GRANATICIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H20O10
Molecular Weight	444.3882
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@@H]1O[C@H]2CC(=O)O[C@H]2C3=C1C(=O)C4=C(C3=O)C(O)=C5[C@H]6C[C@@H](O)[C@@](O)([C@@H](C)O6)C5=C4O

InChI

InChIKey=QBQXQYSJPWXZJL-VJIOUTPZSA-N

InChI=1S/C22H20O10/c1-5-11-15(21-8(30-5)4-10(24)32-21)19(27)13-14(17(11)25)20(28)16-12(18(13)26)7-3-9(23)22(16,29)6(2)31-7/h5-9,21,23,26,28-29H,3-4H2,1-2H3/t5-,6+,7+,8-,9+,21+,22-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C22H20O10
Molecular Weight	444.3882
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Acidic pH shock induces the expressions of a wide range of stress-response genes.	2008-12-16	19087294
Characterization of the alnumycin gene cluster reveals unusual gene products for pyran ring formation and dioxan biosynthesis.	2008-10-20	18940666
Identification of secondary metabolites from Streptomyces violaceoruber TU22 by means of on-flow LC-NMR and LC-DAD-MS.	2005-09	16049955
Effect of phosphate on the expression of protein-Ser/Thr kinase pkg2 in Streptomyces granaticolor.	2005	16681148
Activation and expression of proteins during synchronous germination of aerial spores of Streptomyces granaticolor.	2004-12	15378695
Widespread activation of antibiotic biosynthesis by S-adenosylmethionine in streptomycetes.	2004-09-15	15358431
Cloning, sequencing and heterologous expression of the medermycin biosynthetic gene cluster of Streptomyces sp. AM-7161: towards comparative analysis of the benzoisochromanequinone gene clusters.	2003-07	12855716
Antibiotic biosynthesis: from natural to unnatural compounds.	2001-09	11780790
Identification of four genes from the granaticin biosynthetic gene cluster of Streptomyces violaceoruber Tü22 involved in the biosynthesis of L-rhodinose.	2001-01	11269719

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:50:20 GMT 2025` Edited by `admin` on `Mon Mar 31 20:50:20 GMT 2025`
Record UNII	98K5Y1HV1I
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-77038

Preferred Name

English

GRANATICIN

Common Name

English

8,11-ETHANOFURO(2,3-E)NAPHTHO(2,3-C:6,7-C')DIPYRAN-2,6,13(9H)-TRIONE, 3,3A,5,8,11,13B-HEXAHYDRO-7,8,12,15-TETRAHYDROXY-5,9-DIMETHYL-, (3AS,5S,8S,9R,11R,13BS,15R)-

Common Name

English

WR-141

Code

English

8,11-ETHANOFURO(2,3-E)NAPHTHO(2,3-C:6,7-C')DIPYRAN-2,6,13(9H)-TRIONE, 3,3A,5,8,11,13B-HEXAHYDRO-7,8,12,15-TETRAHYDROXY-5,9-DIMETHYL-, (3AS-(3A.ALPHA.,5.ALPHA.,8.ALPHA.,9.ALPHA.,11.BETA.,13B.ALPHA.,15S*))-

Common Name

English

WR 141

Code

English

LITMOMYCIN

Common Name

English

(3AS,5S,8S,9R,11R,13BS,15R)-3,3A,5,8,11,13B-HEXAHYDRO-7,8,12,15-TETRAHYDROXY-5,9-DIMETHYL-8,11-ETHANOFURO(2,3-E)NAPHTHO(2,3-C:6,7-C')DIPYRAN-2,6,13(9H)-TRIONE

Common Name

English

ANTIBIOTIC WR 141

Common Name

English

GRANATICIN [MI]

Common Name

English

GRANATICIN A

Common Name

English

Code System Code Type Description

CHEBI

5533