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Details

Stereochemistry ACHIRAL
Molecular Formula C22H26O8
Molecular Weight 418.437
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLAVASPIDIC ACID AB

SMILES

CCCC(=O)C1=C(O)C(C)=C(O)C(CC2=C(O)C(C)(C)C(O)=C(C(C)=O)C2=O)=C1O

InChI

InChIKey=XRWVZSPWRNDJNS-UHFFFAOYSA-N
InChI=1S/C22H26O8/c1-6-7-13(24)15-17(26)9(2)16(25)11(18(15)27)8-12-19(28)14(10(3)23)21(30)22(4,5)20(12)29/h25-27,29-30H,6-8H2,1-5H3

HIDE SMILES / InChI

Molecular Formula C22H26O8
Molecular Weight 418.437
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/12951487 | https://www.ncbi.nlm.nih.gov/pubmed/19471878

Flavaspidic acid AB (FA-AB) is a compound isolated from Dryopteris crassirhizoma Nakai, a semi-evergreen fern which is widely used as a traditional Chinese medicine. Flavaspidic acid AB was able to inhibit viral RNA replication in vitro. However, it did not directly inhibit the viral RNA-dependent RNA polymerase, but Flavaspidic acid AB could indirectly inhibit the reproductive and respiratory syndrome virus replication by regulating some antiviral cytokines. The physiological and toxicological properties of this compound have not been evaluated in humans.

Originator

Sources: Acta Chemica Scandinavica (1964), 18, (2), 344-52.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: respiratory syndrome virus
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Antibacterial activity of two phloroglucinols, flavaspidic acids AB and PB, from Dryopteris crassirhizoma.
2009 May
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Cytotoxic effects of FA-AB (Flavaspidic acid AB) were evaluated by the MTT (3-(4,5)-dimethylthiahiazo(-z-y1)-3,5-di-phenytetrazoliumromide) assay. Marc-145 cells or PAMs in a 96-well plate were cultured in 100 ll DMEM or RPMI 1640 containing 0, 10, 20, 30, 40, 50, 60, 70, or 80 lg/ml FA-AB for 48 h at 37 _C. Next, the culture medium was replaced with fresh medium containing 20 mkl of 5 mg/ml MTT after washing three times with PBS, and cells were further cultured for 4 h at 37 C. Cells were then washed carefully and 150 mkl DMSO was added per well to dissolve the crystals for 10 min. The resulting absorbance of each well was recorded at 490 nm using a plate reader.
Substance Class Chemical
Created
by admin
on Sat Dec 16 03:07:41 GMT 2023
Edited
by admin
on Sat Dec 16 03:07:41 GMT 2023
Record UNII
91GX3RYD91
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLAVASPIDIC ACID AB
Common Name English
BUTYROPHENONE, 3'-((5-ACETYL-2,4-DIHYDROXY-3,3-DIMETHYL-6-OXO-1,4-CYCLOHEXADIEN-1-YL)METHYL)-2',4',6'-TRIHYDROXY-5'-METHYL-
Systematic Name English
2,5-CYCLOHEXADIEN-1-ONE, 2-ACETYL-3,5-DIHYDROXY-4,4-DIMETHYL-6-((2,4,6-TRIHYDROXY-3-METHYL-5-(1-OXOBUTYL)PHENYL)METHYL)-
Systematic Name English
Code System Code Type Description
CAS
3761-64-6
Created by admin on Sat Dec 16 03:07:41 GMT 2023 , Edited by admin on Sat Dec 16 03:07:41 GMT 2023
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FDA UNII
91GX3RYD91
Created by admin on Sat Dec 16 03:07:41 GMT 2023 , Edited by admin on Sat Dec 16 03:07:41 GMT 2023
PRIMARY
PUBCHEM
25096977
Created by admin on Sat Dec 16 03:07:41 GMT 2023 , Edited by admin on Sat Dec 16 03:07:41 GMT 2023
PRIMARY