Vinleurosine sulfate

Details

Stereochemistry	ABSOLUTE
Molecular Formula	2C46H56N4O9.H2O4S
Molecular Weight	1715.995
Optical Activity	UNSPECIFIED
Defined Stereocenters	22 / 22
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OS(O)(=O)=O.CC[C@]12C[N@]3C[C@H](C[C@@](C(=O)OC)(C4=C(CC3)C5=CC=CC=C5N4)C6=C(OC)C=C7N(C)[C@@H]8[C@]9(CCN%10CC=C[C@](CC)([C@@H]9%10)[C@@H](OC(C)=O)[C@]8(O)C(=O)OC)C7=C6)[C@H]1O2.CC[C@]%11%12C[N@]%13C[C@H](C[C@@](C(=O)OC)(C%14=C(CC%13)C%15=CC=CC=C%15N%14)C%16=C(OC)C=C%17N(C)[C@@H]%18[C@]%19(CCN%20CC=C[C@](CC)([C@@H]%19%20)[C@@H](OC(C)=O)[C@]%18(O)C(=O)OC)C%17=C%16)[C@H]%11O%12

InChI

InChIKey=YCWXIQRLONXJLF-FOVAWKNMSA-N

InChI=1S/2C46H56N4O9.H2O4S/c2*1-8-42-16-12-18-50-20-17-44(37(42)50)30-21-31(34(55-5)22-33(30)48(4)38(44)46(54,41(53)57-7)39(42)58-26(3)51)45(40(52)56-6)23-27-24-49(25-43(9-2)36(27)59-43)19-15-29-28-13-10-11-14-32(28)47-35(29)45;1-5(2,3)4/h2*10-14,16,21-22,27,36-39,47,54H,8-9,15,17-20,23-25H2,1-7H3;(H2,1,2,3,4)/t2*27-,36+,37-,38+,39+,42+,43-,44+,45-,46-;/m00./s1

HIDE SMILES / InChI

Molecular Formula	C46H56N4O9
Molecular Weight	808.9582
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 10
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	H2O4S
Molecular Weight	98.078
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5908742 | Sartorelli Alan C., Johns David G., Antineoplastic and Immunosuppressive Agents, V. 2, p. 671, retrieved from: https://books.google.ru/books?id=aU_oCAAAQBAJ&pg=PA671&lpg=PA671&dq=VINLEUROSINE+trial&source=bl&ots=_-X5LwNs1R&sig=ACfU3U3ypCpTTRwcwZjB90ptMDkp_HjZDg&hl=ru&sa=X&ved=2ahUKEwjq8Nuuy6zjAhUT7KYKHUXnBRoQ6AEwBXoECAgQAQ#v=onepage&q=VINLEUROSINE%20trial&f=false

Vinleurosine is a vinca alkaloid found in species of Catharanthus. This compound was studied as an anticancer agent and participated in clinical trials. However, the drug was more toxic and unpredictable in effect in comparison with vinblastine. Its further development was discontinued.

Approval Year

PubMed

Title	Date	PubMed
A reduction in energy-dependent amino acid transport by microtubular inhibitors in Ehrlich ascites tumor cells.	1975-10	1194361
Biochemical effects of the Vinca alkaloids. IV. Studies with vinleurosine.	1969-01	5780988
Clinical trial of vinleurosine sulfate (NSC-90636): a new drug derived from Vinca rosea Linn.	1966-01-01	5908742

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:36:45 GMT 2025` Edited by `admin` on `Mon Mar 31 17:36:45 GMT 2025`
Record UNII	G7E5NU015T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LILLY 32645

Preferred Name

English

Vinleurosine sulfate

Official Name

English

VINCALEUKOBLASTINE, 4'-DEOXY-3',4'-EPOXY-, (3'.ALPHA.,4'.ALPHA.)-, SULFATE (2:1)

Common Name

English

VINLEUROSINE SULPHATE

Common Name

English

VINLEUROSINE SULFATE [USAN]

Common Name

English

LY-32645

Code

English

LEUROSINE SULFATE

Common Name

English

NSC-90636

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C932