Sativan

  • GreenMolBD CID : 4359
  • Molecular Formula : C17H18O4
  • Molecular Weight : 286.327
  • Exact Molecular Mass : 286.121
  • IUPAC Name : (3R)-3-(2,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-7-ol
  • InChI : InChI=1S/C17H18O4/c1-19-14-5-6-15(17(9-14)20-2)12-7-11-3-4-13(18)8-16(11)21-10-12/h3-6,8-9,12,18H,7,10H2,1-2H3/t12-/m0/s1
  • InChI Key : TUXCLJQCYVCGDW-LBPRGKRZSA-N
  • Canonical SMILES : COC1=CC(=C(C=C1)C2CC3=C(C=C(C=C3)O)OC2)OC
  • Isomeric SMILES : COc1ccc(c(c1)OC)C2Cc3ccc(cc3OC2)O
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.

1.2. Taxonomy Tree

1.3. Alternative Parent

2'-O-methylated isoflavonoids; Isoflavanols; Hydroxyisoflavonoids; Dimethoxybenzenes; 1-benzopyrans; Phenoxy compounds; 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; 4p-methoxyisoflavonoid; Hydroxyisoflavonoid; Isoflavanol; Isoflavan; Chromane; Benzopyran; M-dimethoxybenzene; Dimethoxybenzene; 1-benzopyran; Phenoxy compound; Anisole; Methoxybenzene; Phenol ether; Alkyl aryl ether; 1-hydroxy-2-unsubstituted benzenoid; Monocyclic benzene moiety; Benzenoid; Oxacycle; Ether; Organoheterocyclic compound; Hydrocarbon derivative; Organic oxygen compound; Organooxygen compound; Aromatic heteropolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
3.12807 47.92 1 4 21 3 12 12 7.95928 392.6 283.543 0.72931

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-121.457702 3.15 -4.249 -8.66168 0.16444 4.413

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 0.11343 11226.4 0.0354771 None Strong Severe Non-Degradable 0.00416861 1.98131

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
(-)-Sativan
Sativan
41743-86-6
Sativin (alfalfa)
(3R)-3-(2,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-7-ol
AC1L55TH
CHEBI:115
DTXSID80194577
ZINC4098746
2-hydroxy-2',4'-dimethoxyisoflavan
LMPK12080025
HE342369
C10526
(3R)-3-(2,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol
2H-1-Benzopyran-7-ol, 3-(2,4-dimethoxyphenyl)-3,4-dihydro-, (3R)-

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Sativan
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
3608992821717 CheMall CorporationSource URLSource DetailBG07711949Source Record URL
113468294ABI ChemSource URLSource DetailAC1L55THSource Record URL
330114368ZINCSource URLSource DetailZINC4098746Source Record URL