GADOMELITOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C232H320Br12N32O116.Gd.H
Molecular Weight	6530.27
Optical Activity	UNSPECIFIED
Defined Stereocenters	68 / 68
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H+].[Gd+3].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)CN(C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)C(=O)C1=C(Br)C(C(=O)N(C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)=C(Br)C(NC(=O)CNC(=O)C2=CC=C(NC(=O)C3=CC=C(NC(=O)CNC(=O)CCC[C@H](N4CCN(CCN(CCN(CC4)[C@@H](CCCC(=O)NCC(=O)NC5=CC=C(C=C5)C(=O)NC6=CC=C(C=C6)C(=O)NCC(=O)NC7=C(Br)C(C(=O)N(C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)=C(Br)C(C(=O)N(C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)=C7Br)C([O-])=O)[C@@H](CCCC(=O)NCC(=O)NC8=CC=C(C=C8)C(=O)NC9=CC=C(C=C9)C(=O)NCC(=O)NC%10=C(Br)C(C(=O)N(C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)=C(Br)C(C(=O)N(C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)=C%10Br)C([O-])=O)[C@@H](CCCC(=O)NCC(=O)NC%11=CC=C(C=C%11)C(=O)NC%12=CC=C(C=C%12)C(=O)NCC(=O)NC%13=C(Br)C(C(=O)N(C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)=C(Br)C(C(=O)N(C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)=C%13Br)C([O-])=O)C([O-])=O)C=C3)C=C2)=C1Br

InChI

InChIKey=SPEOBOARQOCRFA-GTPOWFTASA-K

InChI=1S/C232H324Br12N32O116.Gd/c233-165-157(221(377)269(61-113(293)181(337)197(353)129(309)77-277)62-114(294)182(338)198(354)130(310)78-278)169(237)177(170(238)158(165)222(378)270(63-115(295)183(339)199(355)131(311)79-279)64-116(296)184(340)200(356)132(312)80-280)261-153(333)57-249-213(369)93-13-37-105(38-14-93)257-217(373)97-21-29-101(30-22-97)253-149(329)53-245-145(325)9-1-5-109(229(385)386)265-45-47-266(110(230(387)388)6-2-10-146(326)246-54-150(330)254-102-31-23-98(24-32-102)218(374)258-106-39-15-94(16-40-106)214(370)250-58-154(334)262-178-171(239)159(223(379)271(65-117(297)185(341)201(357)133(313)81-281)66-118(298)186(342)202(358)134(314)82-282)166(234)160(172(178)240)224(380)272(67-119(299)187(343)203(359)135(315)83-283)68-120(300)188(344)204(360)136(316)84-284)49-51-268(112(232(391)392)8-4-12-148(328)248-56-152(332)256-104-35-27-100(28-36-104)220(376)260-108-43-19-96(20-44-108)216(372)252-60-156(336)264-180-175(243)163(227(383)275(73-125(305)193(349)209(365)141(321)89-289)74-126(306)194(350)210(366)142(322)90-290)168(236)164(176(180)244)228(384)276(75-127(307)195(351)211(367)143(323)91-291)76-128(308)196(352)212(368)144(324)92-292)52-50-267(48-46-265)111(231(389)390)7-3-11-147(327)247-55-151(331)255-103-33-25-99(26-34-103)219(375)259-107-41-17-95(18-42-107)215(371)251-59-155(335)263-179-173(241)161(225(381)273(69-121(301)189(345)205(361)137(317)85-285)70-122(302)190(346)206(362)138(318)86-286)167(235)162(174(179)242)226(382)274(71-123(303)191(347)207(363)139(319)87-287)72-124(304)192(348)208(364)140(320)88-288;/h13-44,109-144,181-212,277-324,337-368H,1-12,45-92H2,(H,245,325)(H,246,326)(H,247,327)(H,248,328)(H,249,369)(H,250,370)(H,251,371)(H,252,372)(H,253,329)(H,254,330)(H,255,331)(H,256,332)(H,257,373)(H,258,374)(H,259,375)(H,260,376)(H,261,333)(H,262,334)(H,263,335)(H,264,336)(H,385,386)(H,387,388)(H,389,390)(H,391,392);/q;+3/p-3/t109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129+,130+,131+,132+,133+,134+,135+,136+,137+,138+,139+,140+,141+,142+,143+,144+,181+,182+,183+,184+,185+,186+,187+,188+,189+,190+,191+,192+,193+,194+,195+,196+,197+,198+,199+,200+,201+,202+,203+,204+,205+,206+,207+,208+,209+,210+,211+,212+;/m0./s1

HIDE SMILES / InChI

Molecular Formula	H
Molecular Weight	1.0079
Charge	1
Count

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

Molecular Formula	Gd
Molecular Weight	157.25
Charge	3
Count

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

Molecular Formula	C232H320Br12N32O116
Molecular Weight	6372.016
Charge	-4
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	68 / 68
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23173554 | https://www.ncbi.nlm.nih.gov/pubmed/23126523 | https://www.ncbi.nlm.nih.gov/pubmed/17351432

Gadomelitol (P792, Vistarem) is a monogadolinated contrast agent for magnetic resonance imaging (MRI) that originally was developed as a blood pool agent with rapid clearance and mainly free renal elimination. Gadomelitol could provide information on the interstitial fluid pressure (negatively associated with disease-free survival in locally advanced cervical carcinoma) of cervical carcinoma xenografts. Due to its slow extravasation and high tumor residence time, gadomelitol may potentially be useful to improve characterization between benign versus malignant tumors using dynamic MRI.

Approval Year

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:16:51 GMT 2023` Edited by `admin` on `Sat Dec 16 16:16:51 GMT 2023`
Record UNII	ML3LD67ALG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GADOMELITOL

Official Name

English

Gadomelitol [WHO-DD]

Common Name

English

VISTAREM

Brand Name

English

P-792

Code

English

gadomelitol [INN]

Common Name

English

Code System Code Type Description

FDA UNII

ML3LD67ALG