenyl)1,6-heptadiene-3,5-dione
• Curcumin, matrix substance for MALDI-MS, >=99.5% (HPLC)
• Curcumin, United States Pharmacopeia (USP) Reference Standard
• (E)-1 7-Bis(4-hydroxy-3-methoxyphenyl)-1 6-heptadiene-3 5-dione
• 1,7-BIS(4-HYDROXYMETHOXYPHENYL)-1,6-HEPTADIENE-3,5-DIONE
• 1,7-Bis-(4-hydroxy-3-methoxy-phenyl)-hepta-1,6-diene-3,5-dione
• 1,7-bis-(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
• '(1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione'
• ((E,E)-1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione)
• (1E 6E)-1 7-Bis(4-hydroxy-3-methoxyphenyl)-1 6-heptadiene-3 5-dione
• (1E,6E)-1,7-bis(3-methoxy-4-oxidanyl-phenyl)hepta-1,6-diene-3,5-dione
• (1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione #
• (1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione.
• (1E,6E)-1,7-Bis-(4-hydroxy-3-methoxy-phenyl)-hepta-1,6-diene-3,5-dione
• (1Z,6E)-1,7-Bis-(4-hydroxy-3-methoxy-phenyl)-hepta-1,6-diene-3,5-dione
• (E E)-1 7-Bis(4-hydroxy-3-methoxyphenyl)-1 6-heptadiene-3 5-dione
• 1,6-heptadieno-3,5-diona, 1,7-bis(4-hidroxi-3-metoxifenil)-, (1e,6e)-
• 1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, (E,E)-
• 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-1,4,6-heptatrien-3-one
• 5-Hydroxy-1,7-bis-(4-hydroxy-3-methoxy-phenyl)-hepta-1,4,6-trien-3-one
• Curcumin; 1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
• (1E,4Z,6E)-5-Hydroxy-1,7-bis-(4-hydroxy-3-methoxy-phenyl)-hepta-1,4,6-trien-3-one
• 1 6-Heptadiene-3 5-dione 1 7-bis(4-hydroxy-3-methoxyphenyl)-(E E)-(8CI)
• 1, 7- bis(4- hydroxy- 3- methoxyphenyl)hepta- 1, 6- diene- 3, 5- dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	39810.7 nM; 14125.4 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	28183.8 nM; 8912.5 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL3687	P18054	Arachidonate 12-lipoxygenase	19952.6 nM	Potency	via CMAUP
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	15848.9 nM; 12589.3 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL2487	P05067	Beta amyloid A4 protein	11300 nM; 3100 nM; 1500 nM; 21810 nM; 630 nM	IC50; IC50; IC50; IC50; IC50	PMID: 26783181; PMID: 27190601; PMID: 27190601; PMID: 27353888; via Super-PRED
CHEMBL5990	P38398	Breast cancer type 1 susceptibility protein	5011.9 nM; 5011.9 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL4801	P29466	Caspase-1	31622.8 nM; 15848.9 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL3468	P55210	Caspase-7	12589.3 nM	Potency	via CMAUP
CHEMBL4096	P04637	Cellular tumor antigen p53	39810.7 nM; 39810.7 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL4081	P13726	Coagulation factor III	13.16 nM	IC50	via Super-PRED
CHEMBL5747	Q92793	CREB-binding protein	25000 nM	IC50	PMID: 26701186
CHEMBL340	P08684	Cytochrome P450 3A4	15848.9 nM; 12589.3 nM; 15848.9 nM; 12589.3 nM	Potency; Potency; Potency; Potency	via CMAUP; via CMAUP; via CMAUP; via CMAUP
CHEMBL2392	P06746	DNA polymerase beta	44668.4 nM	Potency	via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	31622.8 nM; 3981.1 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	17950 nM	IC50	PMID: 26696252
CHEMBL2424	Q04760	Glyoxalase I	5 nM	Ki	via Super-PRED
CHEMBL4331	P68871	Hemoglobin beta chain	39810.7 nM	Potency	via CMAUP
CHEMBL3784	Q09472	Histone acetyltransferase p300	25000 nM; 6500 nM	IC50; IC50	PMID: 26701186; PMID: 26701186
CHEMBL1293299	Q03164	Histone-lysine N-methyltransferase MLL	14125.4 nM	Potency	via CMAUP
CHEMBL5514	P42858	Huntingtin	3548.1 nM	Potency	via CMAUP
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	6309.6 nM; 6309.6 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	35481.3 nM; 35481.3 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	39506.8 nM	Potency	via CMAUP
CHEMBL4040	P28482	MAP kinase ERK2	39810.7 nM; 31622.8 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	3548.1 nM; 3548.1 nM; 12589.3 nM	Potency; Potency; Potency	via CMAUP; via CMAUP; via CMAUP
CHEMBL1951	P21397	Monoamine oxidase A	710 nM; 710 nM	Ki; Ki	PMID: 26819666; via Super-PRED
CHEMBL2039	P27338	Monoamine oxidase B	21500 nM	Ki	PMID: 26819666
CHEMBL5162	Q6W5P4	Neuropeptide S receptor	316.2 nM; 316.2 nM	Potency; Potency	via CMAUP; via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	1778.3 nM; 35481.3 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL5658	O14684	Prostaglandin E synthase	200 nM; 200 nM; 220 nM	IC50; IC50; IC50	via Super-PRED; DOI: 10.1039/C5MD00278H; PMID: 26588603
CHEMBL1075189	P14618	Pyruvate kinase isozymes M1/M2	28183.8 nM; 28183.8 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	10000 nM; 10000 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL5804	Q9NR96	Toll-like receptor 9	8362 nM	IC50	via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	1122 nM; 2511.9 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.55%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.53%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.05%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.04%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.85%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.91%	99.17%
CHEMBL4208	P20618	Proteasome component C5	88.74%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.48%	98.75%
CHEMBL3194	P02766	Transthyretin	87.16%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.97%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.81%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.69%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	80.73%	94.73%

Plants that contains it

• Adiantum capillus-veneris
• Curcuma aromatica
• Curcuma chuanyujin
• Curcuma kwangsiensis
• Curcuma longa
• Curcuma mangga
• Curcuma phaeocaulis
• Curcuma picta
• Curcuma wenyujin
• Curcuma zedoaria
• Fraxinus quadrangulata
• Goniothalamus borneensis
• Jacobaea maritima
• Tacca chantrieri
• Zingiber montanum
• Zingiber officinale
• Zingiber spectabile
• Zingiber zerumbet

Cross-Links

• PubChem: 969516
• NPASS: NPC160900
• ChEMBL: CHEMBL140
• LOTUS: LTS0114521
• wikiData: Q312266