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

COC[C@H](C[C@H]1O[C@@H](C[C@@H](O)C1(C)C)[C@@H](NC(=O)[C@@H](O)[C@]2(CC(=C)[C@@H](C)[C@@H](C)O2)OC)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
Paederus dermatitis in Egypt: a clinicopathological and ultrastructural study.	2010-10	20236196
Marine drugs from sponge-microbe association--a review.	2010-04-22	20479984
Microtubule-stabilizing drugs from marine sponges: focus on peloruside A and zampanolide.	2010-03-31	20479967
Outbreak of dermatitis linearis caused by Paederus ilsae and Paederus iliensis (Coleoptera: Staphylinidae) at a military base in Iraq.	2010-01-21	20084733
Towards prediction of metabolic products of polyketide synthases: an in silico analysis.	2009-04	19360130
Pederin-type pathways of uncultivated bacterial symbionts: analysis of o-methyltransferases and generation of a biosynthetic hybrid.	2009-03-04	19206228
The discovery of potent antitumor agent C11-deoxypsymberin/irciniastatin A: total synthesis and biology of advanced psymberin analogs.	2009-02-19	19199777
An outbreak of 268 cases of Paederus dermatitis in a toy-building factory in central China.	2009-02	19200185
Ancient horizontal gene transfer from bacteria enhances biosynthetic capabilities of fungi.	2009	19212443
In silico analysis of methyltransferase domains involved in biosynthesis of secondary metabolites.	2008-10-25	18950525
An outbreak of Paederus dermatitis in a primary school, Terengganu, Malaysia.	2008-06	19108412
Small steps or giant leaps for male-killers? Phylogenetic constraints to male-killer host shifts.	2007-11-29	18047670
An outbreak of Paederus dermatitis in a suburban hospital in South India: a report of 123 cases and review of literature.	2007-08	17490784
The total synthesis of psymberin.	2007-06-21	17523653
Synthesis of psymberin analogues: probing a functional correlation with the pederin/mycalamide family of natural products.	2007-01-18	17217271
Total synthesis of pederin.	2007	17645272
Bacterial symbionts: prospects for the sustainable production of invertebrate-derived pharmaceuticals.	2006	16457638
Stereochemical assignment of the C1-C6 fragment of psymberin by synthesis and natural product degradation.	2005-09-15	16146366
Exploring the chemistry of uncultivated bacterial symbionts: antitumor polyketides of the pederin family.	2005-03	15787465
13-Deoxytedanolide, a marine sponge-derived antitumor macrolide, binds to the 60S large ribosomal subunit.	2005-01-17	15598566
Using genomics to deliver natural products from symbiotic bacteria.	2005	16168093
Targeting modular polyketide synthases with iteratively acting acyltransferases from metagenomes of uncultured bacterial consortia.	2004-09	15305917
Psymberin, a potent sponge-derived cytotoxin from Psammocinia distantly related to the pederin family.	2004-06-10	15176791
Unprecedented diversity of catalytic domains in the first four modules of the putative pederin polyketide synthase.	2004-01-03	14695518
Outbreak of rove beetle (Staphylinid) pustular contact dermatitis in Pakistan among deployed U.S. personnel.	2004-01	14964503
Bullous contact dermatitis caused by self-applied crushed Paederus fuscipes for the treatment of vitiligo.	2003-11	14655779
Effects of intravenous Injections Paederiae and Stauntonia on spontaneous pain, hyperalgesia and inflammation induced by cutaneous chemical tissue injury in the rat.	2003-10-25	14566397
Paederus dermatitis in northern Iran: a report of 156 cases.	2003-08	12890103
Blister beetles and the ten plagues.	2002-06-01	12057588
An epidemicity of Paederus species in Cukurova region.	2002-04	12080946
Molecular identification of an endosymbiotic bacterium associated with pederin biosynthesis in Paederus sabaeus (Coleoptera: Staphylinidae).	2002-04	11886773
Onnamide F: a new nematocide from a southern Australian marine sponge, Trachycladus laevispirulifer.	2001-05	11374963

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:36:25 GMT 2025` Edited by `admin` on `Mon Mar 31 22:36:25 GMT 2025`
Record UNII	B8F7J348GJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PEDERIN

Common Name

English

NSC-114781

Preferred Name

English

PEDERINE

Common Name

English

(+)-PEDERINE

Common Name

English

(+)-PEDERIN

Common Name

English

PEDERIN, (+)-

Common Name

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