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(+)-(7S)-7-O-methylsydonic acid 
(+)-(7S)-sydonic acid +  
(+)-flavipucine 
(+)-geodin 
(-)-flavipucine 
(-)-microperfuranone 
(-)-phenylahistin 
(11S,14S)-Cyclo-(L-Trp-L-Phe) 
(22E,24R)-3beta,5alpha,9alpha-trihydroxyergosta-7,22-dien-6-one 
(22E,24R)-3beta,5alpha-dihydroxyergosta-7,22-dien-6-one 
(22E,24R)-ergosta-5alpha,6alpha-epoxide-8,22-diene-3beta,7alpha-diol 
(22E,24R)-ergosta-7,22-diene-3beta,6beta-diol 
(22E,24R)-ergosta-7,22-diene-6beta-methoxy-3beta,5alpha-diol 
(2Z,4E)-3-(2-carboxy-1-hydroxyethyl)-2,4-hexadienedioic acid 
(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid 
(7R,8R)-AGI-B4 
(7R,8R)-alpha-diversonolic ester 
(E)-5-hydroxy-6-(3-methylbut-2-enyl)-2-(pent-1-enyl)benzofuran-4-carbaldehyde 
(M)-viriditoxin 
1,8-dihydroxynaphthalene-melanin 
14-norpseurotin A 
18-oxotryprostatin A 
2,3,6,8,9-pentahydroxy-3-(2-oxopropyl)-1,2,3,4-tetrahydroanthracen-1-one 
2,4-dihydroxy-3-methyl-6-(2-oxopropyl)benzaldehyde 
2,4-dihydroxy-3-methyl-6-(2-oxoundecyl)benzaldehyde 
2,6,7-trihydroxy-3-methylnaphthalene-1,4-dione 
2,8-dihydroxy-1,4-naphthoquinone 
2-hydroxy-3-(2-hydroxyethyl)naphthalene-1,4-dione 
2-O,3-dimethylflaviolin 
2-pentylfuran 
2-phenylethanol +   
22-deacetylyanuthone A +  
3,13,19-trimethyltricosanoic acid 
3,3''-dihydroxyterphenyllin 
3,5-dimethylorsellinic acid 
3-hydroxyterphenyllin +  
3-linalylflaviolin 
3-methylfuran 
3-methylorsellinic acid 
3alpha-hydroxy-3,5-dihydromonacolin L acid 
3beta,11alpha-dihydroxyergosta-8,24(28)-dien-7-one 
3beta-hydroxyergosta-8,24(28)-dien-7-one 
4''-dehydro-3-hydroxyterphenyllin 
4''-deoxyterphenyllin 
4,5,9,10-dehydroisolongifolene 
4,7-dihydroxy-5-methylcoumarin +  
4-methoxyphenylacetic acid 
5'-hydroxy-asperentin-8-O-methylether 
5'-hydroxyasperentin 
5,7-dihydroxy-4-methylphthalide 
6,8-dihydroxy-3-(2-oxopropyl)-isocoumarin 
6-linalyl-2-O,3-dimethylflaviolin 
6-methoxyspirotryprostatin B 
6beta,16beta-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid 
7-deacetoxyyanuthone A +  
7-methylmellein 
7-nor-ergosterolide 
7-O-geranyl-2-O,3-dimethylflaviolin 
8,5'-diferulic acid 
9-deacetoxyfumigaclavine C 
Acetylshikonin 
acremolin B 
aculeacin A 
aculene A 
aculene B 
aculene C +  
aculene D +  
aflatoxin M1 +   
agglomerin F 
Alkannin  
Alkannin beta,beta-dimethylacrylate 
anhydromevalonyl-CoA 
aphidicolin  
Aristolindiquinone 
arugosin B 
arugosin C 
asnipyrone A 
asnipyrone B 
asnovolin I 
asnovolin J 
asnovolin K 
asperaculane G 
asperaculin A 
asperenone 
asperentin +   
aspergillide A 
aspergillide B 
aspergillide C 
aspergillusene A 
aspergillusene B 
aspergillusone A 
aspergillusone B 
asperlactone 
asperlicin 
asperlicin C 
asperlicin E 
aspernigrin A +  
aspernigrin B 
asperparaline A 
asperpyrone B 
asperpyrone C 
asperrubrol 
Aspirochlorine 
aspulvinone E 
aspyrone 
astellifadiene 
asterriquinone C1 
atovaquone  
atrochrysone 
aurasperone A 
aurasperone B 
aurasperone C 
aureoquinone 
austocystin D 
azanigerone A 
azanigerone B 
azanigerone C 
azanigerone D 
azanigerone E 
azanigerone F 
beta,beta-Dimethylacrylshikonin 
beta-amyrin +   
betaine aldehyde 
BMS-192548 
BU-4704 
candidusin A +  
candidusin C 
carbonarone A 
carlosic acid +  
cerevisterol +  
chlorflavonin 
chrysogine 
circumdatin H 
clavaphyllene 
cyclooctene +  
cytochalasin Z16 
dauca-4,7-diene 
deacetylpyripyropene E 
dehydrocitreoisocoumarin 
Deoxyshikonin 
desertorin A 
dihydrodemethylsterigmatocystin +   
dihydrogeodin 
Diospyrin 
Droserone 
Echinone 
echinulin 
emindole SB 
FK17-P2a 
flavasperone 
flaviolin +  
A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone having three hydroxy substituents placed at the 2-, 5- and 7-positions.
fonsecin +  
fonsecin B 
fonsecinone A 
fonsecinone B 
fonsecinone C 
Fumiformamide 
fumigatin 
fumigermin 
fumimycin 
fumisoquin A 
fumisoquin B 
fumisoquin C 
fumonisin B2  
fumonisin B4 
fumonisin B6 
funalenone 
glionitrin A 
Glionitrin B 
hypocrellin D 
Hypoxylone 
impatienol 
iso-precytochalasin 
isoaspulvinone E 
Isobutylshikonin 
isoflavipucine 
isosilybin A  
juglone  
ketocytochalasin 
kojic acid  
lapachol  
lawsone  
lovastatin +   
methyl 3,8-dihydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate 
methyl 8-hydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate 
mevalonyl-CoA 
mevinolinic acid 
monacolin L +  
monacolin L acid 
N,N'-((1Z,3Z)-1,4-bis(4-hydroxyphenyl)buta-1,3-diene-2,3-diyl)diformamide 
N,N'-((1Z,3Z)-1,4-bis(4-methoxyphenyl)buta-1,3-diene-2,3-diyl)diformamide 
N,N'-((1Z,3Z)-1-(4-hydroxyphenyl)-4-(4-methoxyphenyl)buta-1,3-diene-2,3-diyl)diformamide 
N-acetyltyramine 
naphthazarin  
nigerapyrone A 
nigerapyrone B 
nigerapyrone C 
nigerapyrone D 
nigerapyrone E 
nigerapyrone F 
nigerapyrone G 
nigerapyrone H 
nigerazine A 
nigerazine B 
nigerloxin 
nigerone 
nigragillin 
notoamide +  
notoamide C 
nygerone A 
nygerone B +  
ochratoxin A +   
ochratoxin B  
ochratoxin C 
ochrindole A 
ophiobolin C 
orcinol  
orlandin +  
p-fluoro nygerone B 
patulin +   
paxilline  
pentostatin 
pestalamide A 
pestalamide B 
phenoxyacetic acid +   
phenylacetic acid +   
phosphatoquinone B 
pinselin 
plumbagin  
prenylcandidusin A 
prenylcandidusin B 
prenylcandidusin C 
prenylterphenyllin 
prenylterphenyllin A 
prenylterphenyllin B 
prenylterphenyllin C 
protubonine A +  
protubonine B 
protuboxepin A 
protuboxepin B 
pyranonigrin A 
pyranonigrin E 
pyranonigrin G 
pyranonigrin H 
pyranonigrin I 
pyranonigrin J 
pyranonigrin K 
pyripyropene I 
pyripyropene J 
pyripyropene K 
pyripyropene L 
quiannulatene 
Ramentaceone 
rhinacanthin C 
rhinacanthin D 
rifamycin-undecaketide carboxylic acid +  
rubrofusarin B 
Shikonin  
stellatic acid 
sydowinin A 
sydowinin B 
sydoxanthone C 
talarodiene 
tensyuic acid A 
tensyuic acid B +  
tensyuic acid C 
tensyuic acid D 
tensyuic acid E 
tensyuic acid F 
terphenyllin +  
terprenin 
terreazepine 
terreic acid 
terretonin 
Tricrozarin A 
ustilaginoidin A 
ustiloxin B 
variecolin 
variecolorquinone A 
variecolorquinone B 
variecoxanthone C 
variediene 
verruculogen +  
versicolorin A +   
versicolorin B 
versicolorone +  
versiconol +  
versiconol acetate +  
viridicatin 
westerdijkin A 
yanuthone D 
yanuthone E +  
yanuthone F +  
yanuthone G 
yanuthone H 
yanuthone I 
yanuthone J 
yanuthone K +  
yanuthone L 
yanuthone M 
yanuthone X1 
yanuthone X2 +  
YWA1 

Synonyms
Related Synonyms: 2,5,7-Trihydroxy-1,4-naphthalenedione ;   4,5,7-trihydroxynaphthalene-1,2-dione ;   Formula=C10H6O5 ;   InChI=1S/C10H6O5/c11-4-1-5-9(6(12)2-4)7(13)3-8(14)10(5)15/h1-3,11-12,14H ;   InChIKey=RROPNRTUMVVUED-UHFFFAOYSA-N ;   SMILES=Oc1cc(O)c2C(=O)C=C(O)C(=O)c2c1
Xrefs: Beilstein:2051866 ;   CAS:479-05-0 ;   KEGG:C18012 ;   MetaCyc:CPD-10679 ;   PDBeChem:FLV ;   PMID:20351110 ;   Reaxys:2051866
Cyclic Relationships: is_conjugate_acid_of CHEBI:58696

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