NODULARIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C41H60N8O10
Molecular Weight	824.9627
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	3
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CO[C@@H](CC1=CC=CC=C1)[C@@H](C)\C=C(C)\C=C\[C@@H]2NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](C)[C@@H](NC(=O)\C(=C\C)N(C)C(=O)CC[C@@H](NC(=O)[C@H]2C)C(O)=O)C(O)=O

InChI

InChIKey=IXBQSRWSVIBXNC-HSKGSTCASA-N

InChI=1S/C41H60N8O10/c1-8-31-38(54)48-34(40(57)58)26(5)36(52)46-29(15-12-20-44-41(42)43)37(53)45-28(25(4)35(51)47-30(39(55)56)18-19-33(50)49(31)6)17-16-23(2)21-24(3)32(59-7)22-27-13-10-9-11-14-27/h8-11,13-14,16-17,21,24-26,28-30,32,34H,12,15,18-20,22H2,1-7H3,(H,45,53)(H,46,52)(H,47,51)(H,48,54)(H,55,56)(H,57,58)(H4,42,43,44)/b17-16+,23-21+,31-8-/t24-,25-,26-,28-,29-,30+,32-,34+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C41H60N8O10
Molecular Weight	824.9627
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	3
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Nodularin-triggered apoptosis and hyperphosphorylation of signaling proteins in cultured rat hepatocytes.	2015-02	25192816
Induction of Fas receptor and Fas ligand by nodularin is mediated by NF-κB in HepG2 cells.	2011-03-15	21262250
Marked inhibition of testosterone biosynthesis by the hepatotoxin nodularin due to apoptosis of Leydig cells.	2002-07	12112309

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:32:06 GMT 2025` Edited by `admin` on `Mon Mar 31 22:32:06 GMT 2025`
Record UNII	0979BIK2QU
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NODULARIN

Common Name

English

NODULARIN R

Preferred Name

English

CYCLO((Z)-2,3-DIDEHYDRO-N-METHYL-2-AMINOBUTANOYL-ERYTHRO-3- METHYL-D-.BETA.-ASPARTYL-L-ARGINYL-(2S,3S,4E,6E,8S,9S)- 4,5,6,7-TETRADEHYDRO-9-METHOXY-2,6,8-TRIMETHYL-10-PHENYL-3- AMINODECANOYL-D-.GAMMA.-GLUTAMYL)

Systematic Name

English

CYCLO((2S,3S,4E,6E,8S,9S)-3-AMINO-9-METHOXY-2,6,8-TRIMETHYL-10-PHENYL-4,6-DECADIENOYL-D-.GAMMA.-GLUTAMYL-(2Z)-2-(METHYLAMINO)-2-BUTENOYL-(3S)-3-METHYL-D-.BETA.-ASPARTYL-L-ARGINYL)

Systematic Name

English

CYCLO((Z)-2,3-DIDEHYDRO-N-METHYL-2-AMINOBUTANOYL-ERYTHRO-3-METHYL-D-.BETA.-ASPARTYL-L-ARGINYL-(2S,3S,4E,6E,8S,9S)-4,5,6,7-TETRADEHYDRO-9-METHOXY-2,6,8-TRIMETHYL-10-PHENYL-3-AMINODECANOYL-D-.GAMMA.-GLUTAMYL)

Systematic Name

English

NODULARIN [HSDB]

Common Name

English

CYCLO(L-ARGINYL-(2S,3S,4E,6E,8S,9S)-3-AMINO-9-METHOXY-2,6,8- TRIMETHYL-10-PHENYL-4,6-DECADIENOYL-D-GAMMA-GLUTAMYL-(2Z)-2- (METHYLAMINO)-2-BUTENOYL-(3S)-3-METHYL-D-.BETA.-ASPARTYL)

Systematic Name

English

Code System Code Type Description

FDA UNII

0979BIK2QU