CHEBI:132468 - bacteriohopane-32,33,34,35-tetrol

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ChEBI Name bacteriohopane-32,33,34,35-tetrol
ChEBI ID CHEBI:132468
Definition A hopanoid that is bacteriohopane carrying four hydroxy substituents at positions 32, 33, 34 and 35.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Gemma Holliday
Supplier Information
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Formula C35H62O4
Net Charge 0
Average Mass 546.866
Monoisotopic Mass 546.46481
InChI InChI=1S/C35H62O4/c1-22(9-10-25(37)30(39)26(38)21-36)23-13-18-32(4)24(23)14-19-34(6)28(32)11-12-29-33(5)17-8-16-31(2,3)27(33)15-20-35(29,34)7/h22-30,36-39H,8-21H2,1-7H3/t22-,23-,24+,25-,26+,27+,28-,29-,30-,32+,33+,34-,35-/m1/s1
InChIKey JMKBTQYGOKJMBJ-ZQPPIKFSSA-N
SMILES C([C@H]([C@@H](O)[C@H](CO)O)O)C[C@H]([C@]1(CC[C@@]2([C@]3(CC[C@@]4([C@]5(CCCC([C@@]5(CC[C@]4([C@@]3(CC[C@@]12[H])C)C)[H])(C)C)C)[H])[H])C)[H])C
Metabolite of Species Details
Ciceribacter lividus (NCBI:txid1197950) See: PubMed
Streptomyces sp. (NCBI:txid1931) of strain YIM61470 See: PubMed
Rhodopseudomonas palustris TIE-1 (NCBI:txid395960) of strain TIE-1 See: PubMed
Methylobacterium organophilum (NCBI:txid410) See: PubMed
Desulfovibrio bastinii (NCBI:txid47157) See: PubMed
Roles Classification
Biological Role(s): lipoxygenase inhibitor
A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing bacteriohopane-32,33,34,35-tetrol (CHEBI:132468) has role antimicrobial agent (CHEBI:33281)
bacteriohopane-32,33,34,35-tetrol (CHEBI:132468) has role bacterial metabolite (CHEBI:76969)
bacteriohopane-32,33,34,35-tetrol (CHEBI:132468) has role lipoxygenase inhibitor (CHEBI:35856)
bacteriohopane-32,33,34,35-tetrol (CHEBI:132468) is a hopanoid (CHEBI:51963)
bacteriohopane-32,33,34,35-tetrol (CHEBI:132468) is a tetrol (CHEBI:33573)
Incoming 2β-methylbacteriohopane-32,33,34,35-tetrol (CHEBI:132469) has functional parent bacteriohopane-32,33,34,35-tetrol (CHEBI:132468)
bacteriohopanetetrol cyclitol ether (CHEBI:132144) has functional parent bacteriohopane-32,33,34,35-tetrol (CHEBI:132468)
bacteriohopanetetrol glucosamine (CHEBI:132143) has functional parent bacteriohopane-32,33,34,35-tetrol (CHEBI:132468)
IUPAC Name
(2S,3S,4R,7R)-7-[(3R,3aS,5aR,5bR,7aS,11aS,11bR,13aR,13bS)-5a,5b,8,8,11a,13b-hexamethylicosahydro-1H-cyclopenta[a]chrysen-3-yl]octane-1,2,3,4-tetrol
Synonyms Sources
(32R,33R,34S)-32,33,34,35-bacteriohopanetetrol ChEBI
32,33,34,35-bacteriohopanetetrol ChEBI
Bacteriohopanetetrol KEGG COMPOUND
Tetrahydroxybacteriohopane KEGG COMPOUND
Manual Xrefs Databases
C21119 KEGG COMPOUND
CPD-14519 MetaCyc
LMPR04000004 LIPID MAPS
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Registry Number Type Source
8603395 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14673828 PubMed citation Europe PMC
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Last Modified
09 November 2016