Caffeic Acid Phenethyl Ester
PubChem CID: 5281787
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| Compound Synonyms | Caffeic acid phenethyl ester, Phenethyl caffeate, 104594-70-9, CAPE, phenethyl 3-(3,4-dihydroxyphenyl)acrylate, Capeee, 115610-29-2, Phenylethyl caffeate, 100981-80-4, PHENETHYL CAFFEATE (CAPE), 2-phenylethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate, caffeic acid phenylethyl ester, 2-phenylethyl caffeate, 2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, 2-phenylethyl ester, 2-Phenylethyl (2e)-3-(3,4-Dihydroxyphenyl)prop-2-Enoate, CHEBI:8062, G960R9S5SK, (E)-phenethyl 3-(3,4-dihydroxyphenyl)acrylate, MFCD00866470, 2-phenylethyl 3-(3,4-dihydroxyphenyl)-2-propenoate, CHEMBL319244, Trans-Caffeic Acid Phenethyl Ester, 2-phenylethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate, CAPE compound, SMR000326751, Caffeic acid-phenethyl ester, Phenethyl (E)-caffeate, SR-01000075785, DTXSID8040987, phenethyl 3,4-dihydroxycinnamate, UNII-G960R9S5SK, 3-(3,4-Dihydroxyphenyl)-2-propenoic acid 2-phenylethyl ester, Caffeic acid ester, QAP, caffeic acidphenethylester, caffeic acid phenethylester, caffeic-acid-phenethyl-ester, caffeic acid phenylethylester, Lopac0_000269, Phenylethyl caffeate, (E)-, BSPBio_001560, BSPBio_003586, MLS000859889, MLS002207297, Caffeic acid-phenylethyl ester, SPECTRUM1502209, 2-phenylethyl 3-(3,4-dihydroxyphenyl)prop-2-enoate, phenethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate, CHEBI:93478, DTXCID40810387, DTXSID80861176, PHENETHYL CAFFEATE [INCI], FR102, HMS1361N22, HMS1791N22, HMS1989N22, HMS2233J04, HMS3260F20, HMS3402N22, HMS3413D22, HMS3649C16, HMS3677D22, Phenylethyl 3,4-dihydroxycinnamate, Caffeic acid beta-phenylethyl ester, BCP27877, Caffeic acid phenethyl ester(CAPE), HY-N0274, MSK14259, Tox21_500269, BDBM50029207, CCG-39542, s7414, 2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, 2-phenylethyl ester, (E)-, AKOS015888207, AC-8896, FC19630, LP00269, SDCCGSBI-0050257.P002, IDI1_034030, QTL1_000016, NCGC00093727-01, NCGC00093727-02, NCGC00093727-03, NCGC00093727-04, NCGC00093727-05, NCGC00093727-06, NCGC00093727-07, NCGC00093727-08, NCGC00093727-09, NCGC00093727-16, NCGC00260954-01, AS-14021, LS-14562, CS-0008774, EU-0100269, SW219156-1, (E)-phenethyl3-(3,4-dihydroxyphenyl)acrylate, C 8221, SR-01000075785-1, SR-01000075785-6, SR-01000075785-9, BRD-K84709232-001-02-6, BRD-K96188950-001-02-9, BRD-K96188950-001-04-5, BRD-K96188950-001-15-1, BRD-K96188950-001-16-9, Caffeic acid phenethyl ester, >=97% (HPLC), powder, Caffeic acid phenethyl esterCAPE, Phenylethyl caffeate, Q15410860, 3-(3,4-Dihydroxy-phenyl)-acrylic acid phenethyl ester, (E)-3-(3,4-Dihydroxy-phenyl)-acrylic acid phenethyl ester, 3-(3,4-Dihydroxyphenyl)-2-propenoic Acid, 2-Phenylethyl Ester, 3-(3,4-Dihydroxyphenyl)-2-propenoic acid 2-phenylethyl ester, CAPE, Phenethyl caffeate, 627-151-0 |
|---|---|
| Topological Polar Surface Area | 66.8 |
| Hydrogen Bond Donor Count | 2.0 |
| Heavy Atom Count | 21.0 |
| Description | Caffeic acid ester, also known as caffeic acid phenethyl ester or cape, belongs to coumaric acids and derivatives class of compounds. Those are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Caffeic acid ester is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Caffeic acid ester can be found in corn, flaxseed, oat, and peach, which makes caffeic acid ester a potential biomarker for the consumption of these food products. |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 347.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | Q7ZJM1, P23219, P35354, n.a., P02545, Q99714, B2RXH2, Q16637, P42345, Q9NUW8, P10636, P0A6C1, P51450, P00352, Q01453, Q9F4F7, Q194T2, P16050, P02791, P18054, Q03164, O97447, P54132, P15428, P08684, O75496, Q96QE3, O75164, Q99549, Q96KQ7, O15648, P83916, O15296, Q13951, P21728, O95149, O89049, P11021, Q9Y253, P49798, O94782, P23975, P07943, P03372, P28482, P00533, P06241, P04626, P06239, P15121, O60218, Q8IUX4, P42330, P17516, Q04828, P52895, O94925, Q99700, P43220, Q13526, Q16236, O42275, P81908, O75874, P37840, Q13148, Q9NPD5, Q9Y6L6, P15289, P27695, P02766, P00591, O35505, O95069, P05067, Q9Y6Y9, P09917, P0DTD1, P14550 |
| Iupac Name | 2-phenylethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate |
| Prediction Hob | 1.0 |
| Class | Cinnamic acids and derivatives |
| Target Id | NPT30, NPT31, NPT483, NPT149, NPT48, NPT93, NPT940, NPT50, NPT51, NPT94, NPT796, NPT792, NPT1119, NPT58, NPT151, NPT109, NPT10, NPT228, NPT108, NPT282, NPT285, NPT14, NPT286, NPT13, NPT41, NPT1270, NPT3504, NPT3506, NPT3505, NPT3507, NPT77, NPT78, NPT570 |
| Xlogp | 4.2 |
| Superclass | Phenylpropanoids and polyketides |
| Subclass | Hydroxycinnamic acids and derivatives |
| Molecular Formula | C17H16O4 |
| Prediction Swissadme | 0.0 |
| Inchi Key | SWUARLUWKZWEBQ-VQHVLOKHSA-N |
| Fcsp3 | 0.1176470588235294 |
| Logs | -3.402 |
| Rotatable Bond Count | 6.0 |
| Logd | 3.553 |
| Synonyms | 2-Phenylethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate, 2-Phenylethyl caffeate, Caffeic acid phenethyl ester, CAPE, 2-Phenylethyl (2E)-3-(3,4-dihydroxyphenyl)acrylic acid, 2-Phenylethyl caffeic acid, Caffeate phenethyl ester, Phenethyl caffeic acid, CAPE compound, CAPEEE, Caffeic acid phenyl ester, Phenyl caffeate, Caffeate ester, Phenethyl caffeate |
| Compound Name | Caffeic Acid Phenethyl Ester |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 284.105 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 284.105 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 284.31 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 1.0 |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Esol | -4.244085342857142 |
| Inchi | InChI=1S/C17H16O4/c18-15-8-6-14(12-16(15)19)7-9-17(20)21-11-10-13-4-2-1-3-5-13/h1-9,12,18-19H,10-11H2/b9-7+ |
| Smiles | C1=CC=C(C=C1)CCOC(=O)/C=C/C2=CC(=C(C=C2)O)O |
| Nring | 2.0 |
| Defined Bond Stereocenter Count | 1.0 |
| Taxonomy Direct Parent | Coumaric acids and derivatives |
- 1. Outgoing r'ship
FOUND_INto/from Anodendron Affine (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Avena Sativa (Plant) Rel Props:Source_db:fooddb_chem_all - 3. Outgoing r'ship
FOUND_INto/from Cedrela Salvadorensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Cinnamomum Aromaticum (Plant) Rel Props:Source_db:cmaup_ingredients - 5. Outgoing r'ship
FOUND_INto/from Cinnamomum Cassia (Plant) Rel Props:Source_db:npass_chem_all - 6. Outgoing r'ship
FOUND_INto/from Garcinia Cambogia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 7. Outgoing r'ship
FOUND_INto/from Hertia Cheirifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 8. Outgoing r'ship
FOUND_INto/from Licaria Chrysophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 9. Outgoing r'ship
FOUND_INto/from Linum Usitatissimum (Plant) Rel Props:Source_db:fooddb_chem_all - 10. Outgoing r'ship
FOUND_INto/from Ormosia Hosiei (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 11. Outgoing r'ship
FOUND_INto/from Ornithoglossum Viride (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 12. Outgoing r'ship
FOUND_INto/from Petasites Laevigatus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 13. Outgoing r'ship
FOUND_INto/from Prunus Persica (Plant) Rel Props:Source_db:fooddb_chem_all - 14. Outgoing r'ship
FOUND_INto/from Rhododendron Dauricum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 15. Outgoing r'ship
FOUND_INto/from Rubia Tetragona (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 16. Outgoing r'ship
FOUND_INto/from Schizanthus Tricolor (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 17. Outgoing r'ship
FOUND_INto/from Sphaeranthus Confertifolius (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 18. Outgoing r'ship
FOUND_INto/from Zea Mays (Plant) Rel Props:Source_db:fooddb_chem_all