2,3-Dihydrobenzofuran

  • GreenMolBD CID : 105
  • Molecular Formula : C8H8O
  • Molecular Weight : 120.151
  • Exact Molecular Mass : 120.058
  • IUPAC Name : 2,3-dihydro-1-benzofuran
  • InChI : InChI=1S/C8H8O/c1-2-4-8-7(3-1)5-6-9-8/h1-4H,5-6H2
  • InChI Key : HBEDSQVIWPRPAY-UHFFFAOYSA-N
  • Canonical SMILES : C1COC2=CC=CC=C21
  • Isomeric SMILES : c1ccc2c(c1)CCO2
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as coumarans. These are compounds containing the coumaran skeleton, which consists of a benzene ring fused to a 2,3-dihydrofuran ring.

1.2. Taxonomy Tree

1.3. Alternative Parent

Alkyl aryl ethers; Benzenoids; Oxacyclic compounds; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic heteropolycyclic compounds

1.5. Substituents

Coumaran; Alkyl aryl ether; Benzenoid; Oxacycle; Ether; Organic oxygen compound; Hydrocarbon derivative; Organooxygen compound; Aromatic heteropolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
1.62147 9.23 0 1 9 0 6 6 3.5641 174.494 119.966 0.68857

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-18.800907 1.33 -4.347 -8.93177 0.23817 4.585

4. Compound Reactivity

DLP nRFG nLMR
8 0 1

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)
Non-Carcinogen Non-Mutagen Toxic 0.360961 6870.25 0.0882012 None None Mild Non-Degradable 0.0629536 13.4916

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
2,3-DIHYDROBENZOFURAN
496-16-2
Coumaran
2,3-dihydrobenzo[b]furan
2,3-Dihydro-1-benzofuran
Benzofuran, 2,3-dihydro-
Dihydrobenzofuran
Kumaran
Dihydrocoumarone
2,3-Dihydro-benzofuran
2,3-dihydrobenzofurane
EINECS 207-817-3
2,3-dihydrobenzo(b)furan
benzoxolane
dihydrobenzfuran
CHEMBL370688
CHEBI:87607
HBEDSQVIWPRPAY-UHFFFAOYSA-N
MFCD00005855
SBB056038
cumaran
UNII-99E861415L
zlchem 550
PubChem6931
1,2-dihydrobenzofuran
2,3-dihydro-benzofura
2,3-di-hydrobenzofuran
AC1Q1HUC
ACMC-1AS6I
AC1L1UZ2
AC1Q1H8J
SCHEMBL33192
KSC202C2T
SCHEMBL155424
2,3-Dihydro-1-benzofuran #
2,3-Dihydrobenzofuran, 99%
DTXSID2022040
KS-00000DDY
ZLC0415
Coumaran (2,3-dihydrobenzofuran)
MolPort-000-146-048
CS-M0160
STR03933
ZINC6661321
2,3-Dihydrobenzofuran, 98% 5g
ANW-75494
BDBM50168006
AKOS000121274
AC-7075
AN-9337
MCULE-7727658419
PS-4599
RP07615
RTC-064052
TRA0075748
AJ-56528
AK-35322
BC207982
BR-35322
CJ-13057
HE000380
HE090460
HE090461
KB-16938
SC-04817
SY003884
DB-019755
LS-184879
ST2409032
TC-064052
99E861415L
D1583
FT-0609657
ST51038013
W6514
EN300-21620
A23762
M-5015
2,3-Dihydrobenzofuran, purum, >=97.0% (GC)
27164-EP2275404A1
27164-EP2281818A1
27164-EP2305651A1
27164-EP2308510A1
27164-EP2308562A2
27164-EP2308854A1
27164-EP2314575A1
27164-EP2371811A2
51971-EP2286811A1
51971-EP2295550A2
51971-EP2308844A2
51971-EP2308845A2
51971-EP2308846A2
80105-EP2272517A1
80105-EP2305250A1
91300-EP2272832A1
91300-EP2281817A1
91300-EP2292592A1
91300-EP2295429A1
91300-EP2298743A1
91300-EP2305219A1
145723-EP2292611A1
I01-0234
Q-100558
F0001-1291
Z271099478
InChI=1/C8H8O/c1-2-4-8-7(3-1)5-6-9-8/h1-4H,5-6H

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
2,3-Dihydrobenzofuran
Abelmoschus esculentus (L.) Moench Pod 3
Ammannia baccifera L. Aerial 1
Colocasia esculenta Linn. Cormel 2
Hygrophila auriculata Whole Part 6
Imperata cylindrica (L.)  Rhizome 8
Lippia nodiflora (L.) Pod 2
Microcos paniculata Leaf 2
Rumex vesicarius Aerial 3
Tamarindus indica Fruit 9

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
107 Cytochrome P450 1A2 Homo sapiens 1200000 10.1021/jm0489713 15916432
108 cytochrome P450 family 1 subfamily A member 2 CYP1A2 Homo sapiens 1200 241334

10. Chemical Vendors

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