(1E,4Z,6E)-5-Hydroxy-1,7-Bis(4-Hydroxyphenyl)Hepta-1,4,6-Trien-3-One
PubChem CID: 5324473
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| Compound Synonyms | (1E,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one, 52328-96-8, CHEMBL131770, (1E,4Z,6E)-5-Hydroxy-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one, 1,4,6-Heptatrien-3-one, 5-hydroxy-1,7-bis(4-hydroxyphenyl)-,(1E,4Z,6E)-, p,p-hydroxy-curucumin, 1,4,6-Heptatrien-3-one, MLS002473127, SCHEMBL609967, MEGxp0_001762, 1,4,6-Heptatrien-3-one, 5-hydroxy-1,7-bis(4-hydroxyphenyl)-, (Z,E,E)-, ACon1_002080, CHEBI:228676, DTXSID001014705, HMS2224E08, BDBM50145907, AKOS040762832, NCGC00179852-01, SMR001397224, C17743, 1,7-Bis(4-hydroxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one |
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| Topological Polar Surface Area | 77.8 |
| Hydrogen Bond Donor Count | 3.0 |
| Heavy Atom Count | 23.0 |
| Description | Isolated from Curcuma zedoaria (zedoary) and Curcuma longa (turmeric) Bisdemethoxycurcumin is a curcuminoid, a component of tumeric. Tumeric is a spice that comes from the root Curcuma longa, a member of the ginger family, Zingaberaceae. It is bright yellow and has been used as a coloring agent in food in the United States. In India, it has been used for centuries as a spice and a food preservative, and also for its various medicinal properties. In Ayurveda (Indian traditional medicine), tumeric has been used for its medicinal properties for various indications and through different routes of administration. It has been used topically on the skin for wounds, blistering diseases such as pemphigus and herpes zoster, for parasitic skin infections, and for acne. It has been used via oral administration for the common cold, liver diseases, urinary tract diseases, and as a blood purifier. For chronic rhinitis and coryza, it has been used via inhalation. The average intake of tumeric in the diet in India is approximately 2 to 2.5 g in a 60 kg individual. This corresponds to an intake of approximately 60 to 100 mg of curcumin daily. The Food and Drug Administration has classified tumeric among substances Generally Recognized as Safe (GRAS). A large number of in vitro and animal studies have been conducted to evaluate the effect of curcumin on inflammation. It has been found to act at various different levels of the arachadonic acid inflammatory cascade and through effects on various enzymes and cytokines. (PMID: 12676044) [HMDB]. Bisdemethoxycurcumin is found in turmeric and herbs and spices. |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 462.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | P07550, Q99816, Q9NR96, O95149, P83916, P84022, Q932Y6, Q8IUX4, O75496, Q9HC16, O94925, Q13526, Q16236, P11308, Q9NUW8, P56817, Q8WZA2, O94782, P53350, P49841 |
| Iupac Name | (1E,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one |
| Prediction Hob | 1.0 |
| Target Id | NPT4252, NPT591, NPT740 |
| Xlogp | 4.0 |
| Molecular Formula | C19H16O4 |
| Prediction Swissadme | 0.0 |
| Inchi Key | YXAKCQIIROBKOP-HSSGTREWSA-N |
| Fcsp3 | 0.0 |
| Logs | -3.427 |
| Rotatable Bond Count | 5.0 |
| State | Solid |
| Logd | 2.917 |
| Synonyms | 1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione, 1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione, 9CI, 1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione(e,e), Bis-demethoxycurcumin, Bis(4-hydroxycinnamoyl)methane, Bis(p-hydroxycinnamoyl)methane, Bisdemethoxycurcumin, Bisdesmethoxycurcumin, Curcumin III, Didemethoxycurcumin, p,p'-Dihydroxydicinnamoylmethane |
| Compound Name | (1E,4Z,6E)-5-Hydroxy-1,7-Bis(4-Hydroxyphenyl)Hepta-1,4,6-Trien-3-One |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 308.105 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 308.105 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 308.3 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 3.0 |
| Esol | -4.352951556521739 |
| Inchi | InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-13,20-22H/b11-5+,12-6+,18-13- |
| Smiles | C1=CC(=CC=C1/C=C/C(=C/C(=O)/C=C/C2=CC=C(C=C2)O)/O)O |
| Nring | 2.0 |
| Defined Bond Stereocenter Count | 3.0 |
- 1. Outgoing r'ship
FOUND_INto/from Alpinia Officinarum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Curcuma Aromatica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Curcuma Longa (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Curcuma Wenyujin (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Curcuma Zedoaria (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all