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3'-Hydroxycinnamic acid

PubChem CID: 637541

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Compound Synonyms 3-Hydroxycinnamic acid, 14755-02-3, 588-30-7, M-COUMARIC ACID, 3-Coumaric acid, m-Hydroxycinnamic acid, (E)-3-(3-Hydroxyphenyl)acrylic acid, trans-3-Hydroxycinnamic acid, 3-(3-Hydroxyphenyl)acrylic acid, trans-m-Coumaric Acid, trans-3-Hydroxycinnamate, Cinnamic acid, m-hydroxy-, 2-propenoic acid, 3-(3-hydroxyphenyl)-, (2E)-, (2E)-3-(3-hydroxyphenyl)acrylic acid, (2E)-3-(3-hydroxyphenyl)prop-2-enoic acid, trans-3-coumaric acid, 3'-Hydroxycinnamic acid, (E)-3-(3-hydroxyphenyl)prop-2-enoic acid, 2-Propenoic acid, 3-(3-hydroxyphenyl)-, MFCD00004390, 3-(3-hydroxyphenyl)prop-2-enoic acid, KWJ2DDJ34H, (E)-3-(3-Hydroxyphenyl)-2-propenoic acid, (2E)-3-(3-Hydroxyphenyl)-2-propenoic acid, CHEBI:32357, NSC 28956, NSC 50308, NSC-28956, NSC-50308, 2-Propenoic acid, 3-(3-hydroxyphenyl)-, (E)-, CHEMBL98521, 3-(3-Hydroxyphenyl)acrylsaeure, 3-(3-hydroxyphenyl)-2-propenoic acid, m-Coumarate, HYDROXYCINNAMIC ACID, TRANS-3-, 3-hydroxycinnamate, (E)-m-Coumaric acid, (2E)-3-(3-hydroxyphenyl)prop-2-enoate, 3-(3-hydroxyphenyl)acrylate, 3-(3-hydroxyphenyl)prop-2-enoate, trans-m-Cumaric Acid, UNII-KWJ2DDJ34H, m-Hydroxycinnamate, m-hydroxy-Cinnamate, EINECS 209-615-0, 3'-Hydroxycinnamate, m-hydroxy-Cinnamic acid, AI3-32389, bmse000093, Cinnamic acid, 3-hydroxy-, m-Coumaric acid (Standard), SCHEMBL442408, CHEBI:47925, HY-N7127R, (E)-m-Coumaric acid (Standard), DTXSID001336224, 3-(3-hydroxyphenyl)-2-Propenoate, ALBB-006261, NSC28956, NSC50308, m-Coumaric acid, analytical standard, trans-3-Hydroxycinnamic acid, 99%, BBL013143, BDBM50146456, s5586, STK400397, AKOS000146568, CCG-266308, FH37075, HY-113357R, (E)-3-(3-hydroxyphenyl)-acrylic acid, (E)-3-(3-hydroxy-phenyl)-acrylic acid, (E)-3-(3-hydroxyphenyl)-2-propenoate, (2E)-3-(3-hydroxyphenyl)-2-propenoate, 1ST40362, AC-16619, AS-12450, LS-13594, HY-113357, CS-0062284, NS00076981, EN300-103182, EN300-345689, F15419, G60884, Q6712039, Z247613734, 358818FD-674F-4656-96AF-40F17C30F2EE, 209-615-0, InChI=1/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 57.5
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles OC=O)/C=C/cccccc6)O
Heavy Atom Count 12.0
Classyfire Class Cinnamic acids and derivatives
Description Coumaric acid is a hydroxycinnamic acid, an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers, o-coumaric acid, m-coumaric acid, and p-coumaric acid, that differ by the position of the hydroxy substitution of the phenyl group. p-Coumaric acid is the most abundant isomer of the three in nature. m-Coumaric acid is found in many foods, some of which are corn, garden tomato (variety), grape wine, and beer.
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Hydroxycinnamic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 186.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P22309, P0DMM9, Q969S8, Q8TDS4, P53987, O60669, P07265, P14920, Q9GZT4, Q99489, A0A0C7ACN7, P05067
Iupac Name (E)-3-(3-hydroxyphenyl)prop-2-enoic acid
Prediction Hob 1.0
Class Cinnamic acids and derivatives
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Target Id NPT646, NPT645
Xlogp 1.8
Superclass Phenylpropanoids and polyketides
Subclass Hydroxycinnamic acids and derivatives
Gsk 4 400 Rule True
Molecular Formula C9H8O3
Scaffold Graph Node Bond Level c1ccccc1
Prediction Swissadme 0.0
Inchi Key KKSDGJDHHZEWEP-SNAWJCMRSA-N
Silicos It Class Soluble
Fcsp3 0.0
Logs -2.386
Rotatable Bond Count 2.0
State Solid
Logd 1.125
Synonyms (2e)-3-(3-Hydroxyphenyl)acrylate, 3-(3-Hydroxyphenyl)-2-propenoate, 3-(3-Hydroxyphenyl)-2-propenoic acid, 3-(3-Hydroxyphenyl)acrylate, 3-(3-Hydroxyphenyl)acrylic acid, 3-(3-Hydroxyphenyl)acrylsaeure, 3-(3-Hydroxyphenyl)prop-2-enoate, 3-(3-Hydroxyphenyl)prop-2-enoic acid, 3-Coumarate, 3-Coumaric acid, 3-Hydroxycinnamate, 3-Hydroxycinnamic acid, 3'-Hydroxycinnamate, 3'-Hydroxycinnamic acid, m-Coumarate, m-Coumaric acid, m-Cumaric acid, m-Hydroxy-cinnamate, m-Hydroxy-cinnamic acid, m-Hydroxycinnamate, m-Hydroxycinnamic acid, (2E)-3-(3-Hydroxyphenyl)-2-propenoic acid, (2E)-3-(3-Hydroxyphenyl)acrylic acid, (e)-3-(3-Hydroxyphenyl)-2-propenoic acid, trans-3-Hydroxycinnamate, trans-3-Hydroxycinnamic acid, (2E)-3-(3-Hydroxyphenyl)prop-2-enoate, (2E)-3-(3-Hydroxyphenyl)-2-propenoate, (2E)-3-(3-Hydroxyphenyl)acrylate, (e)-3-(3-Hydroxyphenyl)-2-propenoate, (2E)-3-(3-Hydroxyphenyl)prop-2-enoic acid, 3-Coumaric acid, (e)-isomer, Meta-coumaric acid, (E)-3-(3-Hydroxyphenyl)acrylic acid, (E)-3-Hydroxycinnamic acid, trans-3-(m-Hydroxyphenyl)-2-propenoic acid, trans-m-Coumaric acid, trans-m-Hydroxycinnamic acid, trans-3-Coumarate, m-coumaric acid
Substituent Name Hydroxycinnamic acid, Coumaric acid or derivatives, Coumaric acid, Cinnamic acid, Phenylpropene, Styrene, Phenol, Benzenoid, Monocyclic benzene moiety, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aromatic homomonocyclic compound
Esol Class Soluble
Functional Groups c/C=C/C(=O)O, cO
Compound Name 3'-Hydroxycinnamic acid
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 164.047
Formal Charge 0.0
Monoisotopic Mass 164.047
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 164.16
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic homomonocyclic compounds
Lipinski Rule Of 5 True
Esol -2.223492
Inchi InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4+
Smiles C1=CC(=CC(=C1)O)/C=C/C(=O)O
Nring 1.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Taxonomy Direct Parent Hydroxycinnamic acids
Np Classifier Superclass Phenylpropanoids (C6-C3)

  • 1. Outgoing r'ship FOUND_IN to/from Citrus Maxima (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Citrus Reticulata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Citrus Unshiu (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Fallopia Multiflora (Plant) Rel Props:Source_db:cmaup_ingredients
  • 5. Outgoing r'ship FOUND_IN to/from Gliricidia Sepium (Plant) Rel Props:Reference:ISBN:9788172362300
  • 6. Outgoing r'ship FOUND_IN to/from Lawsonia Inermis (Plant) Rel Props:Reference:ISBN:9770972795006
  • 7. Outgoing r'ship FOUND_IN to/from Olea Europaea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Papaver Somniferum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Rhododendron Dauricum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Rubus Chingii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Rubus Coreanus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Solanum Nigrum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Vaccinium Myrtillus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all