Isovestitol

  • GreenMolBD CID : 4357
  • Molecular Formula : C16H16O4
  • Molecular Weight : 272.3
  • Exact Molecular Mass : 272.105
  • IUPAC Name : 3-(4-hydroxy-2-methoxyphenyl)-3,4-dihydro-2H-chromen-7-ol
  • InChI : InChI=1S/C16H16O4/c1-19-16-8-13(18)4-5-14(16)11-6-10-2-3-12(17)7-15(10)20-9-11/h2-5,7-8,11,17-18H,6,9H2,1H3
  • InChI Key : FFDNYMAHNWBKCH-UHFFFAOYSA-N
  • Canonical SMILES : COC1=C(C=CC(=C1)O)C2CC3=C(C=C(C=C3)O)OC2
  • Isomeric SMILES : COc1cc(ccc1C2Cc3ccc(cc3OC2)O)O
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as 2'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C2' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.

1.2. Taxonomy Tree

1.3. Alternative Parent

Isoflavanols; Hydroxyisoflavonoids; Methoxyphenols; 1-benzopyrans; Phenoxy compounds; Methoxybenzenes; Anisoles; Alkyl aryl ethers; 1-hydroxy-2-unsubstituted benzenoids; Oxacyclic compounds; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic heteropolycyclic compounds

1.5. Substituents

2p-methoxyisoflavonoid-skeleton; Hydroxyisoflavonoid; Isoflavanol; Isoflavan; Chromane; Benzopyran; Methoxyphenol; 1-benzopyran; Phenoxy compound; Anisole; Methoxybenzene; Phenol ether; Alkyl aryl ether; 1-hydroxy-2-unsubstituted benzenoid; Phenol; Monocyclic benzene moiety; Benzenoid; Oxacycle; Ether; Organoheterocyclic compound; Organooxygen compound; Hydrocarbon derivative; Organic oxygen compound; Aromatic heteropolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
2.82507 58.92 2 4 20 2 12 12 7.47056 366.032 261.337 0.743925

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-128.637958 2.86 -4.269 -8.67475 0.13747 4.406

4. Compound Reactivity

DLP nRFG nLMR
0 0 5

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 0.145131 10047.6 0.052654 None Strong Mild Non-Degradable 0.0087859 4.1783

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes Yes Yes Yes Yes Yes

7. Synonyms

Name
Isovestitol
7,4'-Dihydroxy-2'-methoxyisoflavan
2H-1-Benzopyran-7-ol, 3,4-dihydro-3-(4-hydroxy-2-methoxyphenyl)-
Isobestitol
AC1LBZRQ
Isovestitol, (+/-)-
CTK5A5374
DTXSID20343729
FFDNYMAHNWBKCH-UHFFFAOYSA-N
LMPK12080028
HE025492
HE191737
NP-016712
(3RS)-7,4'-Dihydroxy-2'-methoxyisoflavan
3-(4-Hydroxy-2-methoxyphenyl)-7-chromanol #
3-(4-hydroxy-2-methoxyphenyl)-3,4-dihydro-2H-chromen-7-ol
4H-1-Benzopyran-4-one,7-hydroxy-3-(4-hydroxy-2-methoxyphenyl)-
63631-42-5
75172-32-6

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Isovestitol
Sesbania grandiflora Root 3 , 4

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
162873691ChemTikSource URLSource DetailCTK5A5374Source Record URL
290043319Aurora Fine Chemicals LLCSource URLSource DetailK10.982.850Source Record URL
3608516701717 CheMall CorporationSource URLSource DetailBG07664337Source Record URL
3608517051717 CheMall CorporationSource URLSource DetailBG07664372Source Record URL
113487047ABI ChemSource URLSource DetailAC1LBZRQSource Record URL