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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H22O7
Molecular Weight 410.4166
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TEPHROSIN

SMILES

COC1=CC2=C(C=C1OC)[C@@]3(O)[C@@H](CO2)OC4=C(C=CC5=C4C=CC(C)(C)O5)C3=O

InChI

InChIKey=AQBZCCQCDWNNJQ-AUSIDOKSSA-N
InChI=1S/C23H22O7/c1-22(2)8-7-12-15(30-22)6-5-13-20(12)29-19-11-28-16-10-18(27-4)17(26-3)9-14(16)23(19,25)21(13)24/h5-10,19,25H,11H2,1-4H3/t19-,23-/m1/s1

HIDE SMILES / InChI

Molecular Formula C23H22O7
Molecular Weight 410.4166
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Tephrosin-induced autophagic cell death in A549 non-small cell lung cancer cells.
2010-11
Rotenoids from Lablab purpureus L. and their bioefficacy against human disease vectors.
2010-11
Concise modular asymmetric synthesis of deguelin, tephrosin and investigation into their mode of action.
2010-08-23
Natural toxins for use in pest management.
2010-08
Chloroquine potentiates the anti-cancer effect of 5-fluorouracil on colon cancer cells.
2010-07-15
Tephrosin induces internalization and degradation of EGFR and ErbB2 in HT-29 human colon cancer cells.
2010-07-01
Optimising resolution for a preparative separation of Chinese herbal medicine using a surrogate model sample system.
2009-06-26
Phenolic constituents of Amorpha fruticosa that inhibit NF-kappaB activation and related gene expression.
2008-10
Phthalides from Pittosporum illicioides var. illicioides with inhibitory activity on superoxide generation and elastase release by neutrophils.
2008-10
Preparative isolation and purification of three rotenoids and one isoflavone from the seeds of Millettia pachycarpa Benth by high-speed counter-current chromatography.
2008-01-18
[Rotenoids from Derris trifoliata].
2007-06
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
2007-02-01
Two unusual rotenoid derivatives, 7a-O-methyl-12a-hydroxydeguelol and spiro-13-homo-13-oxaelliptone, from the seeds of Derris trifoliata.
2006-05
Cytotoxic compounds from Mundulea chapelieri from the Madagascar Rainforest.
2004-03
Rotenone and rotenoids in cubè resins, formulations, and residues on olives.
2004-01-28
Effect of rotenoids from the seeds of Millettia dura on larvae of Aedes aegypti.
2003-10
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:43:52 GMT 2025
Edited
by admin
on Mon Mar 31 22:43:52 GMT 2025
Record UNII
9C081V83CC
Record Status Validated (UNII)
Record Version
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Name Type Language
TEPHROSIN
MI  
Common Name English
DEGUELINOL I
Preferred Name English
TEPHROSIN [MI]
Common Name English
HYDROXYDEGUELIN
Common Name English
3H-BIS(1)BENZOPYRANO(3,4-B:6',5'-E)PYRAN-7(7AH)-ONE, 13,13A-DIHYDRO-7A-HYDROXY-9,10-DIMETHOXY-3,3-DIMETHYL-, (7AR,13AR)-
Systematic Name English
TOXICAROL
Common Name English
Code System Code Type Description
CHEBI
9442
Created by admin on Mon Mar 31 22:43:52 GMT 2025 , Edited by admin on Mon Mar 31 22:43:52 GMT 2025
PRIMARY
CAS
76-80-2
Created by admin on Mon Mar 31 22:43:52 GMT 2025 , Edited by admin on Mon Mar 31 22:43:52 GMT 2025
PRIMARY
FDA UNII
9C081V83CC
Created by admin on Mon Mar 31 22:43:52 GMT 2025 , Edited by admin on Mon Mar 31 22:43:52 GMT 2025
PRIMARY
PUBCHEM
114909
Created by admin on Mon Mar 31 22:43:52 GMT 2025 , Edited by admin on Mon Mar 31 22:43:52 GMT 2025
PRIMARY
MERCK INDEX
m10563
Created by admin on Mon Mar 31 22:43:52 GMT 2025 , Edited by admin on Mon Mar 31 22:43:52 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID20878627
Created by admin on Mon Mar 31 22:43:52 GMT 2025 , Edited by admin on Mon Mar 31 22:43:52 GMT 2025
PRIMARY
WIKIPEDIA
Tephrosin
Created by admin on Mon Mar 31 22:43:52 GMT 2025 , Edited by admin on Mon Mar 31 22:43:52 GMT 2025
PRIMARY