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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H32O8
Molecular Weight 424.4847
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIDROVALTRATE

SMILES

[H][C@]12C[C@H](OC(C)=O)[C@]3(CO3)[C@@]1([H])[C@H](OC(=O)CC(C)C)OC=C2COC(=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 424.4847
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 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
[The synthesis of valperinol and various 3-aminomethyl derivatives of 2,9-dioxatricyclo[4,3,1,0(3,7)]decane from didrovaltrate].
1984
Valerian-derived sedative agents. I. On the structure and spectral assignment of the constituents of valmane using the selective INEPT nuclear magnetic resonance technique.
1991 Sep
Effect of valepotriates on the behavior of rats in the elevated plus-maze during diazepam withdrawal.
1994 Aug 1

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 Fri Dec 15 16:36:30 UTC 2023
Edited
by admin
on Fri Dec 15 16:36:30 UTC 2023
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 Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID80171363
Created by admin on Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
PRIMARY
ECHA (EC/EINECS)
242-175-8
Created by admin on Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
PRIMARY
ChEMBL
CHEMBL550227
Created by admin on Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
PRIMARY
INN
2200
Created by admin on Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
PRIMARY
FDA UNII
KEN63D125F
Created by admin on Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
PRIMARY
CAS
18296-45-2
Created by admin on Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
PRIMARY
SMS_ID
100000082942
Created by admin on Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
PRIMARY
NSC
335756
Created by admin on Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
PRIMARY
PUBCHEM
65689
Created by admin on Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
PRIMARY
EVMPD
SUB07105MIG
Created by admin on Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
PRIMARY
MESH
C024750
Created by admin on Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
PRIMARY
NCI_THESAURUS
C77251
Created by admin on Fri Dec 15 16:36:30 UTC 2023 , Edited by admin on Fri Dec 15 16:36:30 UTC 2023
PRIMARY
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