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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895829Generated: October 25, 2026

3,4-Dihydro-3,6,8-trihydoroxy-1(2H)-napthalenone → 1,3,6,8-Naphthalenetetrol

https://huagongshe.com/reaction/1895829

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-Dihydro-3,6,8-trihydoroxy-1(2H)-napthalenoneHCID 439309—
Reactant1,3,8-TrihydroxynaphthaleneHCID 439428—
ReactantMalonyl CoAHCID 644066—
Product1,3,6,8-NaphthalenetetrolHCID 440202—

Reaction Steps

Biosynthesis of DHN melanin is synthesized by a polyketide pathway, through the genes encoding Polyketide synthase (PKS), Scytalone dehydratase (SCD), and 1,3,8-trihydroxynaphthalene reductase (THN). It started with a PKS using malonyl-CoA as a substrate to produce 1,3,6,8-tetrahydroxynaphthalene, 1,3,6,8-THN (Fujii et al., 2000), followed by reducatse catalysis to produce scytalone, dehydration by SCD to yield 1,3,8-trihydroxynaphthalene (1,3,8-THN), reduction by THN to yield vermelone, dehydration to produce melanin precursor 1,8-dihydroxynaphthalene (1,8-DHN), and then oxidation and polymerization to yield melanin.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518393B2
Source datasetuspto-grants-2013_08
ORD IDord-ce00f41e87b947328bc4cb0434182911
Source noteuspto-grants-2013_08