RISTOCETIN A

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C95H110N8O44
Molecular Weight	2067.9171
Optical Activity	UNSPECIFIED
Defined Stereocenters	37 / 37
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC(=O)[C@H]1NC(=O)[C@H]2NC(=O)[C@H](NC(=O)[C@@H]3NC(=O)[C@H]4NC(=O)[C@H](NC(=O)[C@H](N)C5=CC(OC6=CC4=CC(O)=C6C)=C(O)C=C5)[C@H](O)C7=CC=C(OC8=CC3=CC(OC9=CC=C(C=C9)[C@H]2O[C@H]%10C[C@@H](N)[C@@H](O)[C@H](C)O%10)=C8O[C@@H]%11O[C@H](CO[C@@H]%12O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%12O)[C@@H](O)[C@H](O)[C@H]%11O[C@H]%13O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%13O[C@@H]%14OC[C@@H](O)[C@@H](O)[C@@H]%14O)C=C7)C%15=CC=C(O)C(=C%15)C%16=C1C=C(O)C=C%16O[C@@H]%17O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%17O

InChI

InChIKey=VUOPFFVAZTUEGW-SRXUPNLNSA-N

InChI=1S/C95H110N8O44/c1-30-47(109)18-37-20-49(30)139-50-19-35(9-16-46(50)108)59(97)84(125)102-64-68(113)33-5-11-40(12-6-33)137-52-21-38-22-53(81(52)145-95-83(76(121)72(117)56(143-95)29-134-91-78(123)73(118)67(112)32(3)136-91)147-94-82(75(120)71(116)55(27-105)142-94)146-92-77(122)69(114)48(110)28-133-92)138-41-13-7-34(8-14-41)80(144-57-25-44(96)66(111)31(2)135-57)65-89(130)101-63(90(131)132-4)43-23-39(106)24-51(140-93-79(124)74(119)70(115)54(26-104)141-93)58(43)42-17-36(10-15-45(42)107)60(85(126)103-65)98-87(128)62(38)99-86(127)61(37)100-88(64)129/h5-24,31-32,44,48,54-57,59-80,82-83,91-95,104-124H,25-29,96-97H2,1-4H3,(H,98,128)(H,99,127)(H,100,129)(H,101,130)(H,102,125)(H,103,126)/t31-,32-,44+,48+,54+,55+,56+,57-,59+,60+,61-,62+,63-,64+,65-,66-,67-,68+,69+,70+,71+,72+,73+,74-,75-,76-,77-,78+,79-,80+,82-,83+,91+,92-,93+,94+,95-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C95H110N8O44
Molecular Weight	2067.9171
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	37 / 37
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.practical-haemostasis.com/Factor%20Assays/VWF/VWF%20Functional%20Assays/vwf_ristocetin_cofactor_assay_lta.html | http://www.biodatacorp.com/library/products/101241_technical_bulletin_aggrecetin_english_rev_q.pdf | https://www.ncbi.nlm.nih.gov/pubmed/13585306 | https://www.ncbi.nlm.nih.gov/pubmed/11240613

Ristocetin A is an antibiotic, derived from Nocardia lurida and exerts bactericidal effect against a range of Gram-positive cocci, Gramnegative diplococci, and Myco. tuberculosis. Ristocetin A and B were applied to treat staphylococcal infections but no longer used clinically because it caused thrombocytopenia and platelet agglutination. The Von Willebrand Ristocetin Cofactor [vWF:RCo] assay measures the ability of a patient’s plasma to agglutinate platelets in the presence of the antibiotic Ristocetin. The rate of Ristocetin induced agglutination is related to the concentration and functional activity of the plasma von Willebrand factor. Ristocetin is thought to bind to VWF at Glu1239-Pro-Gly Gly1242.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
von Willebrand factor 1 Target ID: CHEMBL2021748 Sources: http://www.practical-haemostasis.com/Factor%20Assays/VWF/VWF%20Functional%20Assays/vwf_ristocetin_cofactor_assay_lta.html	Binding Agent 1076

Conditions

Condition	Modality	Targets	Highest Phase	Product
von Willebrand disease 1 Sources: http://www.biodatacorp.com/library/products/101241_technical_bulletin_aggrecetin_english_rev_q.pdf https://www.ncbi.nlm.nih.gov/pubmed/18031294 https://www.ncbi.nlm.nih.gov/pubmed/11240613	Diagnostic		Approved 8583	AggRecetin Approved Use Unknown

PubMed

Title	Date	PubMed
Destruction of the platelet aggregating activity of ristocetin A.	1978-04-15	565300
Structural investigation of the antibiotic ristomycin A. Synthesis of ristobiose and ristotriose.	1976-06	181356
[Complex ester grouping in the molecules of ristomycin A and B].	1969-06	4309174
[Ristomycin A and B. Structure of the carbohydrate part of the molecule].	1968-10	4303354
[Polarimetric method of determination of ristomycin A in eluates].	1966-10	4297865
Ristocetin, a microbiological comparison of ristocetins A and B.	1957-01-01	13521802

Patents

Sample Use Guides

In Vivo Use Guide

25 mg. per kg. body weight

Route of Administration: Intravenous

In Vitro Use Guide

In studies on the natural bacterial resistance to Ristocetin was revealed that none of 400 clinically-isolated cultures of streptococci, staphylococci or pneumococci were resistant. Serial transfer did not readily result in resistance, although two strains of staphylococci were made 100-fold resistant to Ristocetin A. MICs of Ristocetin for Staphylococcus aureus and Streptococcus pyogenes are 4-8 and 0.5-1 ug/ml, respectively.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:14:39 GMT 2025` Edited by `admin` on `Mon Mar 31 22:14:39 GMT 2025`
Record UNII	32P08CBB99
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

RISTOCETIN A

Common Name

English

RISTOCETIN A [MI]

Preferred Name

English

RISTOMYCIN A

Common Name

English

Code System Code Type Description

CAS

11021-66-2