DIDROVALTRATE

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 Search

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

Approval Year

Conditions

Condition	Modality	Highest Phase	Product
Tumors of the oral cavity Sources: http://customers.hbci.com/~wenonah/new/nieper.htm	Primary	Approved 4033	VALMANE Approved Use Unknown Launch Date 4.10227212E11
Kidney cancer 3 Sources: http://customers.hbci.com/~wenonah/new/nieper.htm	Primary	Approved 4033	VALMANE Approved Use Unknown Launch Date 4.10227212E11
Breast cancer 165 Sources: http://customers.hbci.com/~wenonah/new/nieper.htm	Primary	Approved 4033	VALMANE Approved Use Unknown Launch Date 4.10227212E11
Mesothelioma 2 Sources: http://customers.hbci.com/~wenonah/new/nieper.htm	Primary	Approved 4033	VALMANE Approved Use Unknown Launch Date 4.10227212E11
Lung cancer 23 Sources: http://customers.hbci.com/~wenonah/new/nieper.htm	Primary	Approved 4033	VALMANE Approved Use Unknown Launch Date 4.10227212E11

PubMed

Title	Date	PubMed
The Structure of New Valepotriates from Tissue Cultures of Valeriana wallichii.	1984 Jun	17340305
High-yield production of valepotriates by hairy root cultures of Valeriana officnalis L. var. sambucifolia Mikan.	1992 Jul	24201434

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

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Name

Type

Language

DIDROVALTRATE

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