U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C22H32O8
Molecular Weight 424.4855
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIDROVALTRATE

SMILES

CC(C)CC(=O)OCC1=CO[C@]([H])([C@@]2([H])[C@]1([H])C[C@@]([H])([C@@]32CO3)OC(=O)C)OC(=O)CC(C)C

InChI

InChIKey=PHHROXLDZHUIGO-PNBTUHDLSA-N
InChI=1S/C22H32O8/c1-12(2)6-18(24)26-9-15-10-27-21(30-19(25)7-13(3)4)20-16(15)8-17(29-14(5)23)22(20)11-28-22/h10,12-13,16-17,20-21H,6-9,11H2,1-5H3/t16-,17+,20-,21+,22-/m1/s1

HIDE SMILES / InChI

Molecular Formula C22H32O8
Molecular Weight 424.4855
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Sources: ISBN-13: 978-0895298645
Curator's Comment:: description was created based on several sources, including http://customers.hbci.com/~wenonah/new/nieper.htm

Didrovaltrate is an active compound derived from Valeriana plant. In experiments with rat HTC cells, didrovaltrate showed considerable cytotoxicity which made it a promising agent for the treatment of cancer. There are no clinical trials available on the drug, however, there are studies reporting its clinical use (under the name Valmane) in patients with kidney cancer, oral cavity cancer, breast cancer and lung cancer. It is believed that the drugs acts by inhibiting the protein synthesis. The current marketing status of the drug is unknown and supposed to be "discontinued".

Originator

Sources: ISBN-13: 978-0895298645

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
VALMANE

Approved Use

Unknown

Launch Date

4.10227212E11
Primary
VALMANE

Approved Use

Unknown

Launch Date

4.10227212E11
Primary
VALMANE

Approved Use

Unknown

Launch Date

4.10227212E11
Primary
VALMANE

Approved Use

Unknown

Launch Date

4.10227212E11
Primary
VALMANE

Approved Use

Unknown

Launch Date

4.10227212E11
PubMed

PubMed

TitleDatePubMed
[In vitro- and vivo-metabolism of 14C-didrovaltrate (author's transl)].
1980 Apr
HPCL Separation and quantitative determination of valepotriates from Valeriana kilimandascharica.
1981 Oct
Antispasmodic effects of valeriana compounds: an in-vivo and in-vitro study on the guinea-pig ileum.
1982 Jun
Valepotriate content in different in vitro cultures of Valerianaceae and characterization of Valeriana officinalis L. callus during a growth period.
1983 Oct 21
[The synthesis of valperinol and various 3-aminomethyl derivatives of 2,9-dioxatricyclo[4,3,1,0(3,7)]decane from didrovaltrate].
1984
The Structure of New Valepotriates from Tissue Cultures of Valeriana wallichii.
1984 Jun
Effects of thiol compounds versus the cytotoxicity of valepotriates on cultured hepatoma cells.
1990 Apr
Effect of didrovaltrate on I-calcium current in rabbit ventricular myocytes.
2012 Sep

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
HTC cells (rat cultured hepatoma cells) were incubated in 75 ml culture flasks at 37 C. After reacjing a density of 8*10(5) cells/ml (3-4 days), cells were treated with etanol solution of didrovaltrate (50 ul per 75 ml of culture flasks).
Substance Class Chemical
Created
by admin
on Sat Jun 26 05:55:14 UTC 2021
Edited
by admin
on Sat Jun 26 05:55:14 UTC 2021
Record UNII
KEN63D125F
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIDROVALTRATE
INN   MART.  
INN  
Official Name English
DIDROVALTRATE [INN]
Common Name English
BUTANOIC ACID, 3-METHYL-, (1S,2'R,4AS,6S,7AS)-6-(ACETYLOXY)-4A,5,6,7A-TETRAHYDRO-4-((3-METHYL-1-OXOBUTOXY)METHYL)SPIRO(CYCLOPENTA(C)PYRAN-7(1H),2'-OXIRAN)-1-YL ESTER
Common Name English
NSC-335756
Code English
DIDROVALTRATE [MART.]
Common Name English
1,4A,5,7A-TETRAHYDRO-1,6-DIHYDROXYSPIRO(CYCLOPENTA(C)PYRAN-7(6H),2'-OXIRANE)-4-METHANOL 6-ACETATE 1,4-DIISOVALERATE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29756
Created by admin on Sat Jun 26 05:55:14 UTC 2021 , Edited by admin on Sat Jun 26 05:55:14 UTC 2021
Code System Code Type Description
EPA CompTox
18296-45-2
Created by admin on Sat Jun 26 05:55:14 UTC 2021 , Edited by admin on Sat Jun 26 05:55:14 UTC 2021
PRIMARY
ECHA (EC/EINECS)
242-175-8
Created by admin on Sat Jun 26 05:55:14 UTC 2021 , Edited by admin on Sat Jun 26 05:55:14 UTC 2021
PRIMARY
ChEMBL
CHEMBL550227
Created by admin on Sat Jun 26 05:55:14 UTC 2021 , Edited by admin on Sat Jun 26 05:55:14 UTC 2021
PRIMARY
INN
2200
Created by admin on Sat Jun 26 05:55:14 UTC 2021 , Edited by admin on Sat Jun 26 05:55:14 UTC 2021
PRIMARY
FDA UNII
KEN63D125F
Created by admin on Sat Jun 26 05:55:14 UTC 2021 , Edited by admin on Sat Jun 26 05:55:14 UTC 2021
PRIMARY
CAS
18296-45-2
Created by admin on Sat Jun 26 05:55:14 UTC 2021 , Edited by admin on Sat Jun 26 05:55:14 UTC 2021
PRIMARY
PUBCHEM
65689
Created by admin on Sat Jun 26 05:55:14 UTC 2021 , Edited by admin on Sat Jun 26 05:55:14 UTC 2021
PRIMARY
EVMPD
SUB07105MIG
Created by admin on Sat Jun 26 05:55:14 UTC 2021 , Edited by admin on Sat Jun 26 05:55:14 UTC 2021
PRIMARY
MESH
C024750
Created by admin on Sat Jun 26 05:55:14 UTC 2021 , Edited by admin on Sat Jun 26 05:55:14 UTC 2021
PRIMARY
NCI_THESAURUS
C77251
Created by admin on Sat Jun 26 05:55:14 UTC 2021 , Edited by admin on Sat Jun 26 05:55:14 UTC 2021
PRIMARY
Related Record Type Details
CONSTITUENT ALWAYS PRESENT -> PARENT
Related Record Type Details
ACTIVE MOIETY