2-Phenylbut-2-enal

  • GreenMolBD CID : 64
  • Molecular Formula : C10H10O
  • Molecular Weight : 146.189
  • Exact Molecular Mass : 146.073
  • IUPAC Name : (Z)-2-phenylbut-2-enal
  • InChI : InChI=1S/C10H10O/c1-2-9(8-11)10-6-4-3-5-7-10/h2-8H,1H3/b9-2+
  • InChI Key : DYAOGZLLMZQVHY-XNWCZRBMSA-N
  • Canonical SMILES : CC=C(C=O)C1=CC=CC=C1
  • Isomeric SMILES : C/C=C(\C=O)/c1ccccc1
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as phenylacetaldehydes. These are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde.

1.2. Taxonomy Tree

1.3. Alternative Parent

Styrenes; Enals; Organic oxides; Hydrocarbon derivatives; Aldehydes;

1.4. Molecular Framework

Aromatic homomonocyclic compounds

1.5. Substituents

Phenylacetaldehyde; Styrene; Enal; Alpha; beta-unsaturated aldehyde; Organic oxygen compound; Organic oxide; Hydrocarbon derivative; Organooxygen compound; Carbonyl group; Aldehyde; Aromatic homomonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
2.2888 17.07 0 1 11 2 6 6 4.6157 221.864 171.42 0.658913

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-1.657452 2.23 -4.908 -9.48417 -0.33181 4.576

4. Compound Reactivity

DLP nRFG nLMR
9 1 2

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 Non-Toxic 1.96681 4257.29 0.148055 Mild Strong None Degradable 0.0060608 7.26904

6. Drug-Likeliness Test

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

7. Synonyms

Name
(2Z)-2-Phenyl-2-butenal
UNII-6551UBO49N
2-Phenyl-2-butenal, (2Z)-
2-PHENYL-2-BUTENAL
2-phenylbut-2-enal
Benzeneacetaldehyde, .alpha.-ethylidene-
54075-10-4
2-Phenyl-2-buten-1-al
4411-89-6
FEMA No. 3224, Z-
2-Phenyl-2-butenal #
AC1NSV5P
Benzeneacetaldehyde, alpha-ethylidene-, (Z)-
(Z)-2-phenylbut-2-enal
(Z)-2-Phenyl-2-butenal
Benzeneacetaldehyde, alpha-ethylidene-, (alphaZ)-
SCHEMBL262669
DTXSID40202405
DYAOGZLLMZQVHY-XNWCZRBMSA-N
6551UBO49N
.alpha.-Ethylidenbenzeneacetaldehyde
ZINC2037863
.alpha.-Ethylidenebenzeneacetaldehyde
.alpha.-Ethylidene-phenylacetaldehyde
AKOS022634232
2-Phenylacetaldehyde, .alpha.-ethylidene
KB-231965
TC-170337
2-Phenyl-2-butenal, mixture of cis and trans
I14-93869
UNII-E8991Q8HSC component DYAOGZLLMZQVHY-XNWCZRBMSA-N

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
2-Phenylbut-2-enal
Abelmoschus esculentus (L.) Moench Pod 3

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

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
172881423Nanjing KaimuboSource URLSource DetailKB-231965Source Record URL
144108063ISpharmSource URLSource DetailI14-93869Source Record URL
369512853AmbinterSource URLSource DetailAmb18644269Source Record URL
216233668AKos Consulting & SolutionsSource URLSource DetailAKOS022634232Source Record URL
256349124ZINCSource URLSource DetailZINC2037863Source Record URL
114169733ABI ChemSource URLSource DetailAC1NSV5PSource Record URL
204407277TractusSource URLSource DetailTC-170337Source Record URL
162245102Chembase.cnSource URLSource Detail150943Source Record URL
293085750Aurora Fine Chemicals LLCSource URLSource DetailA02.572.693Source Record URL