PEDERIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C25H45NO9
Molecular Weight	503.6261
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]1(C[C@@H](O)C(C)(C)[C@@H](C[C@@H](COC)OC)O1)[C@@H](NC(=O)[C@@H](O)[C@]2(CC(=C)[C@@H](C)[C@@H](C)O2)OC)OC

InChI

InChIKey=ZNEZZONMADKYTB-VRCUBXEUSA-N

InChI=1S/C25H45NO9/c1-14-12-25(33-9,35-16(3)15(14)2)21(28)22(29)26-23(32-8)18-11-19(27)24(4,5)20(34-18)10-17(31-7)13-30-6/h15-21,23,27-28H,1,10-13H2,2-9H3,(H,26,29)/t15-,16-,17+,18+,19-,20-,21-,23+,25-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C25H45NO9
Molecular Weight	503.6261
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	9 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Onnamide F: a new nematocide from a southern Australian marine sponge, Trachycladus laevispirulifer.	2001 May	11374963
An epidemicity of Paederus species in Cukurova region.	2002 Apr	12080946
Molecular identification of an endosymbiotic bacterium associated with pederin biosynthesis in Paederus sabaeus (Coleoptera: Staphylinidae).	2002 Apr	11886773
Blister beetles and the ten plagues.	2002 Jun 1	12057588
Paederus dermatitis in northern Iran: a report of 156 cases.	2003 Aug	12890103
Bullous contact dermatitis caused by self-applied crushed Paederus fuscipes for the treatment of vitiligo.	2003 Nov	14655779
Effects of intravenous Injections Paederiae and Stauntonia on spontaneous pain, hyperalgesia and inflammation induced by cutaneous chemical tissue injury in the rat.	2003 Oct 25	14566397
Outbreak of rove beetle (Staphylinid) pustular contact dermatitis in Pakistan among deployed U.S. personnel.	2004 Jan	14964503
Unprecedented diversity of catalytic domains in the first four modules of the putative pederin polyketide synthase.	2004 Jan 3	14695518
Targeting modular polyketide synthases with iteratively acting acyltransferases from metagenomes of uncultured bacterial consortia.	2004 Sep	15305917
Exploring the chemistry of uncultivated bacterial symbionts: antitumor polyketides of the pederin family.	2005 Mar	15787465
Bacterial symbionts: prospects for the sustainable production of invertebrate-derived pharmaceuticals.	2006	16457638
Total synthesis of pederin.	2007	17645272
An outbreak of Paederus dermatitis in a suburban hospital in South India: a report of 123 cases and review of literature.	2007 Aug	17490784
Synthesis of psymberin analogues: probing a functional correlation with the pederin/mycalamide family of natural products.	2007 Jan 18	17217271
The total synthesis of psymberin.	2007 Jun 21	17523653
Small steps or giant leaps for male-killers? Phylogenetic constraints to male-killer host shifts.	2007 Nov 29	18047670
An outbreak of Paederus dermatitis in a primary school, Terengganu, Malaysia.	2008 Jun	19108412
In silico analysis of methyltransferase domains involved in biosynthesis of secondary metabolites.	2008 Oct 25	18950525
Ancient horizontal gene transfer from bacteria enhances biosynthetic capabilities of fungi.	2009	19212443
Towards prediction of metabolic products of polyketide synthases: an in silico analysis.	2009 Apr	19360130
An outbreak of 268 cases of Paederus dermatitis in a toy-building factory in central China.	2009 Feb	19200185
The discovery of potent antitumor agent C11-deoxypsymberin/irciniastatin A: total synthesis and biology of advanced psymberin analogs.	2009 Feb 19	19199777
Outbreak of dermatitis linearis caused by Paederus ilsae and Paederus iliensis (Coleoptera: Staphylinidae) at a military base in Iraq.	2009 Jul-Sep	20084733
Pederin-type pathways of uncultivated bacterial symbionts: analysis of o-methyltransferases and generation of a biosynthetic hybrid.	2009 Mar 4	19206228
Marine drugs from sponge-microbe association--a review.	2010 Apr 22	20479984
Microtubule-stabilizing drugs from marine sponges: focus on peloruside A and zampanolide.	2010 Mar 31	20479967
Paederus dermatitis in Egypt: a clinicopathological and ultrastructural study.	2010 Oct	20236196

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:17:03 GMT 2023` Edited by `admin` on `Sat Dec 16 09:17:03 GMT 2023`
Record UNII	B8F7J348GJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PEDERIN

Common Name

English

PEDERINE

Common Name

English

(+)-PEDERINE

Common Name

English

(+)-PEDERIN

Common Name

English

PEDERIN, (+)-

Common Name

English

NSC-114781

Code

English

PEDERIN [MI]

Common Name

English

D-MANNO-NONITOL, 2,6-ANHYDRO-3,5,7-TRIDEOXY-1-C-(((2S)-2-HYDROXY-2-((2R,5R,6R)-TETRAHYDRO-2-METHOXY-5,6-DIMETHYL-4-METHYLENE-2H-PYRAN-2-YL)ACETYL)AMINO)-5,5-DIMETHYL-1,8,9-TRI-O-METHYL-, (1S)-

Common Name

English

Code System Code Type Description

FDA UNII

B8F7J348GJ